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Index Alkyne

In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. [1]

304 relations: A3 coupling reaction, Acetic acid, Acetylene, Acetylenic, Acetylide, Activation of cyclopropanes by transition metals, Activity-based proteomics, Addition reaction, Aldehyde, Aliphatic compound, Alkali metal, Alkane, Alkene, Alkyl, Alkyne metathesis, Alkyne trimerisation, Alkyne zipper reaction, Alkynylation, Allene, Allopumiliotoxin, Amine, Annulyne, Aromatic hydrocarbon, Aromatization, Asymmetric addition of alkenylmetals to aldehydes, Asymmetric addition of alkynylzinc compounds to aldehydes, Azide, Azide-alkyne Huisgen cycloaddition, Azomethine ylide, Baldwin's rules, Banert cascade, Barbier reaction, Benzofuran, Bingel reaction, Bioconjugation, Bioorthogonal chemical reporter, Bioorthogonal chemistry, Bond length, Bond-dissociation energy, Borabenzene, Boranes, Bromine test, Cadiot–Chodkiewicz coupling, Carbo-mer, Carbocatalysis, Carbometalation, Carbon–carbon bond, Carbon–hydrogen bond, Carbonylation, Carborane, ..., Castro–Stephens coupling, Catalysis, Catecholborane, Charge-transfer complex, Chemical biology, Chemical shift, Cinnoline, Cis–trans isomerism, Click chemistry, Clicked peptide polymer, ClickSeq, Compounds of fluorine, Conjugated microporous polymer, Constrained geometry complex, Copper, Copper(II) acetate, Copper-free click chemistry, Corey–Fuchs reaction, Cumulene, Cyanocobalamin, Cycloaddition, Cycloalkyne, Cyclobutadiene, Cyclobutadieneiron tricarbonyl, Cycloisomerization, Cyclooctadecanonaene, Cyclopentenone, Cyclopentyne, Cyclophane, Danishefsky's diene, Decarboxylative cross-coupling, Decyne, Diborane, Dicarbonyltris(triphenylphosphine)ruthenium(0), Dicobalt octacarbonyl, Digermyne, Diisopinocampheylborane, Diphenylacetylene, Discovery and development of NS5A inhibitors, Disiamylborane, Disilyne, Divergent synthesis, Douglas Stephan, E1cB-elimination reaction, Elias James Corey, Enediyne, Enyne, Enyne metathesis, Eschenmoser fragmentation, Ethylamine, Ethylmagnesium bromide, Ethynol, Ethynyl, Favorskii reaction, Fétizon oxidation, Fenestrane, François Diederich, Free-radical addition, Fritsch–Buttenberg–Wiechell rearrangement, Functional group, GABAA receptor positive allosteric modulator, Gas bubbler, Geminal, GFS Chemicals, Gilman reagent, Glossary of chemistry terms, Glossary of civil engineering, Glossary of engineering, Glossary of structural engineering, Gold(III) chloride, Grob fragmentation, Group 14 hydride, Haloalkane, Halogenation, Heck reaction, Hexabenzocoronene, Hexadehydro Diels-Alder reaction, Hexafluoro-2-butyne, Hexyne, Higher alkanes, Hofmann rearrangement, Homologous series, Hydride, Hydroalkoxylation, Hydroamination, Hydroboration–oxidation reaction, Hydrocarbon, Hydrogen bromide, Hydrogen chloride, Hydrogenation, Hydrometalation, Hydrosilylation, Iminoborane, Infrared spectroscopy correlation table, Iodine, Iodobenzene dichloride, Kedarcidin, Ketene, Ketone, Kuwajima Taxol total synthesis, Lactam, Larock indole synthesis, Lightfastness, Lindlar catalyst, List of Dutch inventions and discoveries, List of MeSH codes (D02), List of reagents, Lithium aluminium hydride, Lone pair, Münchnone, Metal carbon dioxide complex, Metal carbonyl, Metal phosphine complex, Metal-centered cycloaddition reactions, Metallacycle, Methylrhenium trioxide, Meyer–Schuster rearrangement, Migratory insertion, Montréalone, Murai reaction, Nanocar, Nazarov cyclization reaction, Negishi coupling, Nicholas reaction, Nickel boride, Nitrile, Nitrile ylide, Nitrilimine, Nitrone-olefin (3+2) cycloaddition, Nonyne, Octyne, Oil refinery, On water reaction, One-electron reduction, Onium compound, Orbital hybridisation, Organic nomenclature in Chinese, Organic redox reaction, Organocerium chemistry, Organochloride, Organocopper compound, Organogallium chemistry, Organogermanium compound, Organogold chemistry, Organonickel, Organopalladium, Organophosphorus compound, Organorhenium chemistry, Organoselenium chemistry, Organosilicon, Organotantalum chemistry, Organotellurium chemistry, Organotin chemistry, Organovanadium chemistry, Organozirconium chemistry, Outline of organic chemistry, Oxazole, Oxymercuration reaction, Ozonolysis, Palladium-catalyzed coupling reactions, Pauson–Khand reaction, Persistent carbene, Phenylacetylene, Phosphole, Pi bond, Polyyne, Prins reaction, Propargyl, Propargyl alcohol, Propiolic acid, Propynal, Propyne, Protectin D1, Protodeboronation, Pyridyne, Pyrrole, Pyrylium salt, Radical polymerization, Ralph Raphael, Raman spectroscopy, Raney nickel, Relative volatility, Retro-Diels–Alder reaction, Rhenium, Ring strain, Ring-closing metathesis, Ruthenium tetroxide, Saturated and unsaturated compounds, Schwartz's reagent, Seyferth–Gilbert homologation, Silver, Silyl hydride, Simmons–Smith reaction, Skeletal formula, Sodium amide, Sonogashira coupling, Soot, Step-growth polymerization, Stereocontrolled 1,2-addition to carbonyl groups, Stille reaction, Strychnine total synthesis, Sulfur monoxide, Sulfuryl chloride, Syn and anti addition, Tariric acid, Tetraazidomethane, Tetrabromomethane, Tetraethylammonium iodide, Tetrahedrane, Tetrasulfur tetranitride, Thiazole, Thioester, Thiol-yne reaction, Tollens' reagent, Transition metal carbyne complex, Transmetalation, Triazine, Tricarbon monoxide, Trimethylenemethane cycloaddition, Trimethylsilyl chloride, Triphenylphosphine, Triple bond, Tris(benzyltriazolylmethyl)amine, Tungsten(VI) oxytetrachloride, Urushibara nickel, Vinyl cation, Vinyl halide, Vinyl iodide functional group, Vinylacetylene, Vinylsilane, Weinreb ketone synthesis, Wender Taxol total synthesis, Woollins' reagent, Wulff–Dötz reaction, Ynol, Ynolate, Ynone, Zinc–copper couple, Zirconium, 1,2,3-Triazole, 1,2-rearrangement, 1,3-Dipolar cycloaddition, 1,4-Butynediol, 1-Butyne, 1-Decyne, 1-Pentyne, 2,3-Wittig rearrangement, 2-Butyne, 2-Octyne, 2-Pentyne, 2-Pyrone, 3-Azidocoumarin, 4-Octyne, 5-Decyne. Expand index (254 more) »

A3 coupling reaction

The A3 coupling (also known as A3 coupling reaction or the aldehyde-alkyne-amine reaction) is a type of multicomponent reaction involving an aldehyde, an alkyne and an amine which react to give a propargyl-amine.

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Acetic acid

Acetic acid, systematically named ethanoic acid, is a colourless liquid organic compound with the chemical formula CH3COOH (also written as CH3CO2H or C2H4O2).

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Acetylene (systematic name: ethyne) is the chemical compound with the formula C2H2.

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In organic chemistry, the term acetylenic designates.

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Acetylide refers to chemical compounds with the chemical formulas MC≡CH and MC≡CM, where M is a metal.

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Activation of cyclopropanes by transition metals

In organometallic chemistry, the activation of cyclopropanes by transition metals is a research theme with implications for organic synthesis and homogeneous catalysis.

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Activity-based proteomics

Activity-based proteomics, or activity-based protein profiling (ABPP) is a functional proteomic technology that uses chemical probes that react with mechanistically related classes of enzymes.

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Addition reaction

An addition reaction, in organic chemistry, is in its simplest terms an organic reaction where two or more molecules combine to form the larger one (the adduct).

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An aldehyde or alkanal is an organic compound containing a functional group with the structure −CHO, consisting of a carbonyl center (a carbon double-bonded to oxygen) with the carbon atom also bonded to hydrogen and to an R group, which is any generic alkyl or side chain.

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Aliphatic compound

In organic chemistry, hydrocarbons (compounds composed of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (G. aleiphar, fat, oil) also known as non-aromatic compounds.

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Alkali metal

The alkali metals are a group (column) in the periodic table consisting of the chemical elements lithium (Li), sodium (Na), potassium (K),The symbols Na and K for sodium and potassium are derived from their Latin names, natrium and kalium; these are still the names for the elements in some languages, such as German and Russian.

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In organic chemistry, an alkane, or paraffin (a historical name that also has other meanings), is an acyclic saturated hydrocarbon.

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In organic chemistry, an alkene is an unsaturated hydrocarbon that contains at least one carbon–carbon double bond.

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In organic chemistry, an alkyl substituent is an alkane missing one hydrogen.

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Alkyne metathesis

Alkyne metathesis is an organic reaction involving the redistribution of alkyne chemical bonds.

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Alkyne trimerisation

An alkyne trimerisation reaction is a 2+2+2 cyclization reaction in which three molecules of alkyne react to form an arene.

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Alkyne zipper reaction

The alkyne zipper reaction is an organic reaction that involves isomerization of an internal alkyne into a terminal alkyne.

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Alkynylation is an addition reaction in organic synthesis where a terminal alkyne adds to a carbonyl group to form an α-alkynyl alcohol.

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An allene is a compound in which one carbon atom has double bonds with each of its two adjacent carbon centres.

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Allopumiliotoxins are a structural division in the pumiliotoxin-A class of alkaloids.

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In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair.

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Annulynes or 1,2-didehydroannulenes are conjugated monocyclic hydrocarbons with alternating alkene bonds in addition to at least one alkyne bond.

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Aromatic hydrocarbon

An aromatic hydrocarbon or arene (or sometimes aryl hydrocarbon) is a hydrocarbon with sigma bonds and delocalized pi electrons between carbon atoms forming a circle.

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Aromatization is a chemical reaction in which an aromatic system is formed.

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Asymmetric addition of alkenylmetals to aldehydes

Asymmetric addition of alkenylmetals to aldehydes is a chemical reaction in enantioselective synthesis that reacts an alkenylmetal with an aldehyde to give an allyl alcohol (Figure "Asymmetric addition of alkenylmetals to aldehydes").

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Asymmetric addition of alkynylzinc compounds to aldehydes

The asymmetric addition of alkynylzinc compounds to aldehydes is an example of a Nef synthesis, a chemical reaction whereby a chiral propargyl alcohol is prepared from a terminal alkyne and an aldehyde.

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Azide is the anion with the formula N. It is the conjugate base of hydrazoic acid (HN3).

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Azide-alkyne Huisgen cycloaddition

The azide-alkyne Huisgen cycloaddition is a 1,3-dipolar cycloaddition between an azide and a terminal or internal alkyne to give a 1,2,3-triazole.

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Azomethine ylide

Azomethine ylides are nitrogen-based 1,3-dipoles, consisting of an iminium ion next to a carbanion.

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Baldwin's rules

Baldwin's rules in organic chemistry are a series of guidelines outlining the relative favorabilities of ring closure reactions in alicyclic compounds.

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Banert cascade

The Banert cascade is an organic reaction in which an NH-1,2,3-triazole is prepared from a propargyl halide or sulfate and sodium azide in a dioxane- water mixture at elevated temperatures.

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Barbier reaction

The Barbier reaction is an organic reaction between an alkyl halide and a carbonyl group as an electrophilic substrate in the presence of magnesium, aluminium, zinc, indium, tin or its salts.

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Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings.

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Bingel reaction

The Bingel reaction in fullerene chemistry is a fullerene cyclopropanation reaction to a methanofullerene first discovered by C. Bingel in 1993 with the bromo derivative of diethyl malonate in the presence of a base such as sodium hydride or DBU.

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Bioconjugation is a chemical strategy to form a stable covalent link between two molecules, at least one of which is a biomolecule.

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Bioorthogonal chemical reporter

In chemical biology, bioorthogonal chemical reporter is a non-native chemical functionality that is introduced into the naturally occurring biomolecules of a living system, generally through metabolic or protein engineering.

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Bioorthogonal chemistry

The term bioorthogonal chemistry refers to any chemical reaction that can occur inside of living systems without interfering with native biochemical processes.

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Bond length

In molecular geometry, bond length or bond distance is the average distance between nuclei of two bonded atoms in a molecule.

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Bond-dissociation energy

Bond-dissociation energy (BDE or D0) is one measure of the strength of a chemical bond.

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A borabenzene is a heteroaromatic compound that has a boron atom instead of the carbon atom of a benzene molecule.

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Boranes are a large group of group-13 hydride compounds that have the generic formula BxHy.

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Bromine test

In organic chemistry, the bromine test is a qualitative test for the presence of unsaturation (carbon-to-carbon double or triple bonds) and phenols.

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Cadiot–Chodkiewicz coupling

The Cadiot–Chodkiewicz coupling in organic chemistry is a coupling reaction between a terminal alkyne and a haloalkyne catalyzed by a copper(I) salt such as copper(I) bromide and an amine base.

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In organic chemistry, a carbo-mer (often carbo-mer or carbomer) is an expanded molecule obtained by insertion of C2 units into a given molecule.

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Carbocatalysis is a form of catalysis that uses heterogeneous carbon materials for the transformation or synthesis of organic or inorganic substrates.

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Carbometalation (less often carbometallation) is an organometallic reaction involving the insertion of alkenes and alkynes into a metal-carbon bond.

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Carbon–carbon bond

A carbon–carbon bond is a covalent bond between two carbon atoms.

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Carbon–hydrogen bond

The carbon-hydrogen bond (C–H bond) is a bond between carbon and hydrogen atoms that can be found in many organic compounds.

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Carbonylation refers to reactions that introduce carbon monoxide into organic and inorganic substrates.

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A carborane is a cluster composed of boron, carbon and hydrogen atoms.

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Castro–Stephens coupling

The Castro–Stephens coupling is a cross coupling reaction between a copper(I) acetylide and an aryl halide in pyridine, forming a disubstituted alkyne and a copper(I) halide.

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Catalysis is the increase in the rate of a chemical reaction due to the participation of an additional substance called a catalysthttp://goldbook.iupac.org/C00876.html, which is not consumed in the catalyzed reaction and can continue to act repeatedly.

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Catecholborane (abbreviated HBcat) is an organoboron compound that is useful in organic synthesis.

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Charge-transfer complex

A charge-transfer complex (CT complex) or electron-donor-acceptor complex is an association of two or more molecules, or of different parts of one large molecule, in which a fraction of electronic charge is transferred between the molecular entities.

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Chemical biology

Chemical biology is a scientific discipline spanning the fields of chemistry and biology.

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Chemical shift

In nuclear magnetic resonance (NMR) spectroscopy, the chemical shift is the resonant frequency of a nucleus relative to a standard in a magnetic field.

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Cinnoline is an aromatic heterocyclic compound with the formula C8H6N2.

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Cis–trans isomerism

Cis–trans isomerism, also known as geometric isomerism or configurational isomerism, is a term used in organic chemistry.

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Click chemistry

In chemical synthesis, "click" chemistry is a class of biocompatible small molecule reactions commonly used in bioconjugation, allowing the joining of substrates of choice with specific biomolecules.

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Clicked peptide polymer

Clicked peptide polymers are poly-triazole-poly-peptide hybrid polymers.

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ClickSeq is a click-chemistry based method for generating Next-Generation Sequencing libraries for deep-sequencing platforms including Illumina, HiSeq, MiSeq and NextSeq.

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Compounds of fluorine

Fluorine forms a great variety of chemical compounds, within which it almost always adopts an oxidation state of −1.

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Conjugated microporous polymer

Conjugated microporous polymers (CMPs) are a sub-class of porous materials that are related to structures such as zeolites, metal-organic frameworks, and covalent organic frameworks, but are amorphous in nature, rather than crystalline.

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Constrained geometry complex

In organometallic chemistry, a "constrained geometry complex" (CGC) is a kind of catalyst used for the production of polyolefins such as polyethylene and polypropylene.

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Copper is a chemical element with symbol Cu (from cuprum) and atomic number 29.

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Copper(II) acetate

Copper(II) acetate, also referred to as cupric acetate, is the chemical compound with the formula Cu(OAc)2 where AcO− is acetate.

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Copper-free click chemistry

Copper-free click chemistry is a bioorthogonal reaction as a variant of an azide alkyne Huisgen cycloaddition.

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Corey–Fuchs reaction

The Corey–Fuchs reaction, also known as the Ramirez–Corey–Fuchs reaction, is a series of chemical reactions designed to transform an aldehyde into an alkyne.

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A cumulene is a hydrocarbon with three or more cumulative (consecutive) double bonds.

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Cyanocobalamin is a synthetic form of 12.

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A cycloaddition is a pericyclic chemical reaction, in which "two or more unsaturated molecules (or parts of the same molecule) combine with the formation of a cyclic adduct in which there is a net reduction of the bond multiplicity." The resulting reaction is a cyclization reaction.

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In organic chemistry, a cycloalkyne is the cyclic analog of an alkyne.

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Cyclobutadiene is an organic compound with the formula 44.

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Cyclobutadieneiron tricarbonyl

Cyclobutadieneiron tricarbonyl or (C4H4)Fe(CO)3 is an organoiron compound with the formula Fe(C4H4)(CO)3.

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Cycloisomerization is any isomerization in which the cyclic isomer of the substrate is produced in the reaction coordinate.

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Cyclooctadecanonaene or annulene is a planar annulene with chemical formula.

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2-Cyclopentenone is a ketone with chemical formula 56 and CAS number 930-30-3.

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Cyclopentyne is a cycloalkyne containing five carbon atoms in the ring.

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A cyclophane is a hydrocarbon consisting of an aromatic unit (typically a benzene ring) and an aliphatic chain that forms a bridge between two non-adjacent positions of the aromatic ring.

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Danishefsky's diene

Danishefsky’s diene (Kitahara diene) is an organosilicon compound and a diene with the formal name trans-1-methoxy-3-trimethylsilyloxy-1,3-butadiene named after Samuel J. Danishefsky.

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Decarboxylative cross-coupling

Decarboxylative cross coupling reactions are chemical reactions in which a carboxylic acid is reacted with an organic halide to form a new carbon-carbon bond, concomitant with loss of CO2.

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The decynes are a subgroup from the group of alkynes.

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Diborane is the chemical compound consisting of boron and hydrogen with the formula B2H6.

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Dicarbonyltris(triphenylphosphine)ruthenium(0) or Roper's complex is a ruthenium metal carbonyl.

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Dicobalt octacarbonyl

Dicobalt octacarbonyl is the inorganic compound Co2(CO)8.

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Digermynes are a class of compounds that are regarded as the heavier digermanium analogues of alkynes.

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Diisopinocampheylborane is an organoborane that is useful for asymmetric synthesis.

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Diphenylacetylene is the chemical compound C6H5C≡CC6H5.

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Discovery and development of NS5A inhibitors

Nonstructural protein 5A (NS5A) inhibitors belong to a class of antiviral drugs called protease inhibitors.

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Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane used in organic synthesis.

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Disilyne,, is a metalloid hydride composed of silicon and hydrogen.

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Divergent synthesis

In chemistry a divergent synthesis is a strategy with the aim to improve the efficiency of chemical synthesis.

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Douglas Stephan

Douglas Wade Stephan is Professor of Chemistry at the University of Toronto, a post he has held since 2008.

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E1cB-elimination reaction

The E1cB elimination reaction is a type of elimination reaction which occurs under basic conditions, where a particularly poor leaving group (such as -OH or -OR) and an acidic hydrogen eliminate to form an additional bond.

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Elias James Corey

Elias James "E.J." Corey (born July 12, 1928) is an American organic chemist.

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The enediynes are a class of cyclic molecules whose core ring contains an alkene conjugated to two alkynes.

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An enyne is a functional group in organic chemistry consisting of a conjugated alkyne and alkene group.

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Enyne metathesis

An Enyne metathesis is an organic reaction taking place between an alkyne and an alkene with a metal carbene catalyst forming a butadiene.

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Eschenmoser fragmentation

The Eschenmoser fragmentation, first published in 1967, is the chemical reaction of α,β-epoxyketones (1) with aryl sulfonylhydrazines (2) to give alkynes (3) and carbonyl compounds (4).

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Ethylamine is an organic compound with the formula CH3CH2NH2.

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Ethylmagnesium bromide

Ethylmagnesium bromide is a Grignard reagent with formula C2H5MgBr or C2H5Mg+·Br−, namely a magnesium ion with a covalent bond to an ethyl group and an ionic bond to a bromine anion.

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Ethynol is an alkyne–alcohol (ynol) with the formula C2H2O.

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In organic chemistry, the term ethynyl designates.

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Favorskii reaction

The Favorskii reaction is the nucleophilic attack of an acetylide on a carbonyl group.In fact this rearrangement is observed when alpha-halogenoketones are reacted with alkoxide bases(RO-) and forms carboxylic acids and/esters.

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Fétizon oxidation

Fétizon oxidation is the oxidation of primary and secondary alcohols utilizing the compound silver(I) carbonate absorbed onto the surface of celite also known as Fétizon's reagent first employed by Marcel Fétizon in 1968.

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A fenestrane in organic chemistry is a type of chemical compound with a central quaternary carbon atom which serves as a common vertex for four fused carbocycles.

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François Diederich

Professor François Diederich (born 9 July 1952, in Ettelbruck) is a Luxembourgian chemist specializing in organic chemistry.

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Free-radical addition

Free-radical addition is an addition reaction in organic chemistry involving free radicals.

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Fritsch–Buttenberg–Wiechell rearrangement

The Fritsch–Buttenberg–Wiechell rearrangement, named for Paul Ernst Moritz Fritsch (1859–1913), Wilhelm Paul Buttenberg, and Heinrich G. Wiechell, is a chemical reaction whereby a 1,1-diaryl-2-bromo-alkene rearranges to a 1,2-diaryl-alkyne by reaction with a strong base such as an alkoxide.

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Functional group

In organic chemistry, functional groups are specific substituents or moieties within molecules that are responsible for the characteristic chemical reactions of those molecules.

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GABAA receptor positive allosteric modulator

In pharmacology, GABAA receptor positive allosteric modulators are positive allosteric modulator (PAM) molecules that increase the activity of the GABAA receptor protein in the vertebrate central nervous system.

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Gas bubbler

A gas bubbler is a piece of laboratory glassware which consists of a glass bulb filled with a small amount of fluid — usually mineral or silicone oil, less commonly mercury.

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In chemistry, the descriptor geminal refers to the relationship between two atoms or functional groups that are attached to the same atom.

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GFS Chemicals

GFS Chemicals Inc, formerly known as G. Frederick Smith Chemical Company, is a privately owned specialty chemical company with headquarters in Powell, Ohio and manufacturing facilities in Columbus, Ohio.

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Gilman reagent

A Gilman reagent is a lithium and copper (diorganocopper) reagent compound, R2CuLi, where R is an alkyl or aryl.

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Glossary of chemistry terms

Most of the terms listed in Wikipedia glossaries are already defined and explained within Wikipedia itself.

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Glossary of civil engineering

Most of the terms listed in Wikipedia glossaries are already defined and explained within Wikipedia itself.

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Glossary of engineering

Most of the terms listed in Wikipedia glossaries are already defined and explained within Wikipedia itself.

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Glossary of structural engineering

Most of the terms listed in Wikipedia glossaries are already defined and explained within Wikipedia itself.

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Gold(III) chloride

Gold(III) chloride, traditionally called auric chloride, is a chemical compound of gold and chlorine.

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Grob fragmentation

In chemistry, a Grob fragmentation is an elimination reaction that breaks a neutral aliphatic chain into three fragments: a positive ion spanning atoms 1 and 2 (the "electrofuge"), an unsaturated neutral fragment spanning positions 3 and 4, and a negative ion (the "nucleofuge") comprising the rest of the chain.

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Group 14 hydride

Group 14 hydrides are chemical compounds composed of hydrogen atoms and carbon group atoms (the elements of group 14 are carbon, silicon, germanium, tin, and lead).

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The haloalkanes (also known as halogenoalkanes or alkyl halides) are a group of chemical compounds derived from alkanes containing one or more halogens.

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Halogenation is a chemical reaction that involves the addition of one or more halogens to a compound or material.

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Heck reaction

The Heck reaction (also called the Mizoroki-Heck reaction) is the chemical reaction of an unsaturated halide (or triflate) with an alkene in the presence of a base and a palladium catalyst (or palladium nanomaterial-based catalyst) to form a substituted alkene.

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Hexa-peri-hexabenzocoronene is a polycyclic aromatic hydrocarbon with the molecular formula C42H18.

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Hexadehydro Diels-Alder reaction

In organic chemistry, the hexadehydro-Diels-Alder (HDDA) reaction is an organic chemical reaction between a diyne (2 alkyne functional groups arranged in a conjugated system) and an alkyne to form a reactive benzyne species, via a cycloaddition reaction.

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Hexafluoro-2-butyne is the fluorocarbon with the formula CF3C≡CCF3.

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The hexynes are a subgroup from the group of alkynes.

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Higher alkanes

Higher alkanes are alkanes having nine or more carbon atoms.

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Hofmann rearrangement

The Hofmann rearrangement is the organic reaction of a primary amide to a primary amine with one fewer carbon atom.

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Homologous series

In organic chemistry, a homologous series is a series of compounds with the same functional group and similar chemical properties.

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In chemistry, a hydride is the anion of hydrogen, H−, or, more commonly, it is a compound in which one or more hydrogen centres have nucleophilic, reducing, or basic properties.

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Hydroalkoxylation is a chemical reaction that combines alcohols with alkenes or alkynes.

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Hydroamination is the addition of an N-H bond of an amine across a carbon-carbon multiple bond of an alkene, alkyne, diene, or allene.

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Hydroboration–oxidation reaction

In organic chemistry, the hydroboration–oxidation reaction is a two-step organic reaction that converts an alkene into a neutral alcohol by the net addition of water across the double bond.

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In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon.

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Hydrogen bromide

Hydrogen bromide is the diatomic molecule with the formula.

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Hydrogen chloride

The compound hydrogen chloride has the chemical formula and as such is a hydrogen halide.

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Hydrogenation – to treat with hydrogen – is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum.

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Hydrometalation (hydrometallation) is a type of chemical reaction in organometallic chemistry in which a chemical compound with a hydrogen to metal bond (M-H, metal hydride) adds to compounds with an unsaturated bond like an alkene (RC.

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Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds.

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Iminoboranes comprise a group of inorganic compounds with the generic formula XB≡NY, where X, Y can be H, F, RO, R2N, R3C, etc, among which the simplest form is HB≡NH.

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Infrared spectroscopy correlation table

An infrared spectroscopy correlation table (or table of infrared absorption frequencies) is a list of absorption peaks and frequencies, typically reported in wavenumber, for common types of molecular bonds and functional groups.

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Iodine is a chemical element with symbol I and atomic number 53.

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Iodobenzene dichloride

Iodobenzene dichloride (PhICl2) is a complex of iodobenzene with chlorine.

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Kedarcidin is a chromoprotein antitumor antibiotic first isolated from an Actinomycete in 1992, comprising an ansa-bridged enediyne chromophore (shown) as well as an apoprotein that serves to stabilize the toxin in the Actinomycete.

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A ketene is an organic compound of the form R′R″C.

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In chemistry, a ketone (alkanone) is an organic compound with the structure RC(.

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Kuwajima Taxol total synthesis

The Kuwajima Taxol total synthesis by the group of Isao Kuwajima of the Tokyo Institute of Technology is one of several efforts in taxol total synthesis published in the 1990s.

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A lactam is a cyclic amide.

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Larock indole synthesis

The Larock indole synthesis is a heteroannulation reaction that uses palladium as a catalyst to synthesize indoles from an ortho-iodoaniline and a disubstituted alkyne.

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Lightfastness is a property of a colourant such as dye or pigment that describes how resistant to fading it is when exposed to light.

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Lindlar catalyst

A Lindlar catalyst is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or sulphur.

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List of Dutch inventions and discoveries

The Netherlands had a considerable part in the making of modern society.

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List of MeSH codes (D02)

This is the fourth part of the list of the "D" codes for MeSH.

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List of reagents

This is a list of inorganic and organic reagents commonly used in chemistry.

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Lithium aluminium hydride

Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula LiAlH4.

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Lone pair

In chemistry, a lone pair refers to a pair of valence electrons that are not shared with another atomIUPAC Gold Book definition: and is sometimes called a non-bonding pair.

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Münchnone (synonyms: 1,3-oxazolium-5-oxide; 1,3-oxazolium-5-olate; anhydro-5-hydroxy-1,3-oxazolium hydroxide; 5-hydroxy-1,3-oxazolium hydroxide, inner salt; oxido-oxazolium) is a mesoionic heterocyclic aromatic chemical compound.

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Metal carbon dioxide complex

Metal carbon dioxide complexes are coordination complexes that contain carbon dioxide ligands.

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Metal carbonyl

Metal carbonyls are coordination complexes of transition metals with carbon monoxide ligands.

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Metal phosphine complex

In chemistry phosphines are L-type ligands.

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Metal-centered cycloaddition reactions

A metal-centered cycloaddition is a subtype of the more general class of cycloaddition reactions.

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In organometallic chemistry, a metallacycle is a derivative of a carbocyclic compound wherein a metal has replaced at least one carbon center; this is to some extent similar to heterocycles.

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Methylrhenium trioxide

Methylrhenium trioxide, also known as methyltrioxorhenium, is an organometallic compound with the formula CH3ReO3.

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Meyer–Schuster rearrangement

The Meyer–Schuster rearrangement is the chemical reaction described as an acid-catalyzed rearrangement of secondary and tertiary propargyl alcohols to α,β-unsaturated ketones if the alkyne group is internal and α,β-unsaturated aldehydes if the alkyne group is terminal.

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Migratory insertion

A migratory insertion is a type of reaction in organometallic chemistry wherein two ligands on a metal complex combine.

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Montréalone (synonyms: montrealone, phospha-münchnone) is a mesoionic heterocyclic chemical compound.

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Murai reaction

The Murai reaction is an organic reaction that uses C-H activation to create a new C-C bond between a terminal or strained internal alkene and an aromatic compound using a ruthenium catalyst.

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The nanocar is a molecule designed in 2005 at Rice University by a group headed by Professor James Tour.

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Nazarov cyclization reaction

The Nazarov cyclization reaction (often referred to as simply the Nazarov cyclization) is a chemical reaction used in organic chemistry for the synthesis of cyclopentenones.

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Negishi coupling

The Negishi coupling is a widely employed transition metal catalyzed cross-coupling reaction.

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Nicholas reaction

The Nicholas reaction is an organic reaction where a dicobalt octacarbonyl-stabilized propargylic cation is reacted with a nucleophile.

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Nickel boride

Nickel borides are inorganic compounds with the chemical formula NixBy, where x and y vary.

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A nitrile is any organic compound that has a −C≡N functional group.

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Nitrile ylide

Nitrile ylides also known as nitrilium ylides, or nitrilium methylides are generally reactive intermediates.

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Nitrilimines or nitrile amides are a class of organic compounds sharing a common functional group with the general structure R-CN-NR corresponding to the conjugate base of an amine bonded to the N-terminus of a nitrile.

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Nitrone-olefin (3+2) cycloaddition

The nitrone-olefin (3+2) cycloaddition reaction is the combination of a nitrone with an alkene or alkyne to generate an isoxazoline or isoxazolidine via a cycloaddition process.

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The nonynes are a subgroup from the group of alkynes.

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The octynes are a subgroup from the group of alkynes.

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Oil refinery

Oil refinery or petroleum refinery is an industrial process plant where crude oil is transformed and refined into more useful products such as petroleum naphtha, gasoline, diesel fuel, asphalt base, heating oil, kerosene, liquefied petroleum gas, jet fuel and fuel oils.

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On water reaction

On water reactions are a group of organic reactions that take place as an emulsion in water and that exhibit an unusual reaction rate acceleration compared to the same reaction in an organic solvent or compared to the corresponding dry media reaction.

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One-electron reduction

A one-electron reduction in organic chemistry involves the transfer of an electron from a metal to an organic substrate.

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Onium compound

In chemistry, an onium ion, is a cation formally obtained by the protonation of mononuclear parent hydride of a pnictogen (group 15 of the periodic table), chalcogen (group 16), or halogen (group 17).

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Orbital hybridisation

In chemistry, orbital hybridisation (or hybridization) is the concept of mixing atomic orbitals into new hybrid orbitals (with different energies, shapes, etc., than the component atomic orbitals) suitable for the pairing of electrons to form chemical bonds in valence bond theory.

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Organic nomenclature in Chinese

The Chinese Chemical Society (CCS) lays out a set of rules based on those given by the International Union of Pure and Applied Chemistry (IUPAC) for the purpose of systematic organic nomenclature in Chinese.

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Organic redox reaction

Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds.

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Organocerium chemistry

Organocerium compounds are chemical compounds that contain one or more chemical bond between carbon and cerium.

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An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalently bonded atom of chlorine that has an effect on the chemical behavior of the molecule.

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Organocopper compound

Organocopper compounds in organometallic chemistry contain carbon to copper chemical bonds.

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Organogallium chemistry

Organogallium chemistry is the chemistry of organometallic compounds containing a carbon to gallium (Ga) chemical bond.

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Organogermanium compound

Organogermanium compounds are organometallic compounds containing a carbon to germanium or hydrogen to germanium chemical bond.

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Organogold chemistry

Organogold chemistry is the study of compounds containing gold–carbon bonds.

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Organonickel chemistry is a branch of organometallic chemistry that deals with organic compounds featuring nickel-carbon bonds.

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Organopalladium chemistry is a branch of organometallic chemistry that deals with organic palladium compounds and their reactions.

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Organophosphorus compound

Organophosphorus compounds are organic compounds containing phosphorus.

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Organorhenium chemistry

Organorhenium chemistry describes the compounds with Re-C bonds.

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Organoselenium chemistry

Organoselenium compounds are chemical compounds containing carbon-to-selenium chemical bonds.

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Organosilicon compounds are organometallic compounds containing carbon–silicon bonds.

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Organotantalum chemistry

Organotantalum chemistry is the chemistry of chemical compounds containing a carbon-to-tantalum chemical bond.

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Organotellurium chemistry

Organotellurium chemistry in chemistry describes the synthesis and properties of chemical compounds containing a carbon to tellurium chemical bond.

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Organotin chemistry

Organotin compounds or stannanes are chemical compounds based on tin with hydrocarbon substituents.

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Organovanadium chemistry

Organovanadium chemistry is the chemistry of organometallic compounds containing a carbon to vanadium (V) chemical bond.

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Organozirconium chemistry

Organozirconium compounds are organometallic compounds containing a carbon to zirconium chemical bond.

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Outline of organic chemistry

The following outline is provided as an overview of and topical guide to organic chemistry: Organic chemistry – scientific study of the structure, properties, composition, reactions, and preparation (by synthesis or by other means) of carbon-based compounds, hydrocarbons, and their derivatives.

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Oxazole is the parent compound for a vast class of heterocyclic aromatic organic compounds.

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Oxymercuration reaction

The oxymercuration reaction is an electrophilic addition organic reaction that transforms an alkene into a neutral alcohol.

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Ozonolysis is an organic reaction where the unsaturated bonds of alkenes, alkynes, or azo compounds are cleaved with ozone.

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Palladium-catalyzed coupling reactions

Palladium-catalyzed coupling reactions comprise a family of cross-coupling reactions that employ palladium complexes as catalysts.

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Pauson–Khand reaction

The Pauson–Khand reaction (or PKR or PK-type reaction) is a chemical reaction described as a cycloaddition between an alkyne, an alkene and carbon monoxide to form a α,β-cyclopentenone.

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Persistent carbene

A persistent carbene (also known as stable carbene) is a type of carbene demonstrating particular stability.

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Phenylacetylene is an alkyne hydrocarbon containing a phenyl group.

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Phosphole is the organic compound with the chemical formula C4H4PH; it is the phosphorus analog of pyrrole.

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Pi bond

In chemistry, pi bonds (π bonds) are covalent chemical bonds where two lobes of an orbital on one atom overlap two lobes of an orbital on another atom.

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In chemistry, a polyyne is any organic compound with alternating single and triple bonds; that is, a series of consecutive alkynes, with n greater than 1.

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Prins reaction

The Prins reaction is an organic reaction consisting of an electrophilic addition of an aldehyde or ketone to an alkene or alkyne followed by capture of a nucleophile.

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In organic chemistry, propargyl is an alkyl functional group of 2-propynyl with the structure HC≡C−CH2−, derived from the alkyne propyne.

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Propargyl alcohol

Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O.

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Propiolic acid

Propiolic acid is the organic compound with the formula HC2CO2H.

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Propynal is an organic compound with molecular formula HC2CHO.

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Propyne (methylacetylene) is an alkyne with the chemical formula H3C≡CH.

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Protectin D1

Protectin D1 also known as neuroprotectin D1 (when it acts in the nervous system) and abbreviated most commonly as PD1 or NPD1 is a member of the class of specialized proresolving mediators.

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Protodeboronation is a chemical reaction involving the protonolysis of a boronic acid (or other organoborane compound) in which a carbon-boron bond is broken and replaced with a carbon-hydrogen bond.

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Pyridyne in chemistry is the pyridine analogue of benzyne.

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Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH.

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Pyrylium salt

The pyrylium cation is a six-membered, unsaturated, mono-cyclic compound.

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Radical polymerization

Free-radical polymerization (FRP) is a method of polymerization by which a polymer forms by the successive addition of free-radical building blocks.

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Ralph Raphael

Professor Ralph Alexander Raphael FRS CBE FRSE (1 January 1921 – 27 April 1998) was a British organic chemist, well known for his use of acteylene derivatives in the synthesis of natural products with biological activity.

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Raman spectroscopy

Raman spectroscopy (named after Indian physicist Sir C. V. Raman) is a spectroscopic technique used to observe vibrational, rotational, and other low-frequency modes in a system.

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Raney nickel

Raney nickel, also called spongy nickel, is a fine-grained solid composed mostly of nickel derived from a nickel-aluminium alloy.

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Relative volatility

Relative volatility is a measure comparing the vapor pressures of the components in a liquid mixture of chemicals.

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Retro-Diels–Alder reaction

The retro-Diels–Alder reaction (rDA) is the microscopic reverse of the Diels–Alder reaction—the formation of a diene and dienophile from a cyclohexene.

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Rhenium is a chemical element with symbol Re and atomic number 75.

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Ring strain

In organic chemistry, ring strain is a type of instability that exists when bonds in a molecule form angles that are abnormal.

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Ring-closing metathesis

Ring-closing metathesis, or RCM, is a widely used variation of olefin metathesis in organic chemistry for the synthesis of various unsaturated rings via the intramolecular metathesis of two terminal alkenes, which forms the cycloalkene as the E- or Z- isomers and volatile ethylene.

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Ruthenium tetroxide

Ruthenium tetroxide (Ruthenium(VIII) oxide) is the inorganic compound with the formula RuO4.

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Saturated and unsaturated compounds

In organic chemistry, a saturated compound is a chemical compound that has single bonds.

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Schwartz's reagent

Schwartz's reagent is the common name for the chemical compound with the formula (C5H5)2ZrHCl, sometimes called zirconocene hydrochloride or zirconocene chloride hydride, and is named after Jeffrey Schwartz, a chemistry professor at Princeton University.

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Seyferth–Gilbert homologation

The Seyferth–Gilbert homologation is a chemical reaction of an aryl ketone 1 (or aldehyde) with dimethyl (diazomethyl)phosphonate 2 and potassium tert-butoxide to give substituted alkynes 3.

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Silver is a chemical element with symbol Ag (from the Latin argentum, derived from the Proto-Indo-European ''h₂erǵ'': "shiny" or "white") and atomic number 47.

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Silyl hydride

Silicon hydrides are chemical compounds which contain a silicon–hydrogen bond.

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Simmons–Smith reaction

The Simmons–Smith reaction is an organic cheletropic reaction involving an organozinc carbenoid that reacts with an alkene (or alkyne) to form a cyclopropane.

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Skeletal formula

The skeletal formula, also called line-angle formula or shorthand formula, of an organic compound is a type of molecular structural formula that serves as a shorthand representation of a molecule's bonding and some details of its molecular geometry.

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Sodium amide

Sodium amide, commonly called sodamide, is the inorganic compound with the formula NaNH2.

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Sonogashira coupling

The Sonogashira reaction is a cross-coupling reaction used in organic synthesis to form carbon–carbon bonds.

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Soot is a mass of impure carbon particles resulting from the incomplete combustion of hydrocarbons.

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Step-growth polymerization

Step-growth polymerization refers to a type of polymerization mechanism in which bi-functional or multifunctional monomers react to form first dimers, then trimers, longer oligomers and eventually long chain polymers.

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Stereocontrolled 1,2-addition to carbonyl groups

Stereocontrolled 1,2-additions to carbonyl groups (especially ketones) are an important class of reactions because they provide access to substituted alcohols, generating a new stereocenter in the process.

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Stille reaction

The Stille reaction, or the Migita–Kosugi–Stille coupling, is a chemical reaction widely used in organic synthesis which involves the coupling of an organotin compound (also known as organostannanes) with a variety of organic electrophiles via palladium-catalyzed coupling reaction.

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Strychnine total synthesis

Strychnine total synthesis in chemistry describes the total synthesis of the complex biomolecule strychnine.

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Sulfur monoxide

Sulfur monoxide is an inorganic compound with formula.

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Sulfuryl chloride

Sulfuryl chloride is an inorganic compound with the formula SO2Cl2.

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Syn and anti addition

In organic chemistry, syn and anti addition are different ways in which two substituents can be added to a double bond or triple bond.

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Tariric acid

Tariric acid is an acetylenic fatty acid that can be found in the tallow-wood tree, Ximenia americana.

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Tetraazidomethane is a colorless, highly explosive liquid.

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Tetrabromomethane, CBr4, also known as carbon tetrabromide, is a carbon bromide.

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Tetraethylammonium iodide

Tetraethylammonium iodide is a quaternary ammonium compound with the chemical formula C8H20N+I−.

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Tetrahedrane is a platonic hydrocarbon with chemical formula and a tetrahedral structure.

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Tetrasulfur tetranitride

Tetrasulfur tetranitride is an inorganic compound with the formula S4N4.

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Thiazole, or 1,3-thiazole, is a heterocyclic compound that contains both sulfur and nitrogen; the term 'thiazole' also refers to a large family of derivatives.

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In chemistry thioesters are compounds with the functional group R–S–CO–R'.

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Thiol-yne reaction

The Thiol-yne reaction (also alkyne hydrothiolation) is an organic reaction between a thiol and an alkyne.

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Tollens' reagent

Tollens' reagent is a chemical reagent used to determine the presence of an aldehyde, aromatic aldehyde and alpha-hydroxy ketone functional groups.

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Transition metal carbyne complex

Transition metal carbyne complexes are organometallic compounds with a triple bond between carbon and the transition metal.

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Transmetalation (alt. spelling: transmetallation) is a type of organometallic reaction that involves the transfer of ligands from one metal to another.

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A triazine is class of nitrogen-containing heterocycles.

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Tricarbon monoxide

Tricarbon monoxide C3O is a reactive radical oxocarbon molecule found in space, and which can be made as a transient substance in the laboratory.

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Trimethylenemethane cycloaddition

Trimethylenemethane cycloaddition is the formal annulation of trimethylenemethane (TMM) derivatives to two-atom pi systems.

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Trimethylsilyl chloride

Trimethylsilyl chloride, also known as chlorotrimethylsilane is an organosilicon compound (silyl halide), with the formula (CH3)3SiCl, often abbreviated Me3SiCl or TMSCl.

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Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 - often abbreviated to PPh3 or Ph3P.

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Triple bond

A triple bond in chemistry is a chemical bond between two atoms involving six bonding electrons instead of the usual two in a covalent single bond.

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Tris((1-benzyl-4-triazolyl)methyl)amine (TBTA) is a tertiary amine containing the 1,2,3-triazole moiety.

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Tungsten(VI) oxytetrachloride

Tungsten(VI) oxytetrachloride is the inorganic compound with the formula WOCl4.

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Urushibara nickel

Urushibara nickel is a nickel based hydrogenation catalyst, named after Yoshiyuki Urushibara.

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Vinyl cation

The vinyl cation is a carbocation with the positive charge on an alkene carbon.

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Vinyl halide

In organic chemistry, a vinyl halide is a compound with the formula CH2.

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Vinyl iodide functional group

In organic chemistry, a vinyl iodide functional group (also known as iodoalkenes) is any alkene with an iodide substituent directly bonded to one of the alkene carbons (sp2).

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No description.

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Vinylsilane refers to an organosilicon compound with chemical formula CH2.

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Weinreb ketone synthesis

The Weinreb–Nahm ketone synthesis is a chemical reaction used in organic chemistry to make carbon–carbon bonds.

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Wender Taxol total synthesis

The Wender Taxol total synthesis in organic chemistry describes a Taxol total synthesis (one of six to date) by the group of Paul Wender at Stanford University published in 1997.

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Woollins' reagent

Woollins' reagent is an organic compound containing phosphorus and selenium.

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Wulff–Dötz reaction

The Wulff–Dötz reaction (also known as the Dötz reaction or the benzannulation reaction of the Fischer carbene complexes) is the chemical reaction of an aromatic or vinylic alkoxy pentacarbonyl chromium carbene complex with an alkyne and carbon monoxide to give a Cr(CO)3-coordinated substituted phenol.

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In chemistry, an ynol (or alkynol) is an alkyne with a hydroxyl group affixed to one of the two carbons composing the triple bond.

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Ynolates are chemical compounds with a negatively charged oxygen attached to an alkyne functionality.

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In organic chemistry, an ynone is an α,β-unsaturated ketone with the structure R1C≡C‒C(.

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Zinc–copper couple

Zinc–copper couple is an alloy of zinc and copper that is employed as a reagent in organic synthesis.

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Zirconium is a chemical element with symbol Zr and atomic number 40.

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1,2,3-Triazole is one of a pair of isomeric chemical compounds with molecular formula C2H3N3, called triazoles, which have a five-membered ring of two carbon atoms and three nitrogen atoms.

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A 1,2-rearrangement or 1,2-migration or 1,2-shift or Whitmore 1,2-shift is an organic reaction where a substituent moves from one atom to another atom in a chemical compound.

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1,3-Dipolar cycloaddition

The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring.

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1,4-Butynediol is an organic compound that is an alkyne and a diol.

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1-Butyne, also known as ethylacetylene, but-1-yne, ethylethyne, and UN 2452, is an extremely flammable and reactive alkyne with chemical formula 46 and CAS number 107-00-6 that is used in the synthesis of organic compounds.

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1-Decyne is an alkyne hydrocarbon with the chemical formula C10H18.

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1-Pentyne, an organic compound, is a terminal alkyne.

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2,3-Wittig rearrangement

The -Wittig rearrangement is the transformation of an allylic ether into a homoallylic alcohol via a concerted, pericyclic process.

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2-Butyne (dimethylacetylene, crotonylene or but-2-yne) is an alkyne with chemical formula CH3C≡CCH3.

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2-Octyne, also known as methylpentylethin and oct-2-yne, is a type of alkyne with a triple bond at its second carbon (the '2-' indicates the location of the triple bond in the chain).

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2-Pentyne, an organic compound, is an internal alkyne.

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2-Pyrone (α-pyrone or pyran-2-one) is an unsaturated cyclic chemical compound with the molecular formula C5H4O2.

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3-Azidocoumarin is an organic compound that is used in the area of bioconjugation.

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4-Octyne, also known as dipropylethyne, is a type of alkyne with a triple bond at its fourth carbon (the '4-' indicates the location of the triple bond in the chain).

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5-Decyne, also known as dibutylethyne, is a type of alkyne with a triple bond at its fifth carbon (the '5-' indicates the location of the triple bond in the chain).

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Redirects here:

Acetylene series, Acetylenes, Alkine, Alkyne hydration, Alkynes, Alkynyl, Carbon carbon triple bond, Carbon-carbon triple bond, Carbon–carbon triple bond, Terminal alkyne.


[1] https://en.wikipedia.org/wiki/Alkyne

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