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Ylide

Index Ylide

A ylide or ylid is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons. [1]

69 relations: Aldehyde, Allyl alcohol, Allylic rearrangement, Amino acid, Atom, Aziridine, Azomethine ylide, Betaine, Bis(diphenylphosphino)methane, Butyllithium, Carbanion, Carbene, Carbenoid, Carbonyl group, Catalysis, Diazo, Dipolar compound, Dipole, Electric charge, Elimination reaction, Epoxide, Ether, Ethyl diazoacetate, Fullerene, Group 3 element, Haloalkane, Heteroatom, Homoleptic, Iminium, Johnson–Corey–Chaykovsky reaction, Journal of Organic Chemistry, Journal of the American Chemical Society, Ketone, Menshutkin reaction, Molecule, Nitrogen, Onium compound, Organic chemistry, Palladium, Persistent carbene, Phenyl group, Phenylsilane, Phosphine, Phosphite ester, Phosphonate, Phosphonium, Phosphorus, Platinum, Polar effect, Porphyrin, ..., Prato reaction, Reactive intermediate, Reagent, Resonance (chemistry), Sigmatropic reaction, SN2 reaction, Sommelet–Hauser rearrangement, Stevens rearrangement, Substituent, Suffix, Tebbe's reagent, Tert-Butyl bromide, Transition metal carbene complex, Triphenylphosphine, Wittig reaction, Zwitterion, 1,2-Bis(diphenylphosphino)ethane, 1,3-Dipolar cycloaddition, 1,3-dipole. Expand index (19 more) »

Aldehyde

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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Allyl alcohol

Allyl alcohol (IUPAC name: prop-2-en-1-ol) is an organic compound with the structural formula CH2.

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Allylic rearrangement

An allylic rearrangement or allylic shift is an organic reaction in which the double bond in an allyl chemical compound shifts to the next carbon atom.

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Amino acid

Amino acids are organic compounds containing amine (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid.

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Atom

An atom is the smallest constituent unit of ordinary matter that has the properties of a chemical element.

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Aziridine

Aziridines are organic compounds containing the aziridine functional group, a three-membered heterocycle with one amine group (-NH-) and two methylene bridges (--). The parent compound is aziridine (or ethylene imine), with molecular formula.

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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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Betaine

A betaine in chemistry is any neutral chemical compound with a positively charged cationic functional group such as a quaternary ammonium or phosphonium cation (generally: onium ions) that bears no hydrogen atom and with a negatively charged functional group such as a carboxylate group that may not be adjacent to the cationic site.

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Bis(diphenylphosphino)methane

1,1-Bis(diphenylphosphino)methane (dppm), is an organophosphorus compound with the formula CH2(PPh2)2.

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Butyllithium

Butyllithium may refer to one of 5 isomeric organolithium reagents of which 3 are commonly used in chemical synthesis.

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Carbanion

A carbanion is an anion in which carbon is threevalent (forms three bonds) and bears a formal negative charge in at least one significant mesomeric contributor (resonance form).

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Carbene

In chemistry, a carbene is a molecule containing a neutral carbon atom with a valence of two and two unshared valence electrons.

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Carbenoid

In chemistry a carbenoid is a reactive intermediate that shares reaction characteristics with a carbene.

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Carbonyl group

In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom: C.

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Catalysis

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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Diazo

Diazo refers to a type of organic compound called diazo compound that has two linked nitrogen atoms (azo) as a terminal functional group.

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Dipolar compound

In organic chemistry, a dipolar compound or simply dipole is an electrically neutral molecule carrying a positive and a negative charge in at least one canonical description.

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Dipole

In electromagnetism, there are two kinds of dipoles.

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Electric charge

Electric charge is the physical property of matter that causes it to experience a force when placed in an electromagnetic field.

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Elimination reaction

An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one or two-step mechanism.

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Epoxide

An epoxide is a cyclic ether with a three-atom ring.

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Ether

Ethers are a class of organic compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups.

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Ethyl diazoacetate

Ethyl diazoacetate (N.

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Fullerene

A fullerene is a molecule of carbon in the form of a hollow sphere, ellipsoid, tube, and many other shapes.

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Group 3 element

Group 3 is a group of elements in the periodic table.

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Haloalkane

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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Heteroatom

In chemistry, a heteroatom (from Ancient Greek heteros, "different", + atomos, "uncut") is any atom that is not carbon or hydrogen.

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Homoleptic

In inorganic chemistry, a homoleptic chemical compound is a metal compound with all ligands identical.

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Iminium

An iminium salt or cation in organic chemistry has the general structure + and is as such a protonated or substituted imine.

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Johnson–Corey–Chaykovsky reaction

The Johnson–Corey–Chaykovsky reaction (sometimes referred to as the Corey–Chaykovsky reaction or CCR) is a chemical reaction used in organic chemistry for the synthesis of epoxides, aziridines, and cyclopropanes.

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Journal of Organic Chemistry

The Journal of Organic Chemistry, colloquially known as JOC or J Org, is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry.

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Journal of the American Chemical Society

The Journal of the American Chemical Society (also known as JACS) is a weekly peer-reviewed scientific journal that was established in 1879 by the American Chemical Society.

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Ketone

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

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Menshutkin reaction

In organic chemistry, the Menshutkin reaction converts a tertiary amine into a quaternary ammonium salt by reaction with an alkyl halide.

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Molecule

A molecule is an electrically neutral group of two or more atoms held together by chemical bonds.

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Nitrogen

Nitrogen is a chemical element with symbol N and atomic number 7.

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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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Organic chemistry

Organic chemistry is a chemistry subdiscipline involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.

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Palladium

Palladium is a chemical element with symbol Pd and atomic number 46.

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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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Phenyl group

In organic chemistry, the phenyl group or phenyl ring is a cyclic group of atoms with the formula C6H5.

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Phenylsilane

Phenylsilane, also known as silylbenzene, a colorless liquid, is one of the simplest organosilanes with the formula C6H5SiH3.

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Phosphine

Phosphine (IUPAC name: phosphane) is the compound with the chemical formula PH3.

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Phosphite ester

In chemistry a phosphite ester or organophosphite usually refers to an organophosphorous compound with the formula P(OR)3.

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Phosphonate

Phosphonates and phosphonic acids are organophosphorus compounds containing C−PO(OH)2 or C−PO(OR)2 groups (where R.

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Phosphonium

The phosphonium (more obscurely: phosphinium) cation describes polyatomic cations with the chemical formula.

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Phosphorus

Phosphorus is a chemical element with symbol P and atomic number 15.

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Platinum

Platinum is a chemical element with symbol Pt and atomic number 78.

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Polar effect

The polar effect or electronic effect in chemistry is the effect exerted by a substituent on modifying electrostatic forces operating on a nearby reaction center.

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Porphyrin

Porphyrins (/phɔɹfɚɪn/ ''POUR-fer-in'') are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (.

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Prato reaction

The Prato reaction is a particular example of the well-known 1,3-dipolar cycloaddition of azomethine ylides to olefins.

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Reactive intermediate

In chemistry, a reactive intermediate or an intermediate is a short-lived, high-energy, highly reactive molecule.

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Reagent

A reagent is a substance or compound added to a system to cause a chemical reaction, or added to test if a reaction occurs.

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Resonance (chemistry)

In chemistry, resonance or mesomerism is a way of describing delocalized electrons within certain molecules or polyatomic ions where the bonding cannot be expressed by one single Lewis structure.

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Sigmatropic reaction

A sigmatropic reaction in organic chemistry is a pericyclic reaction wherein the net result is one σ-bond is changed to another σ-bond in an uncatalyzed intramolecular process.

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SN2 reaction

The SN2 reaction is a type of reaction mechanism that is common in organic chemistry.

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Sommelet–Hauser rearrangement

The Sommelet–Hauser rearrangement (named after M. Sommelet and Charles R. HauserRearrangements of Benzyltrimethylammonium Ion and Related Quaternary Ammonium Ions by Sodium Amide Involving Migration into the Ring Simon W. Kantor, Charles R. Hauser J. Am. Chem. Soc., 1951, 73 (9), pp 4122–4131) is a rearrangement reaction of certain benzyl quaternary ammonium salts.

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Stevens rearrangement

The Stevens rearrangement in organic chemistry is an organic reaction converting quaternary ammonium salts and sulfonium salts to the corresponding amines or sulfides in presence of a strong base in a 1,2-rearrangement.

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Substituent

In organic chemistry and biochemistry, a substituent is an atom or group of atoms which replaces one or more hydrogen atoms on the parent chain of a hydrocarbon, becoming a moiety of the resultant new molecule.

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Suffix

In linguistics, a suffix (sometimes termed postfix) is an affix which is placed after the stem of a word.

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Tebbe's reagent

The Tebbe reagent is the organometallic compound with the formula (C5H5)2TiCH2ClAl(CH3)2.

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Tert-Butyl bromide

tert-Butyl bromide is an organic compound with a ''tert''-butyl carbon frame and a bromine substituent.

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Transition metal carbene complex

A transition metal carbene complex is an organometallic compound featuring a divalent organic ligand.

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Triphenylphosphine

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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Wittig reaction

The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide (often called a Wittig reagent) to give an alkene and triphenylphosphine oxide.

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Zwitterion

In chemistry, a zwitterion, formerly called a dipolar ion, is a molecule with two or more functional groups, of which at least one has a positive and one has a negative electrical charge and the net charge of the entire molecule is zero.

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1,2-Bis(diphenylphosphino)ethane

1,2-Bis(diphenylphosphino)ethane (dppe) is an organophosphorus compound with the formula (Ph2PCH2)2 (Ph.

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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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1,3-dipole

In organic chemistry, a 1,3-dipolar compound or 1,3-dipole is a dipolar compound with delocalized electrons and a separation of charge over three atoms.

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1,2-dipole, Iminophosphorane, Phosphazide, Sulfonium ylide, Thiocarbonyl ylide, Ylid, Ylides, Ylidic.

References

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

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