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Anomeric effect

Index Anomeric effect

In organic chemistry, the anomeric effect or Edward-Lemieux effect is a stereoelectronic effect that describes the tendency of heteroatomic substituents adjacent to a heteroatom within a cyclohexane ring to prefer the axial orientation instead of the less hindered equatorial orientation that would be expected from steric considerations. [1]

32 relations: Alkane stereochemistry, Anomer, Atoms in molecules, Carbohydrate, Carbohydrate chemistry, Carbohydrate conformation, Conformational isomerism, Cyclohexane, Cyclohexane conformation, Diastereomer, Dimethoxymethane, Dipole, Electronegativity, Electrostatics, Gauche effect, Heteroatom, Hyperconjugation, Intramolecular force, Journal of Computational Chemistry, Koenigs–Knorr reaction, Lone pair, Monosaccharide, Organic chemistry, Pyranose, Raymond Lemieux, Solvent, Sophorolipid, Stereoelectronic effect, Steric effects, Substituent, Tetrahedron (journal), Tetrahydropyran.

Alkane stereochemistry

Alkane stereochemistry concerns the stereochemistry of alkanes.

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Anomer

An anomer is a type of geometric variation found in at certain atoms in carbohydrate molecules.

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Atoms in molecules

The quantum theory of atoms in molecules (QTAIM) is a model of molecular and condensed matter electronic systems (such as crystals) in which the principal objects of molecular structure - atoms and bonds - are natural expressions of a system's observable electron density distribution function.

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Carbohydrate

A carbohydrate is a biomolecule consisting of carbon (C), hydrogen (H) and oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 (as in water); in other words, with the empirical formula (where m may be different from n).

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Carbohydrate chemistry

Carbohydrate chemistry is a subdiscipline of chemistry primarily concerned with the synthesis, structure, and function of carbohydrates.

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Carbohydrate conformation

Carbohydrate conformation refers to the overall three-dimensional structure adopted by a carbohydrate (saccharide) molecule as a result of the through-bond and through-space physical forces it experiences arising from its molecular structure.

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Conformational isomerism

In chemistry, conformational isomerism is a form of stereoisomerism in which the isomers can be interconverted just by rotations about formally single bonds (refer to figure on single bond rotation).

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Cyclohexane

Cyclohexane is a cycloalkane with the molecular formula C6H12 (the alkyl is abbreviated Cy).

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Cyclohexane conformation

A cyclohexane conformation is any of several three-dimensional shapes that a cyclohexane molecule can assume while maintaining the integrity of its chemical bonds.

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Diastereomer

Diastereomers (sometimes called diastereoisomers) are a type of a stereoisomer.

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Dimethoxymethane

Dimethoxymethane, also called methylal, is a colorless flammable liquid with a low boiling point, low viscosity and excellent dissolving power.

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Dipole

In electromagnetism, there are two kinds of dipoles.

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Electronegativity

Electronegativity, symbol ''χ'', is a chemical property that describes the tendency of an atom to attract a shared pair of electrons (or electron density) towards itself.

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Electrostatics

Electrostatics is a branch of physics that studies electric charges at rest.

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Gauche effect

The term "gauche" refers to conformational isomers (conformers) where two vicinal groups are separated by a torsion angle of 60°.

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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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Hyperconjugation

In organic chemistry, hyperconjugation is the interaction of the electrons in a sigma orbital (e.g. C–H or C–C) with an adjacent empty (or partially filled) non-bonding orbital, antibonding σ or π orbital, to give an extended molecular orbital.

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Intramolecular force

An intramolecular force is any force that binds together the atoms making up a molecule or compound, not to be confused with intermolecular forces, which are the forces present between molecules.

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Journal of Computational Chemistry

The Journal of Computational Chemistry is a peer-reviewed scientific journal published since 1980 by John Wiley & Sons.

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Koenigs–Knorr reaction

The Koenigs–Knorr reaction in organic chemistry is the substitution reaction of a glycosyl halide with an alcohol to give a glycoside.

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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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Monosaccharide

Monosaccharides (from Greek monos: single, sacchar: sugar), also called simple sugars, are the most basic units of carbohydrates.

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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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Pyranose

Pyranose is a collective term for saccharides that have a chemical structure that includes a six-membered ring consisting of five carbon atoms and one oxygen atom.

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Raymond Lemieux

Raymond Urgel Lemieux, CC, AOE, FRS (June 16, 1920 – July 22, 2000) was a Canadian organic chemist, who pioneered a number of discoveries in the field of chemistry, his first and most famous being the synthesis of sucrose.

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Solvent

A solvent (from the Latin solvō, "loosen, untie, solve") is a substance that dissolves a solute (a chemically distinct liquid, solid or gas), resulting in a solution.

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Sophorolipid

A sophorolipid is a surface-active glycolipid compound that can be synthesized by a selected number of non-pathogenic yeast species.

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Stereoelectronic effect

The stereoelectronic effect is the effect on molecular structures, physical properties and reactivities due to the molecules' electronic structures, in particular the interaction between atomic and/or molecular orbitals.

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Steric effects

Steric effects are nonbonding interactions that influence the shape (conformation) and reactivity of ions and molecules.

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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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Tetrahedron (journal)

Tetrahedron is a weekly peer-reviewed scientific journal covering the field of organic chemistry.

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Tetrahydropyran

Tetrahydropyran (THP) is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom.

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Redirects here:

Edward-Lemieux effect, Edward–Lemieux effect.

References

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

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