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rearrangements

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Definitions of rearrangements in various dictionaries:

noun - changing an arrangement

REARRANGEMENTS - A rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of t...

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Rearrangements description
A rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. Often a substituent moves from one atom to another atom in the same molecule. In the example below the substituent R moves from carbon atom 1 to carbon atom 2:* * * * * − * * * * * C * * * * \| * * * * * R * * * * * * * * * − * * C * * − * * * C * * − * * * ⟶ * * * − * * C * * − * * * * * * * C * * * * \| * * * * * R * * * * * * * * * − * * C * * * − * * * * {\displaystyle {-}{\underset {\| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C-C- -> {-C-}}}{\underset {\| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C}}{-}} * Intermolecular rearrangements also take place. * A rearrangement is not well represented by simple and discrete electron transfers (represented by curly arrows in organic chemistry texts). The actual mechanism of alkyl groups moving, as in Wagner-Meerwein rearrangement, probably involves transfer of the moving alkyl group fluidly along a bond, not ionic bond-breaking and forming. In pericyclic reactions, explanation by orbital interactions give a better picture than simple discrete electron transfers. It is, nevertheless, possible to draw the curved arrows for a sequence of discrete electron transfers that give the same result as a rearrangement reaction, although these are not necessarily realistic. In allylic rearrangement, the reaction is indeed ionic. * Three key rearrangement reactions are 1,2-rearrangements, pericyclic reactions and olefin metathesis.

Rearrangements description

A rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. Often a substituent moves from one atom to another atom in the same molecule. In the example below the substituent R moves from carbon atom 1 to carbon atom 2:*
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* {\displaystyle {-}{\underset {| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C-C- -> {-C-}}}{\underset {| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C}}{-}}
* Intermolecular rearrangements also take place.
* A rearrangement is not well represented by simple and discrete electron transfers (represented by curly arrows in organic chemistry texts). The actual mechanism of alkyl groups moving, as in Wagner-Meerwein rearrangement, probably involves transfer of the moving alkyl group fluidly along a bond, not ionic bond-breaking and forming. In pericyclic reactions, explanation by orbital interactions give a better picture than simple discrete electron transfers. It is, nevertheless, possible to draw the curved arrows for a sequence of discrete electron transfers that give the same result as a rearrangement reaction, although these are not necessarily realistic. In allylic rearrangement, the reaction is indeed ionic.
* Three key rearrangement reactions are 1,2-rearrangements, pericyclic reactions and olefin metathesis.

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