Preferred Label : E, Z;

IUPAC definition : The approved stereodescriptors of stereoisomeric alkenesR sup 1 /sup R sup 2 /sup C CR sup 3 /sup R sup 4 /sup ( R sup 1 /sup R sup 2 /sup , R sup 3 /sup R sup 4 /sup ); neither R sup 1 /sup nor R sup 2 /sup need be different from R sup 3 /sup or R sup 4 /sup ), cumulenesR sup 1 /sup R sup 2 /sup C( C C) sub i n /i /sub CR sup 3 /sup R sup 4 /sup and related systems e.g. R sup 1 /sup R sup 2 /sup C NOH , HON C{[CH sub 2 /sub ] sub i n /i /sub } sub 2 /sub C NOH . The group of highest CIP priority attached to one of the terminal doubly bonded atoms of the alkene, oxime, etc. or cumulene (i.e. R sup 1 /sup or R sup 2 /sup ) is compared with the group of highest precedence attached to the other (i.e. R sup 3 /sup or R sup 4 /sup ). The stereoisomer is designated as i Z /i (zusammen together) if the groups lie on the same side of a reference plane passing through the double bond and perpendicular to the plane containing the bonds linking the groups to the double-bonded atoms; the other stereoisomer is designated as i E /i (entgegen opposite). The descriptors may be applied to structures with a fractional bond order between one and two; and to double bonds involving elements other than carbon. They are not used to describe ring substitution relationships.;

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The approved stereodescriptors of stereoisomeric alkenesR sup 1 /sup R sup 2 /sup C CR sup 3 /sup R sup 4 /sup ( R sup 1 /sup R sup 2 /sup , R sup 3 /sup R sup 4 /sup ); neither R sup 1 /sup nor R sup 2 /sup need be different from R sup 3 /sup or R sup 4 /sup ), cumulenesR sup 1 /sup R sup 2 /sup C( C C) sub i n /i /sub CR sup 3 /sup R sup 4 /sup and related systems e.g. R sup 1 /sup R sup 2 /sup C NOH , HON C{[CH sub 2 /sub ] sub i n /i /sub } sub 2 /sub C NOH . The group of highest CIP priority attached to one of the terminal doubly bonded atoms of the alkene, oxime, etc. or cumulene (i.e. R sup 1 /sup or R sup 2 /sup ) is compared with the group of highest precedence attached to the other (i.e. R sup 3 /sup or R sup 4 /sup ). The stereoisomer is designated as i Z /i (zusammen together) if the groups lie on the same side of a reference plane passing through the double bond and perpendicular to the plane containing the bonds linking the groups to the double-bonded atoms; the other stereoisomer is designated as i E /i (entgegen opposite). The descriptors may be applied to structures with a fractional bond order between one and two; and to double bonds involving elements other than carbon. They are not used to describe ring substitution relationships.

http://archives.uness.fr/sites/unf3s/media/paces/Grenoble_1112/peuchmaur_marine/peuchmaur_marine_p04/peuchmaur_marine_p04.pdf
http://archives.uness.fr/sites/unf3s/media/paces/Grenoble_1112/peuchmaur_marine/peuchmaur_marine_p04/index.htm
2012
false
true
false
true
PACES / bac 1
France
French
educational course
stereoisomerism
E, Z
cis-trans isomers
stereoisomers
chirality
enantiomer
diastereoisomers
R, S
absolute configuration
Fischer–Tollens projection
conformer
chair, boat, twist
Newman projection
chair–chair interconversion
meso-compound
audiovisual aids
chemistry, organic
isomerism

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06/05/2025


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