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Stereoisomeric olefins, cycloalkanes, etc. which differ in the positions of groups relative to a reference plane: in the cis-isomer the atoms are on the same side, in the trans-isomer they are on opposite sides. An obsolete synonym, for which the usage is strongly discouraged, is geometric isomerism.
4
votes
Why is the 'side' of a double bond defined across the double bond horizontally rather than v...
You can still get isomers from "the other line"; it's just that they aren't cis/trans [or (E)-/(Z)-] isomers.
The reason why cis/trans isomers are "special" is that the molecular connectivity is the s …
11
votes
Stereoisomerism in 1,2-cyclobutanediol
These two isomers are enantiomers, i.e. mirror images, of each other:
$\hspace{50 mm}$
This one has a plane of symmetry through the molecule and is therefore meso:
$\hspace{60 mm}$
4
votes
Accepted
What type of isomers are cis-but-2-ene and 2-methylpropene?
(2Z)-But-2-ene and 2-methylprop-1-ene are constitutional isomers as they have different connectivities, i.e. the sequence in which the atoms are bonded to each other is not the same. For example, the …
12
votes
Can geometrical isomers be enantiomers?
Technically, this double bond should not be labelled as (E)- or (Z)-.
It is what is known as an enantiomorphic double bond, for which the proper stereodescriptors are seqCis and seqTrans. This is des …