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Question 12.5: \Drawing Alkene Cis-Trans Isomers Draw all stereoisomers tha...

Drawing Alkene Cis-Trans Isomers

Draw all stereoisomers that are possible for the following unsaturated alcohol.

Strategy

To show cis-trans isomerism, each carbon of the double bond must have two different groups bonded to it. If a molecule has n double bonds about which cis-trans isomerism is possible, then 2n isomers are possible, where n is the number of double bonds that show cistrans isomerism.

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Cis-trans isomerism is possible only about the double bond between carbons 2 and 3 of the chain. It is not possible for the other double bond because carbon 7 has two identical groups on it (review Section 12.2B). Thus, 21=22^{1}=2 stereoisomers (one cis-trans pair) are possible. The trans isomer of this alcohol, named geraniol, is a major component of the oils of rose, citronella, and lemon grass.

12.5

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