Question 12.4: How many stereoisomers are possible for 2,4-heptadiene? CH3-...
How many stereoisomers are possible for 2,4-heptadiene?
CH_3-CH=CH-CH=CH-CH_2–CH_3
2,4-Heptadiene
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Strategy
To show cis-trans isomerism, each carbon of the double bond must have two different groups bonded to it.
Solution
This molecule has two carbon–carbon double bonds, each of which shows cis-trans isomerism. As shown in the following table, 2^2 =4 stereoisomers are possible. Line-angle formulas for two of these dienes are drawn here.
Double-Bond
C_2–C_3 C_4–C_5
(1) trans trans
(2) trans cis
(3) cis trans
(4) cis cis
Problem 12.4
Draw structural formulas for the other two stereoisomers of 2,4-heptadiene.
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