Which of the following molecules can exhibit cis-trans isomerism?
A
B
C
D
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Recall that cis-trans isomerism (geometric isomerism) occurs in alkenes where there is restricted rotation around a double bond and each carbon of the double bond has two different substituents.
Examine the first molecule: CH\_3-C\(\equiv\) C-CH\_3. This molecule contains a triple bond (alkyne). Since a triple bond is linear and does not allow for cis-trans isomerism, this molecule cannot exhibit cis-trans isomerism.
Look at the second molecule: CH\_3-CH\_2-CH\_3. This is an alkane with only single bonds, which freely rotate, so it cannot have cis-trans isomers.
Consider the third molecule: CH\_2=CH\_2 (ethylene). Both carbons in the double bond have two identical substituents (hydrogens), so there is no possibility of cis-trans isomerism because the substituents are not different on each carbon.
Finally, analyze the molecule CH\_3-CH=CH-CH\_3. Here, the double bond carbons each have two different substituents (one side has a methyl group and the other side has a hydrogen), which allows for restricted rotation and the existence of cis and trans isomers.