PMDC Verified Question 75 of 83
Which one of the following pairs can be a cis-trans isomer to each other?
A
\( \text{CHCl}=\text{CCl}_2 \) and \( \text{CH}_2=\text{CH}_2 \)
B
\( \text{CHCl}=\text{CH}_2 \) and \( \text{CH}_2=\text{CHCl} \)
C
\( \text{CH}_3\text{CH}=\text{CHCH}_3 \) and \( \text{H}_3\text{CCH}=\text{CHCH}_3 \)
D
\( \text{CH}_3\text{--CH}_3 \) and \( \text{CH}_2=\text{CH}_2 \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: \( \text{CH}_3\text{CH}=\text{CHCH}_3 \) and \( \text{H}_3\text{CCH}=\text{CHCH}_3 \)
Concept:

For geometric (cis-trans) isomerism to exist, the molecule must contain a restricted rotation center (like a double bond), and each carbon of the double bond must be attached to two different groups.

Solution:

  • Let's analyze the options for the capacity to form cis and trans isomers:


  • A: \( \text{CH}_2=\text{CH}_2 \) has identical hydrogens on both carbons. No geometric isomerism.


  • B: \( \text{CHCl}=\text{CH}_2 \) has two identical hydrogens on one carbon. No geometric isomerism.


  • C: 2-butene (\( \text{CH}_3\text{CH}=\text{CHCH}_3 \)). Each double-bonded carbon is attached to one H and one \( \text{CH}_3 \). This satisfies the conditions, allowing it to exist as both cis-2-butene and trans-2-butene.


Why other options are incorrect:

The other molecules either lack a double bond entirely (like ethane in D) or have two identical substituent groups on at least one sp² hybridized carbon, making cis-trans arrangements identical.

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