Question Detail

CHM 102 Practice Questions Objective Question

Question

Rank the following dienes in order of increasing stability : trans-1,3-pentadiene, cis-1,3-pentadiene, 1,4-pentadiene and 1,2-pentadiene.
Options
A 1,2-pentadiene < 1,4-pentadiene < cis-1,3-pentadiene < trans-1,3-pentadiene
Correct Answer
B The correct ranking is provided in the explanation.
C
D
Correct Answer

Option A is the correct answer.

Detailed Explanation

The order of increasing stability for dienes is: cumulated dienes (1,2-pentadiene) < isolated dienes (1,4-pentadiene) < conjugated cis dienes (cis-1,3-pentadiene) < conjugated trans dienes (trans-1,3-pentadiene). Conjugated dienes are stabilized by resonance, and trans isomers are more stable than cis.

Hint

How does conjugation and geometry affect diene stability?

Question Info