Q6 · CSIR-NET Chemistry, December 2013

Paper: CSIR-NET December 2013 · Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: General Organic Chemistry – General · Marks: 2 · Difficulty: Medium

Amongst the following, the compound which has the lowest energy barrier for the cis-trans isomerisation is:
(a)Option (a) structure, ABC26OR0022
(b)Option (b) structure, ABC26OR0022
(c)Option (c) structure, ABC26OR0022
(d)Option (d) structure, ABC26OR0022
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
The central C=C acquires single-bond character when polarisation gives two aromatic rings: only (c), a sesquifulvalene (cyclopentadienide + tropylium), does so, hence the lowest rotational barrier.

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