Q6 · CSIR-NET Chemistry, June 2013
Paper: CSIR-NET June 2013 · Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: General Organic Chemistry – General · Marks: 2 · Difficulty: Medium
Among the following compounds, the one which has highest dipole moment is
(a)
(b)
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
Sesquifulvalene (b) can polarise into a cyclopentadienide anion and a tropylium cation, both aromatic, so it has by far the largest dipole. (a) fulvalene gains nothing on polarisation, (c) would need an antiaromatic 8π seven-membered anion, and (d) is a simple fulvene.
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