General Organic ChemistryMedium

Question

Consider the following molecules/species:

The correct order of carbon - oxygen double bond length is:

Options

A.$x > y > z$
B.$y > z > x$
C.$z > x > y$
D.$x > z > y$

Solution

Sol. [Key Concept: More single-bond (resonance) character lengthens a C–O bond; tropone's aromatic resonance makes its C=O the longest, then compare the others.]

$C - O$ bond length is maximum in compound (b) because RS2 of this compound has aromatic character.

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