Engineering
Chemistry
Inductive Effect
Mesomeric Effect
Acidic and Basic Oxides
Question

Arrange the following compounds in increasing order of C–OH bond length :

Methanol, phenol, p-ethoxyphenol

phenol < p-ethoxyphenol < methanol

phenol < methanol < p-ethoxyphenol

methanol < phenol < p-ethoxyphenol

methanol < p-ethoxyphenol < phenol

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Solution

There is not any resonance in CH3–OH. Resonance is poor in p-Ethoxyphenol than phenol. so C-OH bond length order is: CH3–OH > p-ethoxyphenol (p-EtO-C6H4–OH) Ph–OH