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The carbon - oxygen bond in phenol is sl...

The carbon - oxygen bond in phenol is slightly stronger than that in methanol. Why?

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Verified by Experts

This can be explained as under :
(i) Phenol, the conjugation of unshared electron pair over oxygen with aromatic ring results in partial double bond character in `C-O` bond.

In methanol, no such conjugation (resonance) is possible.
(ii) In phenol, oxygen is attached to `sp^(2)` hybridised carbon while in methanol, oxygen is attached to `sp^(3)` hybrised carbon. An `sp^(2)` hybridised carbon is more electronegative (because of greater s - character) than `sp^(3)` hybridised carbon atom. Therefore, the bond between oxygen and `sp^(2)` hybridised carbon is more stable than the bond between oxygen and `sp^(3)` hybridised orbital.
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U-LIKE SERIES-ALCOHOLS, PHENOLS AND ETHERS-LONG ANSWER QUESTIONS - I
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  5. Write the final product(s) in each of the following reactions : (a) ...

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  8. Give reasons for the following : (i) Phenol is more acidic than meth...

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  10. How would you obtain the following : (i) Benzoquinone from phenol. ...

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  11. How would you convert ethanol to ethene? (i) Phenol to benzoquinone ...

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  15. The carbon - oxygen bond in phenol is slightly stronger than that in m...

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  17. Arrange water, ethanol and phenol in increasing order of acidity and g...

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