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

This is a short answer type question as classified in NCERT Exemplar

This can be explained as under:

(i) In phenol, the conjugation of unshared electron pairs 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 sp² hybridised carbon while in methanol, oxygen attached to sp² hybridised carbon. An sp² hybridised carbon is more electronegative (because of greater 5-character) than sp³ hybridised carbon atom. Therefore, the bond between oxygen and sp² hybridised carbon is more stable than the bond between o

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This is a short answer type question as classified in NCERT Exemplar

This can be explained as under:

(i) In phenol, the conjugation of unshared electron pairs 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 sp² hybridised carbon while in methanol, oxygen attached to sp² hybridised carbon. An sp² hybridised carbon is more electronegative (because of greater 5-character) than sp³ hybridised carbon atom. Therefore, the bond between oxygen and sp² hybridised carbon is more stable than the bond between oxygen and sp², hybridised orbital.

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<p><span data-teams="true">This is a short answer type question as classified in NCERT Exemplar</span></p><p>This can be explained as under:</p><p><strong> (i) </strong>In phenol, the conjugation of unshared electron pairs over oxygen with aromatic ring results in partial double bond character in C – O bond.</p><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1746522306phpZN9czx_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1746522306phpZN9czx.jpeg" alt="" width="298" height="127"></picture></div><div><p>In methanol, no such conjugation (resonance) is possible.</p><p><strong> (ii)</strong> In phenol, oxygen is attached to sp² hybridised carbon while in methanol, oxygen attached to sp² hybridised carbon. An sp² hybridised carbon is more electronegative (because of greater 5-character) than sp³ hybridised carbon atom. Therefore, the bond between oxygen and sp² hybridised carbon is more stable than the bond between oxygen and sp², hybridised orbital.</p></div></div>

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