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(a) Why phenol is more acidic than than ethanol ? (b) Write the mechanism of acid dhydration of ethanol to tield ether: 2CH_(3)CH_(2)OHunderset(413K)overset(H^(+))toCH_(3)CH_(2)OCH_(2)CH_(3) |
Answer» Solution :(a)  Due to resonance, the oxygen atom acquires a partial POSITIVE charge. This weaknes the O-H bond an thus facilitate the release of a proton. Conversely, +I EFFECT of ethyl group increase ELECTRON density which make O-H bond CLEAVAGE difficullt. Hence ethanol less acidic than phenol. (b) `2CH_(3)CH_(2)OHunderset(413K)overset(H^(+))toCH_(3)CH_(2)OCH_(2)CH_(3)` Mechanism: (i) Protonation  (ii) Nucleophilic attack 
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