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Giving plausible explanation for each of...

Giving plausible explanation for each of the following:
i. Cyclohexanone forms cyanohydrin good yield but 2,2,6-trimethylcyclohexanone does not.
ii. There are two `(-NH_(2))` groups in semicarbazide. However, only one is involved in the formation of semicarbazones.
iii. During the preparation of esters from a carboxylic acid and an alcohol in the presence of acid catalyst, the water or the ester should be removed as soon as it is formed.

Text Solution

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The yield of second reation is very low because of the presence of three methyle groups at ex-positions with respect to the C = O, the nucleophilic attack by the `CN^(-)` ion does not occur due to steric hinderance. Since there is no such steric hindrance in cyclhexanone. therefore, nucleophilic attack by the `CN^(-)` ion occurs readily and hence cyclohexanone cyanohydrin is obtained in good yield.

Although semicarbazide has two `-NH_(2)` group decreases and hence it does not act as a nucleophille in contrast the other group but one of them (i.e., which is directly attached to C = O) is involved in resonance as shwon above. As a result electron density on N of this `-NH_(2)` group (i.e., attached to NH) is not involved in resonance and hence long pair of electrons present on N atom of this `-NH_(2)` group is available for nucleophilic attack on the C = O group of aldehydes and ketones.
(iii) The formation of esters froma carboxylic acid and an alcohol in presence of an acid catalyst is a reversible reactio.
`RCOOH+R'OHoverset(H_(2)SO_(4))hArrRCOOR'+H_(2)O`
Thus to shift the equilibrium in the forward direction, the water or the ester formed should be removed as fast as it is formed.
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