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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 easter should be removed as soon as it is formed.

Text Solution

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(i) cyclohexanone forms cyanohydrin in in good yield

this is because of the presence of three methy l group at ` alpha ` - position with respect to carbonyl group which hinder the nucleophlic attack of `CN^(-)` group due to steric hindrance . However , there is no such steric hindrance in cyclohexanone and therefore the nucleophilic attack by `CN^(-)` ion occurs readily to fiorm cyanohydrin .
(ii ) semicarbozide has two `-NH_2` group but one of these which is directly attached to`c=o` is involved in resonance as shown below :

As a result of resonance , electron density on `NH_2` group decrease and hence it does not act as a nucleophile . in contrast the lone pair of electrons on the `NH_2` group ( i.e, attached to NH ) is not involved in resonance and is therefore ,available for nucleophilic attack on the C=O group of the aldehydes and ketons
(iii ) The formation of esters from carboxylic acid and an alcohol in the presence of an acid cataylst is a reversible reaction
` underset("Carboxylic acid ") (RCOOH ) + underset(" alcohol ") ( R.OH overset(H^+) hArr underset("Ester ")RCOOR. ) +H_2 O`
therefore to shift the equilibrium in the forward direction the water of formed should be removed as fast as it is formed .
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