Question No. 70
Which of the following compound forms cyanohydrin having chiral carbon on reaction with HCN?
O CH-4-CH,
O CH3CHO
O HCHO
O PhCOPh
Answers
Answer:
The atoms of HCN add to the carbon-oxygen double bond of the ketone by nucleophilic attack of the cyanide anion on the electrophilic carbon of the carbonyl.
As electronegativity of C is less than O ,C will have + charge and O - charge
same is with CN where N is more electronegative than C
For successful cyanohydrin formation it is important to have free cyanide ions available to react with the ketone or aldehyde. This can be achieved by using a salt (e.g. KCN or NaCN) or a silylated (e.g. Me3SiCN) form of cyanide under acidic conditions or by using HCN with some base added to produce the needed CN− nucleophile.
Answer:
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