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Question

CH3CH2ClNaCN−−−XPt/H2−−−YAcetic−−−−−anhydrideZ
In the above sequence, Z is:

A
CH3CH2CH2NHCOCH3
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B
CH3CH2CH2NH2
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C
CH3CH2CH2CONHCH3
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D
CH3CH2CH2CONHCOCH3
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Solution

The correct option is A CH3CH2CH2NHCOCH3
CH3CH2Cl+NaCNCH3CH2CN

So, X is CH3CH2CN and is formed by nucleophilic substitution reaction (SN2)

Now, CH3CH2CN+H2/PtCH3CH2CH2NH2

So, Y is CH3CH2CH2NH2 and is formed by reduction reaction. The cyanide group on reduction gives amino group.
CH3CH2CH2NH2+CH3COOCOCH3CH3CH2CH2NHCOCH3

So, Z is CH3CH2CH2NHCOCH3 and is formed by addition-elimination reaction.

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