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Potassium phthalimide on reaction with c...

Potassium phthalimide on reaction with compound (A) followed by hydrolysis forms isopentyl amine. The compound (A) will be:

A

`CH_(3) -CH(CH_(3)) -CH(Br)-CH_(3)`

B

`CH_(3)-C(CH_(3))(Br) -CH_(2)-CH_(3)`

C

`Br-CH_(2) -CH(CH_(3)) -CH_(2) -CH_(3)`

D

`CH_(3) -CH(CH_(3)) -CH_(2)-CH_(2)Br`

Text Solution

Verified by Experts

The correct Answer is:
D
The given reaction sequence is for Gabriel"phthalimide synthesis. The synthesis is sucessful only if haloalkane is primary, secondary haloalkanes produce elimination product, alkenes.

`RNH_(2)` s isopentyl amine, `CH_(3) - underset(CH_(3))underset(|)CH-CH_(2) - CH_(2) -NH_(2)`
So A will be, `CH_(3) - underset(CH_(3))underset(|)CH-CH_(2) -CH_(2) - Br`
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