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Question

Which of the following reaction(s) is/are of SN2 mechanism?

A
Finkelstein reaction:
CH3X+NaIDry acetone−−−−−−CH3I+NaX
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B
Swarts reaction:
CH3Br+AgFΔCH3F+AgBr
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C
Reaction of HI with ether:
CH3OCH3+2HI2CH3I+H2O
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D
Reaction of diazonium salt with water:
(CH3)2CHN+2X+H2O(CH3)2CHOH+N2+HX
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Solution

The correct option is C Reaction of HI with ether:
CH3OCH3+2HI2CH3I+H2O
Finkelstein and Swarts reactions favour SN2 reaction when their substracte is a primary alkyl halide.

Finkelstein reaction:
CH3X+NaIDry acetone−−−−−−SN2CH3I+NaX

Swarts reaction is for the preparation of alkyl fluorides. Reagents used in this reaction are AgF, SbF3, COF2, Hg2F2

CH3Br+AgFΔSN2CH3F+AgBr


Reaction of HI with ether follows SN2 reaction where the I will attack the carbon bearing oxonium ion from the back by a concerted reaction.
CH3OCH3+2HI2CH3I+H2O

Reaction of diazonium salt with water follows SN1 reaction due to the leaving property of N2 and forms a carbocation intermediate.

(CH3)2CHN+2X+H2O(CH3)2CHOH+N2+HX

Thus, (a), (b) and (c) follows SN2 reaction mechanism.

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