Compare the two methods shown for the preparation of carboxylic acids :
Which one of the following statements correctly describes this conversion ?

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Both method 1 and method 2 are appropriate for carrying out this conversion

Neither method 1 nor method 2 is appropriate for carrying out this conversion

Method 1 will work well, but method 2 is not appropriate since they may undergo elimination and give alkene as side product.

Method 2 will work well, but method 1 is not appropriate

answer is C.

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Detailed Solution

At bridge head $S_{N^{2}}$ doesn't take place. According to bridge rule bridge head carbon can't be sp²-hybridized.
( NaI+ Acetone) +R-X reaction $S_{N^{2}}$ depends on

(1) Leaving group tendency

is suitable preparation.
(2) Steric crowding.

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