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An alkyl halide with beta-hydrogen atoms...

An alkyl halide with `beta`-hydrogen atoms on reaction with a base or a nucleophile has two competing paths. Substitutions (`S_(N^(1))` and `S_(N^(2))`) and elimination (`E_(1)` and `E_(2)`). The path adopted by them depends upon the nature of the alkyl halide, strength and size of the base/nucleophile and reaction conditions. The bulkiers nucleophile prefers to act as a base and abstracts a proton rather than approaching a tetravalent carbon atom (due to steric reasons) and vise versa. A primary alkyl halide can react by any of the four mechanism `(S_(N^(2)), S_(N^(1)), E_(2)` and `E_(1))` depending upon the stability or the intermediate carbocation or the substituted alkene formed and the reaction conditions and tertiary alkyl halide. The three possible paths `(S_(N^(1)), E_(1)` and `E_(2))`
2-Bromopropane is separately heated with aq `CH_(3)CO_(2)Na` or with `CH_(3)CH_(2)ONa//CH_(3)CH_(2)OH`. The major product obtained in each case respectively are

A

Isopropyl acetate, propene

B

Propane, isopropylethyl ether

C

Isopropyl acetate, isopropyl ethyl ether

D

Propene in both the case

Text Solution

Verified by Experts

The correct Answer is:
D

`CH_(3)COO^(-)` is a weak base and hence brings about substitutions while `C_(2)H_(5)O^(-)` is a strong base and hence bring about eliminations.
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