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Synthesis Using Azide & Gabriel Synthesis

Treatment of ...

Question

Treatment of compound O with $K M n O_{4} / H^{+}$ gave P, which on heating with ammonia gave Q. The compound Q on treatment with $B r_{2} / N a O H$ produced R. On strong heating, Q gave S, which on further treatment with ethyl 2-bromopropanoate in the presence of $K O H$ followed by acidification, gave a compound T.

The compound R is:

A

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B

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C

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D

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Solution

The correct option is A

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Q. Treatment of compound O with

K M n O_{4} / H^{+}

gave P, which on heating with ammonia gave Q. The compound Q on treatment with

B r_{2} / N a O H

produced R. On strong heating, Q gave S, which on further treatment with ethyl 2-bromopropanoate in the presence of

K O H

followed by acidification, gave a compound T.

The compound T is:

Given compound (A) upon treatment with

K M n O_{4} / H^{+}

gives (B), which on heating with ammonia produces (C). (C) on treatment with

B r_{2} / N a O H

produces (D). Strongly heating (C) produces (E) which on further reatment with ethyl 2-bromoacetate in the presence of

K O H

followed by acidification gives (F).

(D) is:

Given compound (A) upon treatment with

K M n O_{4} / H^{+}

gives (B), which on heating with ammonia produces (C). (C) on treatment with

B r_{2} / N a O H

produces (D). Strongly heating (C) produces (E) which on further reatment with ethyl 2-bromoacetate in the presence of

K O H

followed by acidification gives (F).

(F) from the following is:

Q. An organic compound (A) on reducing gave a compound (B). Upon treatment with

{H N O}_{3}

, (B) gave ethyl alcohol and on warming with

{C H C l}_{3}

and alcoholic KOH. (B) gave an offensive smell. The compound (A) is

Q. The reaction of compound P with

C H_{3} M g B r

(C_{2} H_{5})_{2} O

followed by addition of

H_{2} O

gives Q. The compound Q on treatment with

H_{2} S O_{4}

0^{\circ} C

gives R. The reaction of R with

C H_{3} C O C l

in the presence of anhydrous

A l C l_{3}

C H_{2} C l_{2}

followed by treatment with

H_{2} O

produces compound S [Et in compound P is ethyl group]

The reactions, Q to R and R to S, are:

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