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Acid Catalysed Hydrolysis of Esters

Phenol on tre...

Question

Phenol on treatment with $C O_{2}$ in the presence of $N a O H$ fallowed by acidification produces compound $X$ as the major product. $X$ on treatment with $(C H_{3} C O)_{2} O$ in the presence of catalytic amount of $H_{2} S O_{4}$ produces:

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

The very first reaction in the above road map looks like Kolbe's reaction which results to salicylic acid.

The salicylic acid with acetic anhydride $[(C H_{3} C O)_{2} O]$ in the presence of catalytic amount of conc. $H_{2} S O_{4}$ undergoes acylation to produce aspirin.

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Similar questions

Q. Phenol on treatment with

C O_{2}

in the presence of NaOH followed by acidification produces compound X as the major product. X on treatement with

(C H_{3} C O)_{2} O

in the presence of a catalytic amount of

H_{2} S O_{4}

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:

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 R 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. 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:

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Acid Catalysed Hydrolysis of Esters

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