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Standard XII

Chemistry

Curtius and Hofmann Rearrangements

An organic co...

Question

An organic compound 'A' on treatment with $N H_{3}$ gives 'B', which on heating gives 'C'. 'C', when treated with $B r_{2}$ in the presence of KOH, produces ethylamine. Compound 'A' is:

C H_{3} C H_{2} C O O H

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C H_{3} C O O H

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C H_{3} C H_{2} C H_{2} C O O H

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C H_{3} - C H (C H_{3}) - C O O H

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Solution

The correct option is A $C H_{3} C H_{2} C O O H$
When propanoic acid is reacted with liq.ammonia it gives 1-amino propanone and water as a byproduct
1-amino propanone is reacted with bromine in presence of potassium hydroxide, Hofmann bromamide reaction takes place which gives ethylamine as a product.
Thus Propanoic acid ( $C H_{3} C H_{2} C O O H$ ) is the correct answer.

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Similar questions

Q. An organic compound A upon reacting with

N H_{3}

gives B. On heating B gives C. C in presence of

K O H

reacts with

B r_{2}

to give

C H_{3} C H_{2} N H_{2}

. Then A 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:

An organic compound (A) on reduction gives compound (B). (B) on treatment with CHCl₃ and alcoholic KOH gives (C). (C) on catalytic reduction gives N - methyl aniline. The compound 'A' is

Q. An organic compound (A) gives positive Liebermann reaction and on treatment with

C H C l_{3} / K O H

followed by hydrolysis gives (B) and (C) ,. Compound (B) gives colour with Schiff's reagent but not (C), which is steam - volatile. (C) on treatment with

L I A l H_{4}

gives (D),

C_{7} H_{8} O_{2}

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

to give a pain - reliever (F), Give structure of (A) to (F) with proper reasoning.

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An organic compound 'A' on treatment with NH3 gives 'B', which on heating gives 'C'. 'C', when treated with Br2 in the presence of KOH, produces ethylamine. Compound 'A' is:

An organic compound 'A' on treatment with $N H_{3}$ gives 'B', which on heating gives 'C'. 'C', when treated with $B r_{2}$ in the presence of KOH, produces ethylamine. Compound 'A' is: