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A compound 'X' on treatment with Br(2)/...

A compound 'X' on treatment with `Br_(2)//NaOH`, provided `C_(3)H_(9)N`, which gives positive carbylamine test. Compound 'X' is :

A

`CH_3COCH_2NHCH_3`

B

`CH_3CH_2COOCH_2NH_2`

C

`CH_3CH_2CH_2CONH_2`

D

`CH_3CON(CH_3)_2`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the compound 'X' based on the information given. Let's break it down step by step. ### Step 1: Understand the reaction The compound 'X' reacts with `Br2/NaOH` to yield `C3H9N`. This suggests that 'X' undergoes a transformation that reduces its carbon count by one while introducing a nitrogen atom. ### Step 2: Identify the product The product `C3H9N` indicates that it is a primary amine, as it gives a positive carbylamine test. The general formula for a primary amine is R-NH2, where R is an alkyl group. ### Step 3: Determine the structure of 'X' Since 'X' yields a compound with three carbons (C3) after the reaction, it must have one more carbon than the product. Therefore, 'X' should have four carbons (C4). ### Step 4: Write the possible structure for 'X' The simplest structure for a C4 compound that could yield a primary amine upon degradation is a carboxylic acid or an amide. Given that the product is an amine, 'X' is likely an amide. ### Step 5: Propose a candidate for 'X' Considering the above, a reasonable candidate for 'X' is butanamide (CH3CH2CH2CONH2). This compound has four carbons and upon treatment with `Br2/NaOH`, it can undergo Hofmann degradation to yield a primary amine, which is `C3H9N` (specifically, propylamine). ### Conclusion Thus, the compound 'X' is butanamide (CH3CH2CH2CONH2). ### Final Answer Compound 'X' is: **Butanamide (CH3CH2CH2CONH2)**. ---
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