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n-Propylamine yields a volatile compound...

n-Propylamine yields a volatile compound X on warning with alc alkali and chloroform X has an offensive odour. The structure of X is

A

`CH_(3)CH_(2)CH_(2)CN`

B

`(CH_(3))_(2)CHCN`

C

`CH_(3)CH_(2)CH_(2)NC`

D

`(CH_(3))_(2)CHNC`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the compound X formed when n-propylamine reacts with chloroform and an alcoholic alkali. The steps to derive the structure of compound X are as follows: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants in this reaction are n-propylamine (C3H9N), chloroform (CHCl3), and an alcoholic alkali (like KOH in alcohol). 2. **Understand the Reaction Mechanism**: - When n-propylamine is warmed with chloroform and an alcoholic alkali, a reaction known as the "Hofmann degradation" occurs. The chloroform reacts with the amine in the presence of a strong base to form a carbene intermediate. 3. **Formation of Carbene**: - The chloroform (CHCl3) loses a hydrogen atom and forms a trichloromethyl anion (CCl3^-). This anion can then react with the n-propylamine to form a carbene (CCl2). 4. **Reaction with Carbene**: - The carbene (CCl2) can react with n-propylamine to form an isocyanide (also known as carbylamine). The general reaction can be represented as: \[ RNH_2 + CCl_2 \rightarrow RNC + HCl \] - Here, R represents the n-propyl group (C3H7). 5. **Identify the Product**: - The product formed is isopropyl isocyanide (or propyl isocyanide), which has the structure: \[ CH_3-CH_2-CH(NC)-C \] - Isocyanides are known for their offensive odor, which matches the description given in the question. 6. **Final Structure of Compound X**: - Therefore, the structure of compound X is: \[ CH_3-CH_2-CH(NC)-C \] - This is the isocyanide derived from n-propylamine. ### Conclusion: The structure of compound X formed from the reaction of n-propylamine with chloroform and alcoholic alkali is propyl isocyanide.
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