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Propanamide underset( KOH ) overset(...

Propanamide ` underset( KOH ) overset( Br _2 ) to A overset( (i) HNO_2 ) underset((ii) Red P,HI) to B ,` here [B ] is :

A

N-ethyl acetamide

B

Propane

C

Ethane

D

Acetone

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question step by step, we will go through the reactions involving propanamide and identify the products formed at each stage. ### Step 1: Identify the structure of Propanamide Propanamide has the structure: \[ \text{CH}_3\text{CH}_2\text{C(=O)NH}_2 \] This can be simplified as: - Ethyl group (C2H5) attached to a carbonyl (C=O) and an amine (NH2). ### Step 2: Reaction with Br2 and KOH When propanamide is treated with bromine (Br2) in the presence of potassium hydroxide (KOH), it undergoes the Hofmann bromamide degradation reaction. 1. **Deprotonation**: The KOH deprotonates the amine group, forming a negatively charged nitrogen: \[ \text{CH}_3\text{CH}_2\text{C(=O)NH}_2 \xrightarrow{\text{KOH}} \text{CH}_3\text{CH}_2\text{C(=O)NH}^- \] 2. **Bromination**: The negatively charged nitrogen attacks one of the bromine atoms, leading to the formation of a bromamide: \[ \text{CH}_3\text{CH}_2\text{C(=O)NHBr} \] 3. **Deprotonation**: The hydroxide ion (OH-) again deprotonates the nitrogen, leading to: \[ \text{CH}_3\text{CH}_2\text{C(=O)N}^- \text{Br} \] 4. **Migration**: The ethyl group migrates to the nitrogen, resulting in the formation of ethyl cyanate: \[ \text{CH}_3\text{CH}_2\text{N} \equiv \text{C} \text{(C=O)} \] ### Step 3: Hydrolysis of Ethyl Cyanate When ethyl cyanate is treated with water, it hydrolyzes to form ethanol: \[ \text{CH}_3\text{CH}_2\text{OH} \] This is product A. ### Step 4: Reaction with HNO2 When ethanol (A) is treated with nitrous acid (HNO2), it forms an intermediate diazonium salt: \[ \text{CH}_3\text{CH}_2\text{N}_2^+ \] This intermediate decomposes, releasing nitrogen gas (N2) and forming ethanol: \[ \text{CH}_3\text{CH}_2\text{OH} \] ### Step 5: Reduction with Red Phosphorus and HI When ethanol is treated with red phosphorus (P) and hydroiodic acid (HI), it undergoes reduction to form ethane: \[ \text{CH}_3\text{CH}_2\text{OH} \xrightarrow{\text{Red P, HI}} \text{C}_2\text{H}_6 \] ### Conclusion Thus, the final product B is ethane (C2H6). ### Final Answer **B is Ethane (C2H6)**. ---
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