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When propanamide is reacted with Br(2) a...

When propanamide is reacted with `Br_(2)` and NaOH, the product formed is :

A

Ethyl acohol

B

Propyl alcohol

C

Propyl amine

D

Ethylamine

Text Solution

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The correct Answer is:
To determine the product formed when propanamide is reacted with Br₂ and NaOH, we can follow these steps: ### Step 1: Identify the Reaction The reaction of propanamide with Br₂ and NaOH is known as the Hofmann bromamide reaction. This reaction involves the degradation of an amide to form a primary amine, reducing the carbon chain by one carbon atom. **Hint:** Recall that the Hofmann bromamide reaction is a method for converting amides into primary amines while losing one carbon atom. ### Step 2: Structure of Propanamide Propanamide has the structure CH₃-CH₂-CO-NH₂. It consists of three carbon atoms (propane) and an amide functional group (CONH₂). **Hint:** Draw the structure of propanamide to visualize how the carbon atoms and functional groups are arranged. ### Step 3: Reaction Mechanism When propanamide reacts with Br₂ and NaOH, the carbonyl carbon (C=O) of the amide is oxidized, and the nitrogen atom (N) is brominated. This leads to the formation of a primary amine and the loss of one carbon atom. **Hint:** Focus on the carbonyl carbon in the amide; this is the carbon that will be reduced in the reaction. ### Step 4: Formation of the Product After the reaction, the product formed is ethylamine (C₂H₅NH₂). This is because the original three-carbon chain (propanamide) loses one carbon atom during the reaction, resulting in a two-carbon chain. **Hint:** Remember that the product will have one less carbon than the original amide due to the degradation process. ### Step 5: By-products of the Reaction In addition to ethylamine, the reaction also produces sodium carbonate (Na₂CO₃), sodium bromide (NaBr), and water (H₂O) as by-products. **Hint:** Consider what by-products are typically formed in reactions involving halogens and bases. ### Final Answer The product formed when propanamide is reacted with Br₂ and NaOH is **ethylamine (C₂H₅NH₂)**.
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