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Which of the following methods of prepar...

Which of the following methods of preparing of amines will give some number of carbon atoms in the chain of amines as in the reactant?

A

Reaction of nitrite with `LiAlH_(4)`

B

Reaction of amide with `LiAlH_(4)` followed by treatment with water

C

Heating alkylhalide with potassium salt of phthalimide followed by hydrolysis

D

Treatment of amide with bromine in aqueous solution of sodium hydroxide.

Text Solution

AI Generated Solution

The correct Answer is:
To determine which methods of preparing amines yield products with the same number of carbon atoms as the reactants, we will analyze each option provided in the question. ### Step-by-Step Solution: 1. **Option A: Reaction of nitrile with lithium aluminum hydride** - Nitriles have the general structure \( R-C \equiv N \). - When nitriles are reduced with lithium aluminum hydride (LiAlH4), they yield primary amines of the form \( R-CH2-NH2 \). - The carbon chain remains the same since one carbon atom from the nitrile is retained in the amine product. - **Conclusion**: This method keeps the same number of carbon atoms. **(Correct)** 2. **Option B: Reaction of amide with lithium aluminum hydride followed by treatment with water** - Amides have the structure \( R-C(=O)-NH2 \). - When treated with lithium aluminum hydride, the carbonyl group is reduced, and upon hydrolysis, the product is a primary amine \( R-NH2 \). - The carbon chain remains unchanged as the carbon from the amide is retained in the amine. - **Conclusion**: This method also keeps the same number of carbon atoms. **(Correct)** 3. **Option C: Heated alkyl halides with potassium salt of thalamide followed by hydrolysis** - This method refers to Gabriel's thalamide synthesis. - The potassium salt of thalamide reacts with an alkyl halide, leading to the formation of an alkylamide, which upon hydrolysis yields a primary amine. - The carbon chain from the alkyl halide is incorporated into the final amine product, thus retaining the same number of carbon atoms. - **Conclusion**: This method maintains the same number of carbon atoms. **(Correct)** 4. **Option D: Treatment of amide with bromine in aqueous solution of sodium hydroxide** - This reaction is known as Hofmann degradation. - When an amide is treated with bromine and sodium hydroxide, it results in the formation of a primary amine \( R-NH2 \) but with the loss of one carbon atom from the original amide. - **Conclusion**: This method results in a decrease in the number of carbon atoms. **(Incorrect)** ### Final Answer: The correct options that yield amines with the same number of carbon atoms as in the reactants are: - **A, B, and C**.

To determine which methods of preparing amines yield products with the same number of carbon atoms as the reactants, we will analyze each option provided in the question. ### Step-by-Step Solution: 1. **Option A: Reaction of nitrile with lithium aluminum hydride** - Nitriles have the general structure \( R-C \equiv N \). - When nitriles are reduced with lithium aluminum hydride (LiAlH4), they yield primary amines of the form \( R-CH2-NH2 \). - The carbon chain remains the same since one carbon atom from the nitrile is retained in the amine product. ...
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