Question

consider the following sequence of reactions. CC(C)C(=O)CN (A) $\frac{\text { (i) } \mathrm{LiAlH}_{4}}{\text { (ii) } \mathrm{H}_{2} \mathrm{O}}{\longrightarrow}(\mathrm{B})$ The final product (B) is (A) CNC(C)(O)C(C)C (B) [X][M]C(C)C(C)C (C) CC(C)NC(C)C(C)C (D) CN=C(C)C(C)Br

Short answer

The final product (B) is option (C) \(CC(C)NC(C)C(C)C\), which has the primary amine and the alcohol groups in their appropriate positions.

Step-by-step solution

Identify reaction 1 - Reduction of amide with LiAlH4

LiAlH4 is a strong reducing agent used for the reduction of carbonyl-containing compounds like esters, aldehydes, and ketones. In this case, it reacts with the amide functional group present in the starting compound (A), converting it to an amine. The carbonyl carbon becomes a primary amine group. The product formed after the reaction with LiAlH4 would be an amine-aluminum alkoxide complex, which upon hydrolysis, would give the primary amine.

Identify reaction 2 - Hydrolysis of Alkoxide

After treatment with LiAlH4, the amine-aluminum alkoxide complex is hydrolyzed with water (H2O). During this step, the aluminum alkoxide is converted into an alcohol group and the aluminum ion is removed. This step provides the final product (B).

Compare the predicted final product (B) with the given options

Based on the reaction analysis, the final product (B) should have an alcohol group where the carbonyl was located and a primary amine group. Comparing this information with the given options: Option (A): The starting compound is given; it is not the final product. Option (B): This option shows a metal atom connected to the carbon chain, which is not consistent with the expected product. Option (C): This structure contains the primary amine and the alcohol groups in their appropriate positions. This matches the expected product, and therefore, the correct answer is (C). Option (D): This structure shows a nitrile (CN) group and a bromide, which is not expected in the final product. So, the final product (B) is option (C) CC(C)NC(C)C(C)C.