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The reaction of acetaldehyde and HCN, fo...

The reaction of acetaldehyde and HCN, followed by complete acid hydrolysis gives

A

`CH_(2)=CH-COOH`

B

`CH_(3)-CH(OH)CONH_(2)`

C

`CH_(3)CH(OH)COOH`

D

`CH_(2)=CHCONH_(2)`

Text Solution

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The correct Answer is:
To solve the problem of the reaction between acetaldehyde and HCN followed by complete acid hydrolysis, we will proceed step by step. ### Step 1: Understand the Reactants Acetaldehyde is represented by the formula CH3CHO. HCN (hydrogen cyanide) contains the cyanide ion (CN⁻), which acts as a nucleophile. **Hint:** Identify the functional groups in the reactants. Acetaldehyde has a carbonyl group (C=O) which is reactive towards nucleophiles. ### Step 2: Nucleophilic Addition When HCN reacts with acetaldehyde, the cyanide ion (CN⁻) attacks the electrophilic carbon of the carbonyl group in acetaldehyde. This results in the formation of a cyanohydrin. The reaction can be depicted as: \[ \text{CH}_3\text{CHO} + \text{HCN} \rightarrow \text{CH}_3\text{C(OH)(CN)} \] **Hint:** Remember that the nucleophile attacks the carbonyl carbon, leading to the formation of a new carbon-oxygen bond. ### Step 3: Formation of Cyanohydrin The product formed after the nucleophilic attack is called a cyanohydrin, which has the structure: \[ \text{CH}_3\text{C(OH)(CN)} \] **Hint:** Recognize that the cyanohydrin contains both a hydroxyl group (-OH) and a cyanide group (-CN). ### Step 4: Acid Hydrolysis Next, we perform complete acid hydrolysis. In this step, the cyanohydrin undergoes hydrolysis in the presence of an acid (H⁺) and water (H₂O). The -CN group will be converted into a carboxylic acid (-COOH). The hydrolysis reaction can be summarized as: \[ \text{CH}_3\text{C(OH)(CN)} + H_2O \rightarrow \text{CH}_3\text{C(OH)(COOH)} \] **Hint:** During hydrolysis, the cyanide group is converted into a carboxylic acid, and water plays a crucial role in this transformation. ### Step 5: Final Product After complete hydrolysis, the final product will be: \[ \text{CH}_3\text{C(OH)(COOH)} \] This compound is 2-hydroxybutanoic acid (or lactic acid). **Hint:** Ensure you can identify the final product's structure and functional groups. ### Conclusion The final product obtained from the reaction of acetaldehyde with HCN followed by complete acid hydrolysis is 2-hydroxybutanoic acid (lactic acid). **Final Answer:** 2-hydroxybutanoic acid (lactic acid).
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