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Which of the following on hydrolysis for...

Which of the following on hydrolysis forms acetic acid

A

`CH_(3)`CN

B

`CH_(3) OH`

C

`C_(2)H_(5)`OH

D

`C_(2)H_(5) NH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds forms acetic acid upon hydrolysis, we will analyze each option step by step. ### Step 1: Identify the Compounds The given options are: 1. CH3CN (Acetonitrile) 2. CH3OH (Methanol) 3. C2H5OH (Ethanol) 4. C2H5NH2 (Ethylamine) ### Step 2: Analyze CH3CN (Acetonitrile) - Acetonitrile (CH3CN) contains a cyano group (–C≡N). - Upon hydrolysis, the cyano group can be converted into a carboxylic acid. **Hydrolysis Mechanism:** 1. Protonation of the nitrogen in the cyano group occurs. 2. Water attacks the carbon, leading to the formation of an intermediate. 3. Tautomerization occurs, resulting in the formation of an amide (CH3CONH2). 4. Further hydrolysis of the amide yields acetic acid (CH3COOH). **Conclusion for CH3CN:** - Hydrolysis of CH3CN results in acetic acid. ### Step 3: Analyze CH3OH (Methanol) - Methanol is an alcohol and does not contain a functional group that can be converted into a carboxylic acid through hydrolysis. - Hydrolysis of alcohols typically does not yield carboxylic acids. **Conclusion for CH3OH:** - Hydrolysis of CH3OH does not produce acetic acid. ### Step 4: Analyze C2H5OH (Ethanol) - Ethanol is also an alcohol. - Similar to methanol, hydrolysis of ethanol does not lead to the formation of carboxylic acids. **Conclusion for C2H5OH:** - Hydrolysis of C2H5OH does not produce acetic acid. ### Step 5: Analyze C2H5NH2 (Ethylamine) - Ethylamine is an amine. - Hydrolysis of amines does not yield carboxylic acids. **Conclusion for C2H5NH2:** - Hydrolysis of C2H5NH2 does not produce acetic acid. ### Final Conclusion Among the given options, only CH3CN (Acetonitrile) undergoes hydrolysis to form acetic acid (CH3COOH). ### Summary - **CH3CN (Acetonitrile)** → Hydrolysis → **Acetic Acid (CH3COOH)** - **CH3OH (Methanol)** → No acetic acid - **C2H5OH (Ethanol)** → No acetic acid - **C2H5NH2 (Ethylamine)** → No acetic acid
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