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Which of the following will not yield ac...

Which of the following will not yield acetic acid on strong oxidation ?

A

Butanone

B

Propanone

C

Ethyl ethanoate

D

Ethanol

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound will not yield acetic acid upon strong oxidation, we will analyze each of the given options step by step. ### Step 1: Identify the Compounds We need to consider the following compounds: 1. Butanone 2. Propanone 3. Ethyl ethanoate 4. Ethanol ### Step 2: Analyze Butanone Butanone (C4H8O) has the structure: \[ \text{CH}_3\text{CH}_2\text{C}(=O)\text{CH}_3 \] When subjected to strong oxidation (for example, using KMnO4 in acidic medium), butanone will oxidize to yield two molecules of acetic acid (CH3COOH) due to the cleavage of the carbon chain. Therefore, butanone **will yield acetic acid**. ### Step 3: Analyze Propanone Propanone (C3H6O), also known as acetone, has the structure: \[ \text{CH}_3\text{C}(=O)\text{CH}_3 \] Upon strong oxidation, propanone will also yield acetic acid. The oxidation process will break the carbon chain and produce acetic acid (CH3COOH) and formic acid (HCOOH). Thus, propanone **will yield acetic acid**. ### Step 4: Analyze Ethyl Ethanoate Ethyl ethanoate (C4H8O2), also known as ethyl acetate, has the structure: \[ \text{CH}_3\text{COOCH}_2\text{CH}_3 \] When ethyl ethanoate is subjected to strong oxidation, it does not directly yield acetic acid. Instead, it undergoes hydrolysis to produce acetic acid and an alcohol, but this process is not oxidation. Therefore, ethyl ethanoate **will not yield acetic acid upon strong oxidation**. ### Step 5: Analyze Ethanol Ethanol (C2H5OH) has the structure: \[ \text{CH}_3\text{CH}_2\text{OH} \] When ethanol is oxidized using a strong oxidizing agent like K2Cr2O7, it first converts to acetaldehyde (CH3CHO) and then further oxidizes to acetic acid (CH3COOH). Thus, ethanol **will yield acetic acid**. ### Conclusion Based on the analysis, the compound that **will not yield acetic acid upon strong oxidation** is **ethyl ethanoate**. ### Final Answer **C. Ethyl ethanoate** will not yield acetic acid on strong oxidation.
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