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Compound A on oxidation with hot KMnO4//...

Compound A on oxidation with hot `KMnO_4//bar(O)H` given two compound `CH_3-underset(CH_3)underset(|)(CH)-COOH and CH_3-overset(O)overset(||)C-CH_2-CH_2-CH_3`. Compound A will have the structure

A

`CH_3-CH_2-underset(CH_3)underset(|)C=underset(CH_3)underset(|)C-CH_2-CH_3`

B

`CH_3-underset(CH_3)underset(|)(CH)-CH=underset(CH_3)underset(|)C-CH_2-CH_2-CH_3`

C

`CH_3-underset(CH_3)underset(|)(CH)-C-=C-CH_3`

D

`CH_3-underset(CH_3)underset(|)(CH)-C-=C-underset(CH_3)underset(|)(CH)-CH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the structure of Compound A, we need to analyze the information given in the question and the results of its oxidation with hot alkaline KMnO4. ### Step-by-Step Solution: 1. **Understanding the Reaction**: - The oxidation of Compound A with hot alkaline KMnO4 indicates that it is likely an alkene or alkyne. This reagent is known to cleave double or triple bonds, resulting in the formation of carbonyl compounds (aldehydes, ketones, or carboxylic acids). 2. **Identifying the Products**: - The products formed after the oxidation are: - **Compound 1**: CH3-CH(CH3)-COOH (which is a carboxylic acid) - **Compound 2**: CH3-C(=O)-CH2-CH2-CH3 (which is a ketone) 3. **Analyzing the Possible Structures of Compound A**: - Since the reaction leads to the formation of one carboxylic acid and one ketone, we need to find a structure for Compound A that, upon cleavage, would yield these products. - The possible structures can be derived from the cleavage of alkenes or alkynes. 4. **Testing Possible Structures**: - Let's consider a structure for Compound A that can produce the given products upon oxidation: - A possible structure could be 2-pentene (CH3-CH=CH-CH2-CH3). - Upon oxidation, this alkene would cleave to form the products mentioned. 5. **Verification**: - If we take 2-pentene and oxidize it with hot alkaline KMnO4, it would break down into: - One part yielding CH3-CH(CH3)-COOH (from the oxidation of an aldehyde) - The other part yielding CH3-C(=O)-CH2-CH2-CH3 (a ketone) - This matches the products given in the question. 6. **Conclusion**: - Therefore, the structure of Compound A is likely to be 2-pentene, which can be represented as: \[ \text{Compound A: } CH_3-CH=CH-CH_2-CH_3 \]
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