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Compound (A) on oxidation with hot KMnO(...

Compound (A) on oxidation with hot `KMnO_(4)//overset(Theta)OH` gives 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 structures :

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"=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_(#)-underset(CH_(3))underset("| ")"CH"-C-=C-underset(CH_(3))underset("| ")"CH"CH_(3)`

Text Solution

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The correct Answer is:
To determine the structure of compound (A) based on the information given, we need to analyze the products formed after oxidation with hot KMnO4 in the presence of OH-. The products are: 1. **Carboxylic acid:** \( CH_3-COOH \) (Acetic acid) 2. **Ketone:** \( CH_3C(=O)CH_2CH_2CH_3 \) (A ketone with a five-carbon chain) ### Step-by-Step Solution: 1. **Identify the Products:** - The first product is a carboxylic acid, which suggests that one part of the original compound (A) must contain a carbon that can be oxidized to a carboxylic acid. - The second product is a ketone, indicating that there is a carbon-carbon double bond in compound (A) that gets cleaved during the oxidation process. 2. **Determine the Structure of Compound (A):** - The presence of both a carboxylic acid and a ketone suggests that compound (A) is likely an alkene or alkyne, as these can undergo oxidative cleavage. - The carboxylic acid \( CH_3-COOH \) indicates that one of the fragments after cleavage is a methyl group (CH3) attached to a carbon that is oxidized to COOH. - The ketone \( CH_3C(=O)CH_2CH_2CH_3 \) indicates that the other fragment has a longer carbon chain. 3. **Construct the Alkene Structure:** - The simplest structure that can yield both products upon oxidative cleavage is an alkene. - The double bond in compound (A) must be between the carbon that leads to the ketone and the carbon that leads to the carboxylic acid. 4. **Final Structure:** - The most likely structure for compound (A) is: \[ CH_3-CH=CH-CH_2-CH_3 \] - This structure contains a double bond between the second and third carbon atoms. Upon oxidation, it will yield the carboxylic acid and ketone as described. ### Conclusion: The structure of compound (A) is \( CH_3-CH=CH-CH_2-CH_3 \).

To determine the structure of compound (A) based on the information given, we need to analyze the products formed after oxidation with hot KMnO4 in the presence of OH-. The products are: 1. **Carboxylic acid:** \( CH_3-COOH \) (Acetic acid) 2. **Ketone:** \( CH_3C(=O)CH_2CH_2CH_3 \) (A ketone with a five-carbon chain) ### Step-by-Step Solution: 1. **Identify the Products:** ...
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