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The compound CH(3)-overset(CH(3))overset...

The compound `CH_(3)-overset(CH_(3))overset(|)C=CH-CH_(3)`
on reaction with `NalO_(4)` in the presence of `KMnO_(4)` gives

A

`CH_(3)COCH_(3)`

B

`CH_(3)COCH_(3)+CH_(3)COOH`

C

`CH_(3)COCH_(3)+CH_(3)CHO`

D

`CH_(3)CHO+CO_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction of the compound \( CH_3C(CH_3)=CH-CH_3 \) with sodium periodate (\( NaIO_4 \)) in the presence of potassium permanganate (\( KMnO_4 \)). ### Step-by-Step Solution: 1. **Identify the Compound**: The compound given is \( CH_3C(CH_3)=CH-CH_3 \). This is an alkene due to the presence of a double bond between the carbon atoms. 2. **Understand the Reagents**: - **Sodium Periodate (\( NaIO_4 \))**: This reagent is known for its oxidative cleavage capability, which means it can break double bonds and convert them into carbonyl compounds (aldehydes or ketones). - **Potassium Permanganate (\( KMnO_4 \))**: This reagent is a strong oxidizing agent that can add hydroxyl groups (OH) across the double bond in a cis manner. 3. **Cis Addition of Hydroxyl Groups**: When \( KMnO_4 \) is used, it will add hydroxyl groups to the double bond in a cis configuration. Therefore, the double bond in the compound will be converted into a 1,2-diol: \[ CH_3C(CH_3)(OH)CH(OH)CH_3 \] This results in a compound with two hydroxyl groups on adjacent carbon atoms. 4. **Oxidative Cleavage by Sodium Periodate**: After the formation of the 1,2-diol, the \( NaIO_4 \) will cleave the bond between the two carbons that have the hydroxyl groups. This cleavage will yield: - A ketone from the secondary alcohol (the carbon with two methyl groups). - An aldehyde from the primary alcohol (the carbon with one methyl group). The products from this cleavage will be: - **Ketone**: \( CH_3C(=O)CH_3 \) (Acetone) - **Aldehyde**: \( CH_3CHO \) (Acetaldehyde) 5. **Further Oxidation of Aldehyde**: Since \( KMnO_4 \) is still present in the reaction mixture, the acetaldehyde (\( CH_3CHO \)) will undergo further oxidation to form a carboxylic acid: \[ CH_3CHO \xrightarrow{KMnO_4} CH_3COOH \] This results in the formation of acetic acid (ethanoic acid). 6. **Final Products**: The final products of the reaction are: - Acetone (\( CH_3C(=O)CH_3 \)) - Acetic acid (\( CH_3COOH \)) ### Conclusion: Thus, the final answer to the question is that the reaction of the compound \( CH_3C(CH_3)=CH-CH_3 \) with \( NaIO_4 \) in the presence of \( KMnO_4 \) gives acetone and acetic acid.
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