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H(3)C-underset(CH(3)) underset(|)overset...

`H_(3)C-underset(CH_(3)) underset(|)overset(CH_(3)) overset(|)(C)-overset(O)overset(||)(C)-CH_(3) underset((ii)"hydrolysis"//H_(3)O^(+))overset((i)F_(3)C-overset(O)overset(||)(C)-O-overset(18)(O)-H)to` Products.
Which of the following option is/are correct?

A

`(CH_(3))_(3)C-overset(18)(OH)`

B

`CH_(3)CO overset(18)(O)H`

C

`(CH_(3))_(3)COH`

D

`CH_(3)COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given problem, we need to analyze the reaction step by step. The reaction involves a Baeyer-Villiger oxidation followed by hydrolysis. ### Step 1: Identify the Starting Material The starting material is a ketone with the structure: \[ \text{H}_3\text{C}-\text{C}(\text{CH}_3)-\text{C}(\text{O})-\text{C}(\text{CH}_3) \] ### Step 2: Baeyer-Villiger Oxidation In the Baeyer-Villiger oxidation, we introduce an oxygen atom into the ketone. The oxygen is derived from a peracid (in this case, we have a trifluoroacetic acid with an isotope of oxygen, \( ^{18}O \)). The reaction involves the migration of the alkyl group (in this case, the most stable migration is from the tertiary carbon). 1. The oxygen from the peracid will insert into the carbonyl group of the ketone. 2. The migration capability is as follows: tertiary > secondary > primary. Therefore, the tertiary carbon will migrate. After the Baeyer-Villiger oxidation, we will have: \[ \text{CH}_3-\text{C}(\text{CH}_3)-\text{C}(\text{O}-\text{O}^{18})-\text{C}(\text{CH}_3) \] ### Step 3: Hydrolysis Next, we perform hydrolysis. Hydrolysis of the resulting ester will yield an alcohol and a carboxylic acid. 1. The ester formed will be hydrolyzed by water (\( \text{H}_2\text{O} \)). 2. The oxygen from the water will replace the \( O^{18} \) in the ester. The products of the hydrolysis will be: - An alcohol with the structure: \[ \text{CH}_3-\text{C}(\text{CH}_3)-\text{C}(\text{OH})-\text{C}(\text{CH}_3) \] - A carboxylic acid with the structure: \[ \text{CF}_3-\text{C}(\text{O}^{18})-\text{OH} \] ### Final Products The final products after the hydrolysis will be: 1. \( \text{CH}_3-\text{C}(\text{CH}_3)-\text{C}(\text{OH})-\text{C}(\text{CH}_3) \) (an alcohol) 2. \( \text{CF}_3-\text{C}(\text{O}^{18})-\text{OH} \) (a carboxylic acid) ### Conclusion The correct options for the products of the reaction will be based on the structures derived from the above steps.

To solve the given problem, we need to analyze the reaction step by step. The reaction involves a Baeyer-Villiger oxidation followed by hydrolysis. ### Step 1: Identify the Starting Material The starting material is a ketone with the structure: \[ \text{H}_3\text{C}-\text{C}(\text{CH}_3)-\text{C}(\text{O})-\text{C}(\text{CH}_3) \] ### Step 2: Baeyer-Villiger Oxidation In the Baeyer-Villiger oxidation, we introduce an oxygen atom into the ketone. The oxygen is derived from a peracid (in this case, we have a trifluoroacetic acid with an isotope of oxygen, \( ^{18}O \)). The reaction involves the migration of the alkyl group (in this case, the most stable migration is from the tertiary carbon). ...
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