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Which is the most suitable reagent for t...

Which is the most suitable reagent for the following conversion ?
`CH_(3)-CH=CH-CH_(2)-overset(O)overset(||)C-CH_(3)toCH_(3)-CH=CH-CH_(2)-overset(O)overset(||)C-OH`

A

Tollens' reagent

B

Benzoyl peroxide

C

`I_(2)` and NaOH solution

D

Sn and NaOH solution

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AI Generated Solution

The correct Answer is:
To convert the compound \( CH_3-CH=CH-CH_2-C(=O)-CH_3 \) (a ketone) into \( CH_3-CH=CH-CH_2-C(=O)-OH \) (a carboxylic acid), we need to identify the most suitable reagent for this transformation. ### Step-by-Step Solution: 1. **Identify the Functional Groups**: - The starting compound is a ketone (specifically, 4-penten-2-one). - The target compound is a carboxylic acid (specifically, 4-pentenoic acid). 2. **Recognize the Reaction Type**: - The conversion involves the oxidation of a ketone to a carboxylic acid. 3. **Select the Suitable Reagent**: - Common reagents for oxidizing ketones to carboxylic acids include strong oxidizing agents. However, in this case, we can utilize the iodoform test, which is specific for methyl ketones. - The reagent \( I_2 \) (iodine) in the presence of \( NaOH \) (sodium hydroxide) is suitable for this transformation. This is because it can convert the methyl ketone into a carboxylic acid while also producing iodoform (\( CHI_3 \)) as a byproduct. 4. **Reaction Mechanism**: - When the ketone reacts with \( I_2 \) and \( NaOH \), the methyl group adjacent to the carbonyl is oxidized and cleaved off, leading to the formation of the carboxylate ion \( CH_2COO^- \) and iodoform \( CHI_3 \). - The carboxylate ion can then be protonated by adding water or an acid to yield the final carboxylic acid product. 5. **Final Product**: - The final product after the reaction is \( CH_3-CH=CH-CH_2-C(=O)-OH \), which is the desired carboxylic acid. ### Conclusion: The most suitable reagent for the conversion of \( CH_3-CH=CH-CH_2-C(=O)-CH_3 \) to \( CH_3-CH=CH-CH_2-C(=O)-OH \) is \( I_2 \) in the presence of \( NaOH \).

To convert the compound \( CH_3-CH=CH-CH_2-C(=O)-CH_3 \) (a ketone) into \( CH_3-CH=CH-CH_2-C(=O)-OH \) (a carboxylic acid), we need to identify the most suitable reagent for this transformation. ### Step-by-Step Solution: 1. **Identify the Functional Groups**: - The starting compound is a ketone (specifically, 4-penten-2-one). - The target compound is a carboxylic acid (specifically, 4-pentenoic acid). ...
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ICSE-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-EXERCISE (PART-I OBJECTIVE QUESTIONS)
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