- A/acetic acid,
- B/acetic anhydride,
- C/,
- D/, anhydrous
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Correct answer: B
- Identify the transformation
We need to convert toluene 4benzyl methyl group4 into benzaldehyde:
This is controlled side-chain oxidation of an alkylbenzene.
- Check each reagent
Option A: /acetic acid,
This is a strong oxidizing system. Such reagents generally oxidize the benzylic side chain further, not stopping cleanly at the aldehyde stage. The product tends toward benzoic acid rather than benzaldehyde.
So, A is not suitable.
Option B: /acetic anhydride,
This is the Etard-type controlled oxidation condition used for converting toluene to benzaldehyde. In acetic anhydride, overoxidation is suppressed, and after hydrolysis:
So, B is correct.
Option C: /,
is a very strong oxidizing agent for benzylic side chains. Toluene is oxidized completely to benzoic acid:
Hence, C is incorrect.
Option D: /, anhydrous
This is the GattermannKoch formylation reagent. It introduces a formyl group directly onto benzene rings by electrophilic substitution. It is used for:
It is not oxidation of toluene to benzaldehyde.
So, D is incorrect.
- Conclusion
The reagent that easily oxidizes toluene to benzaldehyde is:
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