The correct sequence of reagents for the preparation of Q and R is :- A
- B
- C
- D
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Correct answer: A
-
Identify the likely transformations involved
From the reagent sets, we recognize two standard reactions of alkyl benzenes:
-
: this is the catalytic dehydrogenation condition used to convert an alkyl side chain into an alkenyl side chain, e.g. (ethylbenzene to styrene)
-
: Etard oxidation, which converts a benzylic methyl group into an aldehyde:
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followed by : this strongly suggests a Cannizzaro reaction followed by acidification, applicable to benzaldehyde: and on acidification,
-
-
Build the correct sequence logically
Since steps (iii) and (iv) are and then , the compound formed in step (ii) must be benzaldehyde (or a similar non-enolizable aldehyde) so that Cannizzaro reaction can occur.
Therefore step (ii) should be:
Now, what should step (i) be before that?
To get benzaldehyde by Etard oxidation, the substrate for step (ii) should be toluene.
Among the options, the sequence where step (i) first forms toluene appropriately from the earlier aromatic hydrocarbon setup is the one beginning with:
This matches the standard conversion pattern used in such hydrocarbon sequences.
-
Check options one by one
Option A
- Step (ii) gives benzaldehyde.
- Steps (iii), (iv) correctly convert benzaldehyde via Cannizzaro reaction to alcohol + acid.
- Sequence is chemically consistent.
Option B
- If Etard oxidation is done first, an aldehyde is formed.
- Applying dehydrogenation conditions after aldehyde formation is not the logical sequence here.
- Inconsistent.
Option C
- would strongly oxidize benzylic side chains to carboxylic acids, not aldehydes.
- Cannizzaro after that is not possible.
- Incorrect.
Option D
- The first reagent does not fit the needed transformation as well as option A.
- Less chemically appropriate.
- Incorrect.
-
Conclusion
The only chemically correct sequence is:
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