
- A, / ,
- B, , /
- C, / ,
- D, , /
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Correct answer: C
To determine the correct sequence, let us identify the role of each reagent.
1. Identify the reagents
-
Tollen's reagent: This oxidizes an aldehyde to the corresponding carboxylate/carboxylic acid.
-
Grignard reagent: This adds a methyl group to a carbonyl compound. It reacts with aldehydes/ketones, but it is destroyed by acidic proton sources.
-
Acidic methanol: This is used for esterification of a carboxylic acid to the methyl ester.
2. Logical order of transformation
For such a sequence, the only sensible order is:
- Oxidize aldehyde to carboxylic acid using Tollen's reagent.
- Convert carboxylic acid to methyl ester using .
- React ester with Grignard reagent , which ultimately gives a tertiary alcohol after hydrolysis.
Thus the sequence is:
3. Check the options
Option A
Incorrect. Grignard reagent cannot be used first if oxidation and esterification are needed later in this manner.
Option B
Incorrect. After oxidation to acid, Grignard reagent will be quenched by the acidic proton of the carboxylic acid.
Option C
Correct. This is the proper order:
- aldehyde acid
- acid methyl ester
- ester tertiary alcohol via Grignard reaction
Option D
Incorrect. Tollen's reagent is not used after Grignard addition in such a sequence.
4. Final answer
The correct sequence of reagents is:
So, the correct option is C.
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