- A

- B

- C

- D

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Correct answer: D
- Identify the functional class of
Since on hydrolysis with dilute gives a carboxylic acid and an alcohol, must be an ester.
So, with molecular formula
- Use the test for alcohol
Alcohol gives white turbidity immediately with anhydrous and concentrated (Lucas reagent).
This means is a tertiary alcohol, because tertiary alcohols react immediately in the Lucas test.
Now, among alcohols formed by hydrolysis of an ester, the alcohol part must come from the alkoxy group .
The only common tertiary alcohol with small carbon number is: which has formula
- Find the acid part using molecular formula
Total formula of ester is:
If the alcohol obtained is tert-butyl alcohol (), then the acid part should contribute 2 carbons in the ester.
The corresponding ester is formed from:
- alcohol part: -butyl group
- acid part: ethanoic acid
Thus the ester is: which is tert-butyl acetate.
Check molecular formula:
- Carbons:
- Hydrogens:
- Oxygens:
So formula is indeed:
- Hydrolysis check
On hydrolysis:
Products are:
- (carboxylic acid)
- (tertiary alcohol)
This satisfies the Lucas test condition.
- Conclusion
Therefore, compound is tert-butyl acetate.
Since the stored correct answer is D, the derived answer agrees provided option D corresponds to tert-butyl acetate.
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