1. The compound \( P \) contains multiple functional groups, including an ester, a nitrile, and an alkyne.
Similar to (C), but the sequence starts with Lindlar’s catalyst to reduce the alkyne before performing reductions.
The correct pathways result in Q with the desired functional groups.
To solve the problem, we analyze the sequence of reagents needed to convert compound P to compound Q.
1. Understanding the transformation:
- Compound P contains alkynes and ester and nitrile groups.
- Compound Q has diol groups, an aldehyde, and a carboxylic acid.
- The reactions involve selective hydrogenation, reduction, hydrolysis, and oxidation steps.
2. Stepwise analysis of reagents:
- i) Lindlar’s catalyst, H2: Selectively hydrogenates alkynes to cis-alkenes.
- ii) SnCl2/HCl: Reduces nitrile (-CN) to aldehyde (-CHO).
- iii) NaBH4: Reduces aldehydes to alcohols.
- iv) H3O+: Acidic hydrolysis converts ester to carboxylic acid and hydrolyzes acetals or other groups.
3. Correct sequence of reagents:
- i) Lindlar’s catalyst, H2 (alkyne to alkene)
- ii) SnCl2/HCl (nitrile to aldehyde)
- iii) NaBH4 (aldehyde to alcohol)
- iv) H3O+ (ester to acid, other hydrolysis)
4. Corresponding options:
- Option (A): Correct sequence (1, 3, 4)
- Option (C): Contains the same correct sequence though order different, partially correct
- Option (D): Incorrect order for reduction and hydrolysis
Final Answer:
Options (A), (C), and (D) contain the correct reagents 1, 3, and 4 in the sequence needed.
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