Alcohols Phenols and EthersmediumMCQ SINGLE

See imageAlcohols Phenols and Ethers Chemistry Question

Question

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Chemistry diagram for: See image
Answer: D

💡 Solution & Explanation

Step 1: Identify the starting material. The structure shown is tetrahydropyran-2-one (a six-membered lactone/delta-lactone) bearing a -CHO (aldehyde) group at C4. Step 2: Reaction with LiAlH4. LiAlH4 is a powerful reducing agent that reduces all carbonyl-containing functional groups: - Lactone (cyclic ester) → reduced to diol (opens the ring, giving a primary alcohol from the carbonyl carbon and keeping the oxygen as an alcohol). Specifically, a lactone is reduced to give a 1,omega-diol: the ester C=O becomes -CH2OH and the ring oxygen becomes a free -OH on the adjacent carbon. For a six-membered lactone (delta-lactone), reduction gives 1,5-pentanediol framework: the ring opens to give HO-CH2-CH2-CH(-CH2OH)-CH2-CH2-OH... more precisely, the lactone C=O becomes CH2OH and the alkyl-oxygen bond gives another OH. - Aldehyde (-CHO) → primary alcohol (-CH2OH). Step 3: Count OH groups in Q. The starting material has two reducible groups: one lactone and one aldehyde. - Lactone reduction: yields 2 alcohol groups (the lactone ring opens to give 2 -OH groups). - Aldehyde reduction: yields 1 alcohol group (-CH2OH). - Total OH groups in Q = 2 + 1 = 3. Step 4: Consider product P. Since the question asks for sum of alcoholic groups in P and Q, and the answer is 5, product P must contain 2 alcoholic groups. P likely arises from a similar or related reaction (the question is cropped, but P presumably comes from LiAlH4 reduction of a related lactone or ester without the aldehyde, giving 2 OH groups), OR P comes from a reaction shown in the uncropped portion. Given answer = 5 and Q has 3 OH groups, P must have 2 OH groups. Step 5: Sum = P (2 OH) + Q (3 OH) = 5. Why other options fail: - (a) 1: Far too low; even one lactone reduction gives 2 OH. - (b) 2: Too low; Q alone gives 3 OH. - (c) 3: This would be Q alone, ignoring P's contribution. - (d) 5: Correct, P contributes 2 OH and Q contributes 3 OH. Therefore, the correct answer is D.

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