HydrocarbonsmediumMCQ SINGLE

See imageHydrocarbons Chemistry Question

Question

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Chemistry diagram for: See image
Answer: B

💡 Solution & Explanation

Concept: MCPBA is a peracid that performs epoxidation of alkenes via a concerted, syn-addition mechanism (both oxygen atoms delivered to the same face of the double bond). The substrate shown is allyl alcohol (2-propen-1-ol): CH2=CH-CH2OH. Step 1 - Identify the substrate: The structure drawn is allyl alcohol, CH2=CH-CH2OH, a simple terminal alkene with a hydroxymethyl group. Step 2 - Epoxidation with MCPBA: MCPBA reacts with the C=C double bond to give glycidol (2,3-epoxypropan-1-ol), also known as the epoxide of allyl alcohol. The product is an epoxide: an oxirane ring bearing a CH2OH substituent. Step 3 - Analyze stereochemistry of the product: Glycidol has one chiral center (C2 of the epoxide ring). Since the starting material (allyl alcohol) is achiral and the MCPBA epoxidation is not enantioselective (no chiral catalyst), the reaction produces equal amounts of (R)- and (S)-glycidol. This is a racemic mixture. Step 4 - Evaluate options: (a) Meso - incorrect, meso requires at least two stereocenters with an internal plane of symmetry; glycidol has only one stereocenter. (b) Racemic - correct, equal amounts of R and S enantiomers are formed. (c) Diastereomers - incorrect, diastereomers would require two or more stereocenters giving non-mirror-image stereoisomers. (d) Optically inactive due to absence of chiral center - incorrect, the epoxide product does have a chiral center. Therefore, the correct answer is B.

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