JEE Main Chemistry question
Consider all possible isomeric ketones, including stereoisomers, of molecular weight 100. All these isomers are independently reacted with NaBH₄ (stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are .
Answer: 5
Solution
MW 100 corresponds to C₆H₁₂O (one degree of unsaturation, the C=O). The constitutional ketones possible are: hexan-2-one, hexan-3-one, 2-methylpentan-3-one, 4-methylpentan-2-one, 3-methylpentan-2-one and 3,3-dimethylbutan-2-one (pinacolone) — 6 constitutional isomers. Of these, 3-methylpentan-2-one,
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