JEE Advance - Chemistry (2014 - Paper 1 Offline - No. 20)
Consider all possible isomeric ketones including stereoisomers of MW = 100. All these isomers are independently reacted with NaBH4 (Note : stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are
Answer
5
Explanation
Molecular weight of the ketone is 100. So, molecular formula = C6H12O.
The possible number of ketones with molecular formula C6H12O is six. Out of these, the total number of ketones that give a racemic product(s) on reaction with NaBH4 is 5. The structure with chiral carbon will not give racemic product on reduction.
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