Consider all possible isomeric ketones, including stereoisomers of MW = 100. All these isomers are independently reacted with NaBH 4 (NOTE: stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are
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(5)
(1)

Will not give a racemic mixture on reduction with NaBH 4
(2) 
Will give a racemic mixture on reduction with NaBH 4
(3) 
Will give a racemic mixture on reduction with NaBH 4
(4)

Will give a racemic mixture on reduction with NaBH 4
(5) 
Will give a racemic mixture on reduction with NaBH 4
(6) 
Will give a racemic mixture on reduction with NaBH 4
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