Aldehydes and Ketones - Result Question 48
####58. Consider all possible isomeric ketones including stereoisomers of $MW=100$. All these isomers are independently reacted with $NaBH _4$. The total number of ketones that gives a racemic product(s) is/are NOTE (Stereoisomers are also reacted separately).
(2014 Adv.)
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Answer:
Correct Answer: 58. (5)
Solution:
- Molecular weight of the ketone is 100 So, molecular formula $=C _6 H _{12} O$
Degree of unsaturation $=(6+1)-\frac{12}{2}=1$
According to question, compound contains ketone group. Since, the compound which contain chiral centre lead to the formation of diastereomer while other produces enantiomers. Various isomers and their possible reduced product are as shown below.
(4)
(Here, $(*)$ represents chiral centre)
(6)
(7)
While in case of (4) and (5) they do not produce enantiomer due to the presence of stereogenic centre on ketone.
