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Reductions Involving Aldehydes or Ketones

Which of the ...

Question

Which of the following is true for the given reaction ?

A

Product is optically acitve

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B

Product is optically inactive

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C

Product is mixture of two diastereomers

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D

Product has no chiral carbon

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Solution

The correct option is A Product is optically acitve
$C_{6} H_{5} C O C_{5} H_{9} i) L i A l H_{4} - ------- \to i i) N H_{4} C l (a q .) P h C (O H) H C_{5} H_{9}$
here the reactant $L i A l H_{4}$ acts as a reducing agent.
Since the product contains a chiral center, thus the compound is optically active.

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Q. An organic compound having a carbon attached to four different groups is optically active. But, is the opposite also true? That is, do all optically active organic compounds have chiral carbons? Not necessarily. Presence or absence of chiral center is not the sufficient criterion for optical activity. The ultimate criterion is presence or absence of either plane or center of symmetry. Two compounds which are non-superimposable mirror images of each other are called enantiomers. If a compound contains more than one chiral carbon, new words are required to describe the relationship between various stereoisomers of the compounds. Those words are diastereomers and mesomers.
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(A)

C H_{3} - C H = C = C H_{2}

C H_{3} - C H = C = C H - C H_{3}

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