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Question

Ph−CH(OH)CH3Specific Rotaion=+50oSOCl2−−−−→PhCl|Cl−CH3
What is the specific rotation of the product?

A
+50o
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B
+60o
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C
60o
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D
Zero
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Solution

The correct option is D +60o
It is an example of SN1 reaction, in which retention takes place. So, if reactant-specific rotation is positive, it should be positive for the product also, but of different value since, the reactant and product are different. Thus, the specific rotation of the product is +600.

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