If starting mass (SM) of any product shows specific optical rotation then will the product of SM show SOR or not?

Dr. Praveen Kumar Sahu @Dr_Praveen_Sahu2

10 October 2014 1 3K Report

Why is darunavir ethanolate not showing specific optical rotation? Because of the starting mass of it showing specific optical rotation?

Nizar Matar

An organic compound which has a chiral center will show optical rotation. If it undergoes a reaction which results in a product with no optical rotation, then the mechanism of the reaction is the reason behind that. Assume that you have R-2-butanol reacting with HBr by SN1 mechanism, the product will be 50:50 mixture of R-2-bromobutane & S-2-bromombutane & this mixture is a racemate which will not show optical rotation. However, if R-2-butanol reacts with HBr by SN2 mechanism, then S-2-bromobutane only is obtained which shows optical rotation.

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