Question

Select correct statement about the product (P) of the reaction:

• A. P is optically inactive due to internal compensation
• B. P is optically inactive due to the presence of plane of symmetry in the molecule
• C. The structure of P can have three optical isomers possible.
• D. P can have four possible optical isomers.

Answer 1

Answer: (A), (B)

P is optically inactive due to internal compensation
P is optically inactive due to the presence of plane of symmetry in the molecule

Because of polar mechanism, the addition takes place in trans form with the formation of cyclocarboration P is $C{H}_3-CHBr-CHBr-C{H}_3$. In this case of meso compounds with two chiral centres, the configuration of compound either R,S or S,R, meso compounds with such internal compensation are optically inactive as rotation by one chiral center is compensated by second chiral center.