addition of a chlorine can either generate another chiral centre , remove the existing one or generate no chiral centre . in the firsrt case we can get a mesomer with two chiral centres that will be opticaly inactive , and i could not get any isomer fitting the second case Remember that fractional distillation can separate diastereomers , other compounds from 1 2 3 cases will be optically active bcoz we will not get a racemic mixture as the starting compound is optically pure. so basically problem reduces to finding any mesomer or compond with 0 chiral centres from the monochlorination of ®-2-chloro-2,3_dimethylpentane . but my morrison boyd book says that 1 optically inactive fraction will be obtained . pls help
