Positive Halogen Compounds. VIII. Structure and ... - ACS Publications

Oct. 20, 1963

N-BROMOSUCCINIMIDE BROMINATIONS

3129

ORGANIC AND BIOLOGICAL CHEMISTRY [COSTRIBUTION FROM

THE

DEPARTMENT O F CHEMISTRY, COLUMBIA UNIVERSITY, NEW YoRK 27,

Positive Halogen Compounds. VIII.

x, y.]

Structure and Reactivity in N-Bromosuccinimide Brominations1

BY CHEVESWALLING,ANNEL. R I E G E R AND , ~ DENNISD . TANNER RECEIVEDMARCH23, 1963 Relative reactivities of a variety of hydrocarbons toward N-bromosuccinimide ( NBS) have been compared in CCla (heterogeneous system) at 80"; KBS is found t o be highly selective, relative reactivities per H , toluene = 1, range from