La spécificité des halogénations atomiques I. La réaction de la N‐chlorosuccinimide avec le toluène

Abstract

SUMMARYThe thermal reaction of N-chlorosuccinimide with toluene has been investigated and an atomic and free radical mechanism for the reactions of N-haloimides in non-polar media proposed. Because of the small steric factors of reactions between polyatomic particles, these reagents do not react directly, but act as a source of molecular halogen, which by an atomic mechanisni leads to the observed reactions. This explains the long induction period, followed by a rapid reaction, the accelerating effect of HC1 and H,O and the inhibition by 0,. It accounts also for the well-known specificity of compounds of this type t o substitute in a to a double bond.