[CONTRIBUTION
FROM THE
LABORATORIES OF
THE
SHELL DEVELOPMENT COMPANY]
THE HIGH-TEMPERATURE CHLORINATION OF SATURATED ALIPHATIC MONOCHLORIDES. FREDERICK F. RUST
AND
A “VICINAL” EFFECT’
WILLIAM E. VAUGHAN
Received December 23, 1940
Although a considerable amount of study has been given the subject of the production of dichlorides from monochlorides a t low temperatures, usually in liquid phase and in the presence of catalysts, the high-temperature, vapor-phase reactions received little attention until Hass, McBee, and their co-workers entered the field. These investigators (4, 5 , 6, 7, 10, 11, 12) have intensively studied many factors affecting the yields of isomeric monochlorides and dichlorides and have presented a set of rules to cover the data. For example, they report (7) that whereas the ordinary reactivity of hydrogen atoms towards substitution by chlorine is in the order primary