KINETICS OF ETARD'S REACTION: PART III. EFFECT OF RING SUBSTITUTION

1964 ◽  
Vol 42 (3) ◽  
pp. 550-553 ◽  
Author(s):  
R. A. Stairs
Keyword(s):  
Carbon Tetrachloride ◽  
Electrophilic Attack ◽  
Carbon Tetrachloride Solution ◽  
Chromyl Chloride ◽  
Entropy Of Activation ◽  
Substituted Toluenes ◽  
Kinetics Of

The initial rates of reaction of a number of para- and meta-substituted toluenes with chromyl chloride in carbon tetrachloride solution have been measured and the results analyzed using Hammett's relation. The results are interpreted in terms of electrophilic attack by CrO2Cl2 molecules. The reaction appears to be marked by an unusually large effect of ring substitution on the entropy of activation. The mechanistic significance of this observation is discussed.

REACTION OF CHROMYL CHLORIDE WITH SOME OLEFINS: PART I. THE PRODUCTS FROM CYCLOHEXENE, CYCLOPENTENE, 1-HEXENE, AND 2-METHYL-1-PENTENE

1963 ◽  
Vol 41 (5) ◽  
pp. 1059-1064 ◽  
Author(s):  
R.A. Stairs ◽  
D. G. M. Diaper ◽  
A. L. Gatzke
Keyword(s):  
Carbon Tetrachloride ◽  
Carbonyl Compounds ◽  
Major Product ◽  
Carbon Tetrachloride Solution ◽  
Chromyl Chloride

Chromyl chloride in carbon tetrachloride solution reacts in the cold with cyclohexene, cyclopentene, and 1-hexene to give the various isomeric chlorohydrins as the major products. The major product from 2-methyl-1-pentene was 2-methylpentanal. Significant amounts of α-chloro carbonyl compounds and some α,β-unsaturated carbonyl compounds were also produced. The significance of these results is discussed.

Sign in / Sign up

Export Citation Format

Share Document