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

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.