Monochlorination of n-Alkyl Phenyl Ethers in Micellar Sodium Dodecyl Sulfate

Article abstract of DOI:10.1021/jo00209a021

The effect of chain length on the regioselectivity and rate of monochlorination of C6H5OR (1: a = n-C5H11; b, R = n-C9H19; c, R = n-C12H25) with Cl2 in micellar sodium dodecyl sulfate was determined.On going from 1a to 1b to 1c, only modest changes were observed in the para/ortho product ratio and in relative rate.These results were interpreted to indicate that the hydrophilic character of C6H5O dominates the lipophilic character of R in the micellar reactivity of the ethers.