Abstract
The methyl esters of monochlorinated propenoic and 2-butenoic acids and their Cl 2, BrCl and Br 2 reaction products were separated on an OV-101 capillary column with temperature programming. The unsaturated esters are eluted in the order 2-Cl-C 3 ⩽ trans-3-Cl-C 3 < cis-3-Cl-C 3 < cis-3-Cl-C 4 < trans-2-Cl-C 4 < trans-3-Cl-C 4 < trans-4-Cl-C 4, and their halogenated products in the order of increasing molecular weights. The BrCl compounds with geminal dichloro substitution have lower retention than their regioisomers with geminal bromochloro substitution. As a consequence of the relatively higher retention times of the 2,3,4-trihalo isomers, some geminal BrCl 2 and Br 2Cl homologues have lower retention than the vicinal Cl 3 and BrCl 2 isomers, respectively.
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