Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Studies on BHC Isomers and their Related Compounds
Part II. Isomerization of 3, 4, 5, 6-Tetrachlorocyclohexene-1 (BTC) Isomers
Norio KURIHARAYuzuru SANEMITSUYoshiyuki TAMURAMinoru NAKAJIMA
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1970 Volume 34 Issue 5 Pages 790-797

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Abstract
In DMSO (dimethyl sulfoxide) and some other polar solvents thermal isomerization of α-, β-, γ-, δ-, and ε-BTC2) was studied. The time course of interconversion was by studied means of gas-chromatographic analysis. At 100°C more than 100 hr were required to reach an equilibrium, where α-BTC was an almost exclusive component. NaI had a catalytic effect in the reaction. The CS2-AICl3 system caused the isomerization, in some cases very rapidly, at room temperature.
Before reaching equilibrium in the thermal isomerization, convenient chances could be found to isolate δ-BTC from β, and γ-isomer, and γ-BTC from β-BTC. Possible mechanisms and intermediates are discussed.
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