Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Syntheses and PMR Studies of Pentachlorocyclohexanecarbonitrile, Pentachloromethylcyclohexane and Tetrachlorodimethylcyclohexane
Makoto KISOYasuo IRIEYuzuru SANEMITSUNorio KURIHARAMinoru NAKAJIMA
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1975 年 39 巻 2 号 p. 451-457

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DL-(1245/36)*2-2, 3, 4, 5, 6-Pentachlorocyclohexanecarbonitrile was synthesized from (1234/56)-1, 4, 5, 6-tetrachloro-2, 3-epoxycyclohexane (α-BTC cis-epoxide). DL-(1245/36)-2, 3, 4, 5, 6-Pentachloro-1-methylcyclohexane was synthesized from the nitrile via DL-(1245/36)-2, 3, 4, 5, 6-pentachlorocyclohexylmethanol, the structure of which was confirmed by PMR spectroscopy using spin decoupling techniques and the shift reagent, Eu (DPM)3. This series of compounds was shown to have the same configuration as γ-BHC. The conformational equilibrium of these compounds is discussed. DL-(1245/36)-2, 3, 5, 6-Tetrachloro-1, 4-dimethyl-cyclohexane was synthesized by a stepwise route involving a Diels-Alder reaction of trans, trans-hexadiene-2, 4 with maleic anhydride.
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