Summary
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1.
Reliable methods for the preparation of dicyclohexylphosphorous acid, of dicyclohexyl phosphorochloridite, and of tricyclohexyl phosphite have been found.
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2.
The following mixed esters, of phosphorous acid have been prepared: methyl, ethyl, butyl, and benzyl dicyclohexyl; and cyclohexyl o-phenylene.
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3.
Methyl, ethyl, butyl, and benzyl dicyclohexyl phosphites, react with cuprous halides, farming viscous liquids that do,not crystallize.
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4.
Tricyclohexyl phosphite and cyclohexyl o-phenylene phosphite form well crystallizing complex compounds with cuprous bromide.
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5.
Methyl, ethyl, butyl, and benzyl dicyclohexyl phosphites behave in a peculiar fashion in the isomerization reaction with the corresponding: alkyl halides at 200–220°, cyclohexane and the corresponding alkylphosphonic acids being formed.
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Literature cited
H. G. Cook, d. D. Hett et al. J. Chem. Soc. 2921 (1949).
A. E. Arbuzov and B. A. Arbuzov, J. Russ. Phys. Chem. Soc. 61, 1923. (1929).
A. E. Arbuzov and F. G. Valitova, Bull. Acad. Sci. USSR, Div. Chem. Sci. No. 4, 533 (1940).
A. E. Arbuzov, “Catalysis Phenomena Associated with the Reactions of certain Phosphorus Compounds”, A monograph, p. 144 (1914).
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Arbuzov, A.E., Valitova, F.G. Phosphorous acid derivatives containing a cyclohexyl radical. Russ Chem Bull 1, 723–728 (1952). https://doi.org/10.1007/BF01198855
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DOI: https://doi.org/10.1007/BF01198855