Summary
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1.
It has been shown that paraformaldehyde reacts with alkyl- and aryl-phosphonous dichloxides with formation of alkyl- and aryl-(chloromethyl)phosphmic chlorides; the free phosphinic acids and their esters have been prepared.
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2.
It has been shown that diphenylphosphinous chloride reacts with paraformaldehyde with formation of (chloromethyl)diphenylphosphtne oxide.
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3.
It has been suggested that the mechanism of the reaction of phosphonous and phosphinous chlorides with aldehydes is similar to that of the reaction of phosphorus trichloride with aldehydes and includes the stages of the formation of a bis(1-chloroalkyl)phosphonous ester, its Arbuzov rearrangement, and the replacement of ester groupings by chlorine.
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Kabachnik, M.I., Shepeleva, E.S. Reactions of aldehydes with phosphonous and phosphinous chlorides. Russ Chem Bull 2, 763–767 (1953). https://doi.org/10.1007/BF01178855
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DOI: https://doi.org/10.1007/BF01178855