Summary
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1.
Certain alkylphosphonous esters have been synthesized.
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2.
Their ability to combine with halogen, sulfur, and selenium and to undergo oxidation has been demonstrated.
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3.
The ability of ethylphosphonous dichloride to unite readily with sulfur in presence of a catalyst has been demonstrated.
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4.
The greater ease with which the esters RP(OR)2, as compared with the esters P(OR)3, and ArP(OR)2, undergo addition and isomerization reactions has been demonstrated, and an explanation has been given for this phenomenon.
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5.
Esters of dialkylphosphinic and alkylphosphonoselonic acids have been synthesized for the first time.
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6.
Methods have been given for the synthesis of alkylphosphonothionic acids.
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Literature cited
A. E. Arbuzov, “Catalysis Phenomena in the Reactions of Certain Phosphorus Compounds”, Kazan, 1914.
R. B. Fox, J. Am. Chem. Soc. 72, 4147 (1950).
M. Kharasch, E. Jensen, S. Weinhause, J. Org. Chem. 14, 429, (1951).
F. Guichard, Ber. 32, 1572 (1899).
A. Hofmann, Ber. 4, 605 (1871).
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Razumov, A.I., Mukhacheva, O.A. & Sim-Do-Khen Certain alkylphosphonothionic, alkylphosphonoselenonic, dialkylphosphinic, and alkylphosphonous esters, and the mechanism of addition to alkylphosphonous esters. Russ Chem Bull 1, 797–802 (1952). https://doi.org/10.1007/BF01198866
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DOI: https://doi.org/10.1007/BF01198866