Hydrogen phosphite, diethyl

Isopropanol has been used in the above experiment because it gives a greater yield of the phosphite than ethanol gives of diethyl hydrogen phosphite. The latter, b.p. 74 /i4 mm., can be prepared by replacing the isopropanol in the above experiment by 29 ml. (23 g.) of ethanol. 

Triethyl phosphite can be obtained from Virginia Carolina Chemical Corp., Eastman Kodak Co., Aldrich Chemical Co., K and K Laboratories, and Matheson, Coleman and Bell. The presence of dialkyl hydrogen phosphite or trialkyl phosphate is not deleterious, but a correction for assay is required. Fractionation readily separates triethyl phosphite (b.p. 48-49°/ll mm.) from diethyl hydrogen phosphite (b.p. 72°/ll mm.) and triethyl phosphate (b.p. 90°/10 mm.). The presence of amines and amine hydrochlorides may seriously interfere with the alkylation, especially in the case of trimethyl phosphite (see Table I). The checkers redistilled triethyl phosphite obtained from Matheson, Coleman and Bell. 

Diethanol Sulfide Diethanolamine Diethanolethylamine Diethanolmethylamine Diethoxyethylphosphine Oxide Diethoxymethylphosphine Oxide Diethoxyphosphine Oxide Diethyene Disulfide Diethyl Acid Phosphate Diethyl Ethanephosphonate Diethyl Ethylphosphonate Diethyl Hydrogen Phosphate Diethyl Hydrogen Phosphite Diethyl Hydrogen Phosphonate Diethyl Isopropylphosphonate Diethyl Methanephosphonate Diethyl Methylphosphonate Diethyl Phosphate Diethyl Phosphite Diethyl Phosphonate Diethyl Phosphoric Acid Diethyl(2-hydroxyethyl)amine Diethyl(/S-hydroxyethyl)amine Diethylaminoethanol Diethylethanolamine Diethylfosfit... 

We found that diethyl hydrogen phosphite (almost certainly as the tautomeric diethyl phosphonate (IV)), reacted very nadily with chlorine to give the required diethyl phosphoro-chloridate (V) in 87 per cent yield ... 

Keywords diethyl hydrogen phosphite, aromatic aldehyde, magnesia, surface-mediated reaction, diethyl 1 -hydroxyarylmethylphosphonate... 

If efficient mixing is not obtained, hydrogen chloride may be liberated locally and one of the ethyl groups eliminated as ethyl chloride with the resulting appearance of diethyl hydrogen phosphite in the final distillate. 

An interesting application of this method is the preparation of (0,P)- and N,P)-acetals, not otherwise an easy process. Treatment of an aldehyde with diethyl hydrogen phosphite in the presence of TiCU affords the (a-hydroxy) phosphonate in good yield (Eq. 235) [539,540]. Alternatively, the methoxy group of an (N,0)-acetal was replaced with a phosphonate group via the reaction of triethyl phosphite and TiCU (Eq. 236) [541], In the latter reaction the resultant phosphonate was subsequently used as an olefination reagent. 

Diethyl phosphonate (formerly Diethyl phosphite or Diethyl hydrogen phosphite). 

Reduction of phenols. The reagent provides a means for the reduction of a phenol to the parent hydrocarbon. A solution of the phenol and diethyl hydrogen phosphite in carbon tetrachloride is treated with trielhylamine and allowed to stand... 

Khachatryan. R.A., Ovsepyan, S.A., and Indz.hikyan, M.G., Synthesis of 2-propenyl- and 2-propynyl-phosphonates from diethyl hydrogen phosphite and potassium carbonate, Zh. Obshch. Khim., 57, 1709, 1987 . 1. Gen. Chem. USSR (Engl. Transl.), 57, 1524, 1987. 

Platonov, A.Y., Sivakov, A.A., Chistokletov, V.N., and Maiorova, E.D., Reaction of diethyl hydrogen phosphite with activated alkenes in heterophase KjCO,/ethanol system, Zh. Obshch. Khim., 69, 514, 1999 Russ. J. Gen. Chem. (Engl. Transl.), 69, 493, 1999. 

DMHP dimethyl (hydrogen] phosphite DEHP diethyl [hydrogen] phosphite Sulfur monochloride Sulfur dichloride Thionyl chloride Ethyldiethanolamine Methyldiethanolamine Triethanolamine... 

Diethyl hydrogen phosphite, 31, 112 Diethyl malonate, 30, 70 Diethyl methylphosphonate, 31, 34 Diethyl o-nitrobenzoylmalonate, 30, 71 Diethyl sodium phthalimidomalonate, 30, 7... 

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