Phenylphosphinic acid

Phenylphosphinic acid [benzenephosphinic acid, PhPH(0)(OH)] [1779-48-2] M 142.1, m 70", 71", 83-85", 86", pK 1,75. Cryst from H2O (sol 7.7% at 25°). Purified by placing the solid in a flask covered with dry Et20, and allowed to stand for 1 day with intermittent shaking. Et20 was deeanted off and the proeess repeated. After filtration, excess Et20 was removed in vacuum. [Justus Liebigs Ann Chem 181 265 1876 Anal Chem 29 109 1957 NMR J Am Chem Soc 78 5715 1956.]... 

Phosphotriesterase from P. diminuta (PTE) was found to exhibit high hydrolytic activity towards various types of tetracoordinated phosphorus acid esters. Apart from the phosphonothionate 92, phosphoric acid triesters 94 (Equation 45), °" benzenephosphonic acid diester 95 (Equation 46) ° and methyl-phenylphosphinic acid ester 96 (Equation 47) were also stereoselectively hydrolysed under kinetic resolution conditions. Of course, in the case of the latter three kinds of substrates, half of the reacting ester was irreversibly lost due to the formation of achiral phosphorus acids. 

Preparation of (l-aminopropyl)phenylphosphinic acid — Reaction of a carbonyl compound with benzyl carbamate and a dichlorophosphine... 

Oleksyszyn, J., 1-N-Alkylaminoalkanephosphonic and 1-N-alkylaminoalkyl-phenylphosphinic acids, Synthesis, 722, 1980. 

Maier, L., Herbicidally Active 2-Nitro-5-(2 -chloro-4 -trifluoromethylphe-noxy)phenylphosphinic Acid Derivatives, U.S. Patent 4,343,108, 1984. 

Phenylphosphinic acid and dialkyl sulphoxides are alternatives for, respectively, the reducing agent (formic acid) and the alkylating agent (an aldehyde) used for the TV-alkylation of secondary aliphatic amines (the Eschweiler-Clarke procedure) (equation 55b)166. 

Phosphines Phosphinic acids (C)3-P,R13-P O II R /P oii H Tri-butyl phosphine, tri-naphtyl phosphine Phenylphosphinic acid ls-Jt ls-Jt 2145b 2148.8b... 

An attempt to synthesize N-hydroxycarbonylmethyl-aminomethyl-phenylphosphinic acid (5) by oxidation of bis(N-hydroxycarbonyl-methyl)-aminomethyl-phenylphosphinic acid with oxygen in the presence of catalysts failed. Only decomposition products were... 

Asrar, J., Berger, P. A., and Hurlbut, J., Synthesis and characterization of a fire-retardant polyester Copolymers of ethylene terephthalate and 2-carboxyethyl(phenylphosphinic) acid, J. Polym. Sci., Polym. Chem. Edit., 1999, 37, 3119-3128. 

ETHYLE] EBIS(NITRILODIMETHYLENE)TETRAKIS-(PHENYLPHOSPHINIC ACID)... 

An adaptation of the Mannich reaction can be used to produce an analog of EDTA in which phenylphosphinic acid groups replace the carboxylic acid groups in EDTA. The reaction is very simple, straightforward, and versatile... 

Monoesters of phenylphosphinic acid (231) can be easily prepared in high yield from the reaction of phenylphosphinic acid (232) and the corresponding chloroformates (Scheme 64). ... 

Treatment of bis(a-bromobenzyl)phenylphosphane oxide (19) with 3 mol equiv. of DBU in benzene furnished an ( )-l,2-diphenylvinylphosphorus derivative (20). Solvolysis of 20 in methanol gave ( )-l,2-diphenylvinyl-phenylphosphinic acid methyl ester (21) (79CC390). 

Eventually the phenylphosphonothionic dichloride derivative was found to have a large use as an intermediate for the new insecticide, EPN (A), by its inventor (9) and phenylphosphinic acid (B) was shown to be a good stabilizer against yellowing on heating for Nylon 6-6 by Nylon manufacturers (chart I) (70, 77). 

Beilstein Handbook Reference) AI3-15040 Benzenephosphinic acid Benzenephosphonous acid BRN 2802244 EINECS 217-217-3 Hydroxy-phenylphosphine oxide NSC 2670 Phenylphosphinic acid Phenylphosphonous acid Phosphinic acid, phenyl-. 

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