Phosphine oxide phenylphosphinic acid

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-. 

The oxide under similar conditions yields a mixture of phenyldichloro-phosphine and phenyl phosphorus oxychloride. Dilute nitric acid transforms phosphobenzene with violence into phenylphosphinous acid, whilst concentrated nitric acid gives the phosphinic acid ... 

The electrochemical reduction of mono- and bis(acyl)phosphine oxides was observed to lead to the corresponding radical anions/ In the field of optically active phosphine oxides, the resolution of l-butyl-3-methyl-3-phospholene oxide with TADDOL derivatives was described/ The preparation of the enantiomers of BINAP and its derivatives was summarized in a review/ The deracemization of tert-butyl-phenylphosphine oxide using dibenzoyltartaric acid afforded one enantiomer in a configurationally stable form, in contrast to suggestions in the literature and to general opinion. The enantiomer of the secondary phosphine oxide was utilized in the preparation of a-hydroxyphosphine oxides (Scheme 64). The adducts were obtained in >95% ee and in >95% de. °... 

Balthazar and coworkers prepared l,3-dihydro-l-hydroxy-3-methyl-l,2,3-benziodoxaphosphole 2-oxide 59 by oxidation of 2-iodophenyhnethyl-phosphinic acid 187 (Scheme 40 1978JOC4538). Benziodoxaphosphole 59 can be converted to the methoxy derivative 188 by treatment with hot methanol. Methoxybenziodoxaphosphole 188 is readily hydrolyzed in moist air to give the initial hydroxybenziodoxaphosphole 59 (1978 JOC4538). Freedman and DeMott reported a similar preparation of the benziodoxaphospholes 189 and 190 by peracetic acid oxidation of 2-iodo-phenylphosphonic acid or (2-iodophenyl)phenylphosphinic acid, respectively (1974PRGE277). 

Phenylenebis(methylene)]bis[bis(4-methylphenyl)]phosphine oxide, P-00119 2-Phenylethenylphosphonic acid, P-00129 Phenylphosphinic acid, P-00163... 

Derivatives of phosphonic acids, RP==O(0H)2, can be prepared by several different oxidative methods. Primary phosphines RPH2 are oxidized to phosphonic acids by hydrogen peroxide or by sulfur dioxide thus, phenylphosphine gave benzenephosphonic acid (96%) on reaction with sulfur dioxide at room temperature in a sealed tube. Phosphinic acids, RI sO(OH)H, can also be oxidized to the corresponding phosphonic acids with hydrogen peroxide. Ozone oxidized the dioxaphosphorane (54) to the phosphonic ester in 73% yield. Ozone is also capable of stereospecific oxidation of phosphite esters to phosphates. For example, the cyclic phosphite (SS) was oxidized to the phosphate (56) with retention of configuration. Peroxy acids and selenium dioxide are other common oxidants for phosphite esters. 

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