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The general structure of a phosphite ester showing the lone pairs on the P. In organic chemistry, a phosphite ester or organophosphite usually refers to an organophosphorous compound with the formula P(OR) 3. They can be considered as esters of an unobserved tautomer phosphorous acid, H 3 PO 3, with the simplest example being trimethylphosphite ...
Various specialised methods have been developed on the laboratory-scale for scientific investigations. These are rarely employed in bulk manufacturing. Examples include the Atherton-Todd reaction, which converts a dialkyl phosphite to a phosphoryl chloride. This can then react with an alcohol to give an organophosphate and HCl.
Since orthophosphoric acid has three −OH groups, it can esterify with one, two, or three alcohol molecules to form a mono-, di-, or triester. See the general structure image of an ortho- (or mono-) phosphate ester below on the left, where any of the R groups can be a hydrogen or an organic radical. Di- and tripoly- (or tri-) phosphate esters ...
General ester of phosphonous acid Not to be confused with phosphinite (formula P(OR)R 2 ). In organic chemistry , phosphonites are organophosphorus compounds with the formula P(OR) 2 R.
Diethyl phosphite hydrolyzes to give phosphorous acid. Hydrogen chloride accelerates this conversion.: [2] Diethyl phosphite undergoes transesterification upon treating with an alcohol. For alcohols of high boiling points, the conversion can be driven by removal of ethanol: [8] (C 2 H 5 O) 2 P(O)H + 2 ROH → (RO) 2 P(O)H + 2 C 2 H 5 OH
With one equivalent of alcohol and in the absence of base, the first product is alkoxyphosphorodichloridite: [10] PCl 3 + EtOH → PCl 2 (OEt) + HCl. In the absence of base, however, with excess alcohol, phosphorus trichloride converts to diethylphosphite: [11] [12] PCl 3 + 3 EtOH → (EtO) 2 P(O)H + 2 HCl + EtCl. Secondary amines (R 2 NH) form ...
Dimethylphosphite is an organophosphorus compound with the formula (CH 3 O) 2 P(O)H, known as dimethyl hydrogen phosphite (DMHP). Dimethylphosphite, is a minor tautomer of the phosphorus(V) derivative. It is a reagent for generating other organophosphorus compounds, exploiting the high reactivity of the P-H bond. The molecule is tetrahedral. It ...
Phosphate esters have the general structure P(=O)(OR) 3 feature P(V). Such species are of technological importance as flame retardant agents, and plasticizers. Lacking a P−C bond, these compounds are in the technical sense not organophosphorus compounds but esters of phosphoric acid. Many derivatives are found in nature, such as ...