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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 ...
Phosphite esters with tertiary alkyl halide groups can undergo the reaction, which would be unexpected if only an S N 2 mechanism was operating. Further support for this S N 1 type mechanism comes from the use of the Arbuzov reaction in the synthesis of neopentyl halides, a class of compounds that are notoriously unreactive towards S N 2 reactions.
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.
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.
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 ...
General ester of phosphonic acid; in fact, the phosphorus has a formal charge of +1, the oxygen above it has a formal charge of −1, and the bond between them is single. In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing C−PO(OR) 2 groups, where R is an organic group (alkyl, aryl).
From the commercial perspective, the most important phosphite salt is basic lead phosphite. Many salts containing the phosphite ion have been investigated structurally, these include sodium phosphite pentahydrate (Na 2 HPO 3 ·5H 2 O). (NH 4) 2 HPO 3 ·H 2 O, CuHPO 3 ·H 2 O, SnHPO 3 and Al 2 (HPO 3) 3 ·4H 2 O. [4] The structure of HPO 2− 3 ...
It reacts with phenol to give triphenyl phosphite: 3 PhOH + PCl 3 → P(OPh) 3 + 3 HCl (Ph = C 6 H 5) Alcohols such as ethanol react similarly in the presence of a base such as a tertiary amine: [9] PCl 3 + 3 EtOH + 3 R 3 N → P(OEt) 3 + 3 R 3 NH + Cl −. With one equivalent of alcohol and in the absence of base, the first product is ...