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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 ...
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 ...
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.
Key in explaining the difference in reactivity is the electron density on the α-keto carbon atom. Perkow quinoline application Aryl enol phosphates formed in good yields (ca. 90%) in the Perkow reaction can be used as phosphorylating reagents, e.g. able to transform AMP into ATP .
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 ...
Triethyl phosphite is an organophosphorus compound, specifically a phosphite ester, with the formula P(OCH 2 CH 3) 3, often abbreviated P(OEt) 3. It is a colorless, malodorous liquid. It is used as a ligand in organometallic chemistry and as a reagent in organic synthesis.
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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 ).