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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.
When aliphatic alcohols are used the HCl by-product can react with the phosphate esters to give organochlorides and a lower ester. O=P(OR) 3 + HCl → O=P(OR) 2 OH + RCl. This reaction is usually undesirable and is exacerbated by high reaction temperatures. It can be inhibited by the use of a base or the removal of HCl through sparging.
Trimethyl phosphite is an organophosphorus compound with the formula P(OCH 3) 3, often abbreviated P(OMe) 3.It is a colorless liquid with a highly pungent odor. It is the simplest phosphite ester and finds used as a ligand in organometallic chemistry and as a reagent in organic synthesis.
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 ...
Although they are derivatives of phosphonous acid (RP(OH) 2), [2] they are not prepared from such precursors. Phosphonites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of dichlorophenylphosphine with methanol and base gives dimethyl phenylphosphonite:
Triethyl phosphite (TEP) 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.
The general formula of a phosphoric acid is H n+2−2x P n O 3n+1−x, where n is the number of phosphorus atoms and x is the number of fundamental cycles in the molecule's structure, between 0 and n + 2 / 2 .