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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 ...
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 ...
A phosphite anion or phosphite in inorganic chemistry usually refers to [HPO 3] 2− but includes [H 2 PO 3] − ([HPO 2 (OH)] −). These anions are the conjugate bases of phosphorous acid (H 3 PO 3). The corresponding salts, e.g. sodium phosphite (Na 2 HPO 3) are reducing in character.
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 ).
The Michaelis–Arbuzov reaction is the chemical reaction of a trivalent phosphorus ester with an alkyl halide to form a pentavalent phosphorus species and another alkyl halide. Commonly, the phosphorus substrate is a phosphite ester (P(OR) 3) and the alkylating agent is an alkyl iodide. [11] The mechanism of the Michaelis–Arbuzov reaction
The water solubility of organophosphates is an important factor in biological, industrial and environmental settings. The wide variety of substitutes used in organophosphate esters results in great variations in physical properties. OPEs exhibit a wide range of octanol/water partition coefficients where log Kow values range from -0.98 up to 10. ...
Any −OH groups on the phosphates in these ester molecules may lose H + ions to form anions, again depending on the pH in a solution. In the biochemistry of living organisms, there are many kinds of (mono)phosphate, diphosphate, and triphosphate compounds (essentially esters ), many of which play a significant role in metabolism such as ...
Phosphonites are generally more reactive than phosphite esters. They react to produce phosphinates. Heating is also required for the reaction, but pyrolysis of the ester to an acid is a common side reaction. The poor availability of substituted phosphonites limits the usage of this class of reagent in the Arbuzov reaction.
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