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In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing C−PO(OR) 2 groups, where R is an organic group (alkyl, aryl). If R is hydrogen then the compound is a dialkyl phosphite , which is a different functional group.
In contrast to phosphonium ylides used in the Wittig reaction, phosphonate-stabilized carbanions are more nucleophilic but less basic. Likewise, phosphonate-stabilized carbanions can be alkylated. Unlike phosphonium ylides, the dialkylphosphate salt byproduct is easily removed by aqueous extraction. Several reviews have been published.
The displaced halide anion then usually reacts via another S N 2 reaction on one of the R 1 carbons, displacing the oxygen atom to give the desired phosphonate (4) and another alkyl halide (5). This has been supported by the observation that chiral R 1 groups experience inversion of configuration at the carbon center attacked by the halide anion.
Alkyl phosphates belong to a group of organic compounds called organophosphates.They are esters of phosphoric acid H 3 PO 4 and corresponding alcohol.For example, the formula of methyl phosphate is CH 3-H 2 PO 4, dimethyl phosphate – (CH 3) 2 HPO 4 and trimethyl phosphate – (CH 3) 3 PO 4.
Oxidation of phosphonites gives phosphonates: 2 P(OR) 2 R + O 2 → 2 OP(OR) 2 R. Phosphonites can function as ligands in homogeneous catalysis. [3] References
The nerve gas agent sarin, containing both C–P and F–P bonds, is a phosphonate. [citation needed] Phosphinates feature two P–C bonds, with the general formula R 2 P(=O)(OR'). A commercially significant member is the herbicide glufosinate. Similar to glyphosate mentioned above, it has the structure CH 3 P(O)(OH)CH 2 CH 2 CH(NH 2)CO 2 H.
Phosphonates are salts (M 2 HPO 3) or esters (OP(OR) 2 R) of phosphonic acid Subcategories. This category has the following 2 subcategories, out of 2 total. P ...
Akin to complexation, phosphines are readily alkylated. For example, methyl bromide converts triphenylphosphine to the methyltriphenylphosphonium bromide, a "quat salt": PPh 3 + CH 3 Br → [CH 3 PPh 3 +]Br −. Phosphines are nucleophilic catalysts in organic synthesis, e.g. the Rauhut–Currier reaction and Baylis-Hillman reaction.