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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.
Trimethyl phosphate is a mild methylating agent, useful for dimethylation of anilines and related heterocyclic compounds. [2] The method is complementary to the traditional Eschweiler-Clarke reaction in cases where formaldehyde engages in side reactions.
Phosphite esters are typically prepared by treating phosphorus trichloride with an alcohol. For alkyl alcohols the displaced chloride ion can attack the phosphite, causing dealkylation to give a dialkylphosphite and an organochlorine compound. [1] [2] The overall reaction is as follows: PCl 3 + 3 C 2 H 5 OH → (C 2 H 5 O) 2 P(O)H + 2 HCl + C 2 ...
Dimethyl methylphosphonate can be prepared from trimethyl phosphite and a halomethane (e.g. iodomethane) via the Michaelis–Arbuzov reaction. [2]Dimethyl methylphosphonate is a schedule 2 chemical as it may be used in the production of chemical weapons.
The Michaelis–Arbuzov reaction is initiated with the S N 2 attack of the nucleophilic phosphorus species (1 - A phosphite) with the electrophilic alkyl halide (2) to give a phosphonium salt as an intermediate (3). These intermediates are occasionally stable enough to be isolated, such as for triaryl phosphites which do not react to form the ...
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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 ...
TPhP, in particular, has been found to enter the environment through industrial use, as in the manufacturing process, and through indoor use, for example through paints and electronic equipment. [12] As with many other phosphorus-containing flame retardants, TPhP has been found widely in sediment, soil, indoor dust, and air. [5] [11] [14] [15] [16]