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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 ...
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.
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.
Diethyl phosphite can add across unsaturated groups via a hydrophosphonylation reaction. For example, it adds to aldehydes in a manner similar to the Abramov reaction: (C 2 H 5 O) 2 P(O)H + RCHO → (C 2 H 5 O) 2 P(O)CH(OH)R. It can also add to imines in the Pudovik reaction and Kabachnik–Fields reaction, [13] in both cases forming ...
The ensuing reaction results in the cleavage of the ether or the ester into an alkyl iodide and respectively an alcohol or a carboxylic acid. Zeisel determination By heating this mixture, the gases are allowed to come into contact with a piece of paper higher up the test tube saturated with silver nitrate .
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 ...
The Perkow reaction. In the related Michaelis–Arbuzov reaction the same reactants are known to form a beta-keto phosphonate which is an important reagent in the Horner–Wadsworth–Emmons reaction on the road to alkenes. The Perkow reaction, in this respect is considered a side-reaction.
Tris(2,4-di-tert-butylphenyl)phosphite is an organophosphorus compound with the formula [(C 4 H 9) 2 C 6 H 3 O] 3 P. This white solid is a widely used stabilizer in polymers where it functions as a secondary antioxidant. It also reduces discoloration (yellowing) of plastics.