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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.
The Baeyer–Villiger oxidation is an organic reaction that forms an ester from a ketone or a lactone from a cyclic ketone, using peroxyacids or peroxides as the oxidant. [1] The reaction is named after Adolf von Baeyer and Victor Villiger who first reported the reaction in 1899. [1] Baeyer-Villiger oxidation
Phosphorus trichloride: most important of the three phosphorus chlorides; used to manufacture organophosphorus compounds; used to convert primary and secondary alcohols into alkyl chlorides, or carboxylic acids into acyl chlorides Phosphoryl chloride: used to make phosphate esters such as tricresyl phosphate: Potassium dichromate
The Perkow reaction is an organic reaction in which a trialkyl phosphite ester reacts with a haloketone to form a dialkyl vinyl phosphate and an alkyl halide. [1] The Perkow reaction
In addition to the ordinary thermal phenyl ester reaction a photochemical variant is possible. The photo-Fries rearrangement can likewise give [1,3] and [1,5] products, [7] [8] which involves a radical reaction mechanism. This reaction is also possible with deactivating substituents on the aromatic group. Because the yields are low this ...
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.