919-62-0

Usage

Purification Methods

Purify the ester by repeated crystallisation, from hexane, of its addition compound with uranyl nitrate. Decompose the complex, and distil the ester at high vacuum. [Siddall J Am Chem Soc 81 4176 1959.] [see tributyl phosphate and Cherbuliez in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973.]

InChI:InChI=1/C15H33O4P/c1-13(2)7-10-17-20(16,18-11-8-14(3)4)19-12-9-15(5)6/h13-15H,7-12H2,1-6H3

Upstream product

• 123-51-3 i-Amyl alcohol 
• 7647-01-0 hydrogenchloride 
• 80937-33-3 oxygen 

Relevant academic research and scientific papers

Solvent-free microwave synthesis of trialkylphosphates

Trialkylphosphates are synthesized from alcohols by reaction with reactive phosphorus oxychloride under microwave irradiations and classical heating. Effects of these irradiations on the nature of the products and on the yield are studied. The compounds were characterized by their spectroscopic data and elemental analysis. The obtained results show that the products of these reactions are essentially trialkylphosphates and alkylphosphoric acids. They always show as the nature of the formed products and the yields in trialkylphosphates are comparable to those obtained in the classical conditions of heating. The speed of the reaction was increased by a factor from 40 to 120.

Oxidative alkoxylation of zinc phosphide in alcoholic solutions of copper(II) chloride

Oxidative alkoxylation of Zn3P2 with the formation of valuable phosphoric and phosphorous acid esters occurred at a high rate and with a high selectivity in alcoholic solutions of CuCl2 under the action of oxygen at 30-60°C. Depending on the nature of the alcohol, two products were formed, namely, trialkyl phosphates (RO)3PO and dialkyl phosphites (RO)2HPO. Water favored the formation of dialkyl phosphates (RO)2(HO)PO. The kinetics and mechanism of the new catalytic reaction were studied, and the optimal conditions for conducting this reaction were found. The reaction proceeded in a topochemical mode by a separate redox mechanism.

Synthesis of dialkyl phosphites and trialkyl phosphates by oxidation of sodium hypophosphite by copper(II) chloride

Sodium hypophosphite oxidazies in alcoholic solution of CuCl2 at 50-80 deg C to give dialkyl phosphite and trialkyl phosphate.The yield of trialkyl phosphate increases with decreasing molecular weight of the alcohol and reaches ca. 100percent for MeOH and EtOH.The optimal conditions were found, and the mechanism of oxidation of NaPH2O2 to (RO)2PHO and (RO)3PO by copper(II) chloride was studied.The reaction proceeds via the formation of alkyl hypophosphite and copper(II) complexes with alkyl hypophosphite and dialkyl phosphite, which undergo inner-sphere two-electron redox decomposition with the liberation of dialkyl phosphite and trialkyl phosphate, respectively.

CHLORINATION OF PHOSPHINE IN ALCOHOLS

Trialkyl phosphates are rapidly and selectively formed when dilute gaseous PH-Ar and Cl2-Ar mixtures are passed into alcohols (ROH, R=Bu, i-Bu, Am, i-Am, Oct) at 50-70 deg C.Analogous results are obtained in the presence of pyridine at 8-25 deg C.The reaction was studied by gas chromatography, 31P NMR spectroscopy, and potentiometry.The reaction was shown to pass successively through the stages of the chlorination of phosphine to PCl5, the alcoholysis of phosphorus pentachloride to phosphoryl chloride, and finally by the esterification of phsophoryl chloride to trialkyl and dialkyl phosphates.Pyridine, excess af alcohol, and high temperature accelerate the stage of the esterification of phosphoryl chloride to the trialkyl phosphate.