Abstract
[21646-99-1] C8H20O5P2 (MW 258.22) InChI = 1S/C8H20O5P2/c1-5-9-14(10-6-2)13-15(11-7-3)12-8-4/h5-8H2,1-4H3 InChIKey = RDXABLXNTVBVML-UHFFFAOYSA-N (peptide synthesis; phosphonylation of ketones, aldehydes, and perfluoroalkyl iodides) Alternate Name: TEPP. Physical Data: bp 79–81 °C/0.15 mmHg; d 1.057 g cm−3; nD 1.434. Solubility: sol acetonitrile, 1,1,2-trichloro-1,2,2-trifluoroethane. Form Supplied in: colorless liquid; commercially available. Preparative Methods: the most convenient method involves the reaction of diethyl phosphite with diethyl phosphorochloridite. Diethyl phosphorochloridite (223 g) is added rapidly to a solution of diethyl phosphite (138 g) and triethylamine (101 g) in benzene (200 ml). The mixture is filtered and the benzene removed by distillation at reduced pressure. The product is isolated by further distillation at reduced pressure (79–81 °C/0.15 mmHg) in 41% yield. Analysis of Reagent Purity: product purity is assessed by refractive index. Handling, Storage, and Precautions: protect from moisture; irritant; handle in a fume hood.
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