(Diethoxymethyl)diphenylphosphine oxide

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(Diethoxymethyl)diphenylphosphine oxide Basic information
Product Name:(Diethoxymethyl)diphenylphosphine oxide
Synonyms:(Diethoxymethyl)diphenylphosphine oxide;Oxide;Quinidine 1’Rifampicin N-4’2,3-Diethyl-5-methylpyrazine-N’Phosphine oxide, (diethoxymethyl)diphenyl-
CAS:20570-20-1
MF:C17H21O3P
MW:304.32
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Mol File:20570-20-1.mol
(Diethoxymethyl)diphenylphosphine oxide Structure
(Diethoxymethyl)diphenylphosphine oxide Chemical Properties
Melting point 73-75 °C
Boiling point 381.2±32.0 °C(Predicted)
density 1.12±0.1 g/cm3(Predicted)
solubility sol benzene, THF, and ether.
Safety Information
MSDS Information
(Diethoxymethyl)diphenylphosphine oxide Usage And Synthesis
Uses(Diethoxymethyl)diphenylphosphine Oxide is a readily accessible Horner-Wittig reagent for the conversion of aldehydes and ketones into homologous O,O-ketene acetals.[1]
Preparation(Diethoxymethyl)diphenylphosphine Oxide (1) can be conveniently prepared by reaction of Chlorodiphenylphosphine with Triethyl Orthoformate. [2] Adduct (2) is formed in a fast, exothermic, step. Upon heating, an Arbuzov reaction occurs to give the phosphine oxide (eq 1). Other O,O-acetals of formyldiphenylphosphine oxide can be prepared equally well. The usual procedure is for chlorodiphenylphosphine (88.2 g, 0.4 mol) to be added dropwise to triethyl orthoformate (59.3 g, 0.4 mol) over a period of 45 min. Subsequent heating of the reaction mixture (2 h, 110 °C) leads to formation of 24 g (93% of theory) of ethyl chloride. Upon cooling, a practically quantitative yield of (1) is obtained, mp 74-77 °C. Addition of some solvent, when (1) starts precipitating, avoids the formation of a solid cake that is hard to remove from the reaction flask. Crystallization from benzene/petroleum ether (80-110) affords the pure phosphine oxide.
(Diethoxymethyl)diphenylphosphine oxide synthesis
storage(Diethoxymethyl)diphenylphosphine Oxide is infinitely stable at rt. It should be protected from moisture.
References1. van Schaik, T. A. M.; Henzen, A. V.; van der Gen, A. TL 1983, 24, 1303.
2. Dietsche, W. LA 1968, 712, 21.
(Diethoxymethyl)diphenylphosphine oxide Preparation Products And Raw materials
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Diphenylphosphine oxide (Diethoxymethyl)diphenylphosphine oxide (METHOXYMETHYL)DIPHENYLPHOSPHINE OXIDE

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