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DOI: 10.1055/s-0034-1379165
Diethyl Vinylphosphonate
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Publication History
Publication Date:
07 October 2014 (online)
Dedicated to my best friends, Dr. Emilia Obijalska, M.Sc. Marcin Kowalski, M.Sc. Paweł Tokarz, and M.Sc. Aneta Wróblewska.
Introduction
Diethyl vinylphosphonate (1, vinyl phosphonic acid diethyl ester) is a colorless liquid with a characteristic odor, a density of 1.055 g·cm–3, and a boiling point of 50 °C at one Torr. The synthesis reported by Ford-Moore and Williams in 1947 is still the most convenient preparation.[1] The first step of this procedure consists of an Arbuzov reaction, followed by an elimination of the intermediate diethyl 2- bromoethanephosphonate. Diethyl vinylphosphonate is used in Michael-type additions, various metal-supported coupling reactions, cross-metathesis reactions, and in many types of cycloaddition reactions.
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References
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