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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050694Generated: October 30, 2026

Isopropanol → Isopropyl 2-cyanoethyl(ethyl)phosphinate

https://huagongshe.com/reaction/2050694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantAcrylonitrileHCID 7855—
ReactantSodiumHCID 5360545—
ReactantIsopropyl hydrogen ethylphosphoniteHCID 18981632—
ProductIsopropyl 2-cyanoethyl(ethyl)phosphinateHCID 19090919—

Reaction Steps

To a solution of 262 g of ethyldichlorophosphine in 1200 ml of diethylether is added with stirring and cooling with ice at 5-10° a solution of 370 ml of isopropanol and 280 ml of triethylamine in 400 ml of diethylether. The reaction is exothermic. After stirring for 12 hours at 20° the white precipitate is filtered off and the filtrate is fractionally distilled. There is obtained ethylphosphonous acid-isopropylester as a colorless liquid, b.p. 80-85°/26 kPa. To 34 g of ethylphosphonous acid-isopropylester and 16.45 ml of acrylonitrile is added with stirring 40 ml of isopropanol containing 0.25 mol of sodium isopropylate. The reaction is exothermic. After 1 hour stirring at 20° the mixture is fractionated. There is obtained isopropyl 2-cyanoethyl(ethyl)phosphinate as a colorless oil, b.p. 102-104°/10 Pa.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05013863
Source datasetuspto-grants-1991_05
ORD IDord-51b4beb4b69543b693465a0eb18f544b
Source noteuspto-grants-1991_05