Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576008Generated: October 30, 2026

Acrylonitrile → Ethyl(2-cyanoethyl)phosphinic acid

https://huagongshe.com/reaction/576008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantSodium PersulfateHCID 62655—
ReactantEthylphosphonous acidHCID 13411864—
SolventWaterHCID 962—
ProductEthyl(2-cyanoethyl)phosphinic acidHCID 4692927183%

Reaction Conditions

Temperature100 °C

Reaction Steps

564 g (6 mol) of ethylphosphonous acid (produced as in Example 1) are dissolved in 860 g of water and initially charged to a 5 l five-neck flask equipped with thermometer, reflux condenser, high-performance stirrer and dropping funnel. The reaction mixture is heated to 100° C. and 371 g (7 mol) of acrylonitrile and 500 g of a 5% sodium peroxodisulfate solution (1.5 mol % based on acrylonitrile) are added dropwise at atmospheric pressure. Then, the water is distilled off, and the residue is taken up in THF, extracted and filtered. The solvent of the filtrate is removed in vacuo to leave 732 g (83% of theory) of ethyl(2-cyanoethyl)phosphinic acid as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035088B2
Source datasetuspto-grants-2015_05
ORD IDord-8c087ff8509648dcae71cd92a1e1d70f
Source noteuspto-grants-2015_05