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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2394934Generated: October 26, 2026

Ethylene Oxide → Bis(2-chloroethyl) P-(2-chloroethyl)phosphonate

https://huagongshe.com/reaction/2394934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantTris(2-chloroethyl) phosphiteHCID 8783—
ReactantPhosphorus trichlorideHCID 24387—
ReactantPoly(vinylphosphonic acid)HCID 168725—
ProductBis(2-chloroethyl) P-(2-chloroethyl)phosphonateHCID 80518—

Reaction Steps

Vinylphosphonic acid, CH2 =CH--PO(OH)2, can be prepared in a known manner by the following method: Phosphorus trichloride is reacted with ethylene oxide, the resulting tris(2-chloroethyl) phosphite is rearranged to give bis(2-chloroethyl) 2-chloroethylphosphonate, followed by reaction of the bis(2-chloroethyl) 2-chloroethylphosphonate with phosgene in the presence of suitable catalysts to give 2-chloroethylphosphonic dichloride (German Patent No. 2,132,962). The 2-chloroethylphosphonic dichloride can then be converted into vinylphosphonic acid by eliminating HCl in the presence of suitable catalysts (BaCl2) and subsequent hydrolysis of the vinylphosphonic dichloride formed (Chem. Abstr. 54, page 265 (1960)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05811575
Source datasetuspto-grants-1998_09
ORD IDord-ce39076527824958b65322ad92167cbb
Source noteuspto-grants-1998_09