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

HRID 2394934

Reaktionsgleichung

Reaktionsgleichung von HRID 2394934
[CH:1](P(=O)(O)O)=[CH2:2].P(Cl)(Cl)[Cl:8].C1OC1.[P:14]([O:23][CH2:24][CH2:25][Cl:26])([O:19][CH2:20][CH2:21][Cl:22])[O:15]CCCl>>[Cl:8][CH2:1][CH2:2][P:14](=[O:15])([O:19][CH2:20][CH2:21][Cl:22])[O:23][CH2:24][CH2:25][Cl:26]

Komponenten

5

Edukt 4

HCID 6354Ethylene OxideHCID 8783Tris(2-chloroethyl) phosphiteHCID 24387Phosphorus trichlorideHCID 168725Poly(vinylphosphonic acid)

Produkt 1

HCID 80518Bis(2-chloroethyl) P-(2-chloroethyl)phosphonate

Versuchsvorschrift

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)).

Quellen und Nachweise

ORD-Eintrag
ord-ce39076527824958b65322ad92167cbb
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05811575

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