Hydrochloric Acid → Tris(2-chloroethyl) phosphite

HRID 579819

Reaction equation

[P:1]([Cl:4])(Cl)[Cl:2].[CH2:5]1[O:7][CH2:6]1.Cl[CH2:9][CH2:10][P:11]([O:17][CH2:18][CH2:19][Cl:20])(=O)[O:12][CH2:13][CH2:14][Cl:15].[ClH:21]>>[P:11]([O:7][CH2:5][CH2:6][Cl:21])([O:17][CH2:18][CH2:19][Cl:20])[O:12][CH2:13][CH2:14][Cl:15].[CH:9]([P:1]([Cl:4])([Cl:2])=[O:7])=[CH2:10]

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 6354Ethylene Oxide

HCID 24387Phosphorus trichloride

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

Product 2

HCID 8783Tris(2-chloroethyl) phosphite

HCID 74035Phosphonic dichloride, ethenyl-

Procedure

Tris-(2-chloroethyl) phosphite is prepared from phosphorus trichloride and ethylene oxide, and bis(2-chloroethyl) 2-chloroethanephosphonate, inter alia, is formed therefrom by Arbusov rearrangement. After phosgenation and splitting off of hydrogen chloride by means of heat, vinylphosphonic acid dichloride results, which, after purification by distillation, is hydrolyzed with water to give pure vinylphosphonic acid.

Workup

customis formed

Sources & evidence

ORD record: ord-3418be5aea174ca3be6d10d7b2f74b87
Source dataset: uspto-grants-1988_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04749758

Linked notes

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