Methyl Chloride → Tris(2-chloroethyl)Phosphate Dimethyl Methylphosphonate

HRID 848641

Reaction equation

HRID 848641 reaction equation
[P:1]([O:11][CH2:12][CH2:13][Cl:14])([O:7][CH2:8][CH2:9][Cl:10])([O:3][CH2:4][CH2:5][Cl:6])=[O:2].[CH3:15][P:16](=[O:21])([O:19][CH3:20])[O:17][CH3:18].CCl.C1OC1>>[Cl:6][CH2:5][CH2:4][O:3][P:1]([O:7][CH2:8][CH2:9][Cl:10])([O:11][CH2:12][CH2:13][Cl:14])=[O:2].[CH3:15][P:16](=[O:21])([O:19][CH3:20])[O:17][CH3:18]

Participants

5

Reactant 4

HCID 6327Methyl ChlorideHCID 6354Ethylene OxideHCID 8295Tris(2-chloroethyl) phosphateHCID 12958Dimethyl methylphosphonate

Product 1

HCID 6455455Tris(2-chloroethyl)Phosphate Dimethyl Methylphosphonate

Procedure

A mixture of 571 g. of tris(2-chloroethyl) phosphate and 531 g. of dimethyl methylphosphonate was heated at 181°-197° C. until 287.5 of methylchloride was evolved; this required 26 hours. The product was then heated at 95° with 28.2 g. of methenol, and finally treated with ethylene oxide at 90°-100° until substantially neutral. The product was useful as a flame retardant at 5-10 phr. in a styrenated polyester.

Workup

  1. additionA mixture of 571 g
  2. custom26 hours
  3. temperatureThe product was then heated at 95° with 28.2 g

Sources & evidence

ORD record
ord-1365c21c71fc4bb986f86e322a0537c3
Source dataset
uspto-grants-1981_10
Patent number
US04297138

Linked notes

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