Methyl Chloride → Tris(2-chloroethyl)Phosphate Dimethyl Methylphosphonate
Reaction equation
[Cl:1][CH2:2][CH2:3][O:4][P:5]([O:11][CH2:12][CH2:13][Cl:14])([O:7][CH2:8][CH2:9][Cl:10])=[O:6].[CH3:15][P:16](=[O:21])([O:19][CH3:20])[O:17][CH3:18].CCl.C1OC1>>[Cl:1][CH2:2][CH2:3][O:4][P:5]([O:7][CH2:8][CH2:9][Cl:10])([O:11][CH2:12][CH2:13][Cl:14])=[O:6].[CH3:15][P:16](=[O:21])([O:19][CH3:20])[O:17][CH3:18]Participants
5
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.