Trimethyl phosphite → Hosphinecarboxylic acid, dimethoxy-, 3,4-dichlorophenyl ester, oxide

HRID 485290Notes

Reaction equation

HRID 485290 reaction equation
C[O:2][P:3]([O:6][CH3:7])[O:4][CH3:5].Cl[C:9]([O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=1)=[O:10]>>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][C:9]([P:3](=[O:2])([O:6][CH3:7])[O:4][CH3:5])=[O:10]

Participants

3

Reactant 2

HCID 8472Trimethyl phosphiteHCID 130778903,4-Dichlorophenyl carbonochloridate

Product 1

HCID 512117Hosphinecarboxylic acid, dimethoxy-, 3,4-dichlorophenyl ester, oxide

Procedure

From 10.3 g (85 mmole) of trimethylphosphite and 13.5 g (60 mmole) of 3,4-dichlorophenyl chloroformate (100°, 2 hours). Yield 11.4 g (64%) B.p.0.04 154° C. nD20 1.5271. Solidifies to colourless crystals m.p. 58°-9° C. Analysis for C9H9Cl2O5P. Found (calculated): C 36.06 (36.14), H 3.31 (3.03), Cl 23.58 (23.71), P 10.50 (10.36). NMR (CDCl3)δ: 3.93 and 4.07 (CH3O), 7.0-7.6 (C6H3) IR (KBr)cm-1 : 1740 (CO), 1205, 1200, 1105, 1055, 1020.

Sources & evidence

ORD record
ord-2b44d81425ff481e93f4314ed81816d7
Source dataset
uspto-grants-1985_08
Patent number
US04536400

Reaction notes

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