Dimethyl dithiophosphoric acid

Dimethyl dithiophosphoric acid is the organophosphorus compound with the formula (CH3O)2PS2H. It is the processor for production of the organothiophosphate insecticide Malathion. Although samples can appear dark, the compound is a colorless, distillable liquid.[1]

Dimethyl dithiophosphoric acid
Names
IUPAC name
Dimethoxy-sulfanyl-sulfanylidene-λ5-phosphane
Other names
O,O-Dimethyl dithiophosphoric acid; Dimethyl dithiophosphate; Dimethyl phosphorodithioate; Dimethyl ester of phosphorodithioic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.958
EC Number
  • 212-053-9
UNII
Properties
C2H7O2PS2
Molar mass 158.17 g·mol−1
Appearance colorless liquid
Boiling point 62–64 °C (144–147 °F; 335–337 K) 0.5 mm Hg
Hazards
Flammable (F)
Toxic (T)
Corrosive (C)
R-phrases (outdated) R23/24/25 R34 R41
S-phrases (outdated) S23 S26 S36/37/39 S45
NFPA 704 (fire diamond)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
2
3
1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is prepared by treating phosphorus pentasulfide with methanol:[2]

P2S5 + 4 CH3OH → 2 (CH3O)2PS2H + H2S

See also

References
  1. J. Svara, N. Weferling, T. Hofmann "Phosphorus Compounds, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2006. doi:10.1002/14356007.a19_545.pub2
  2. Lefferts, J. L.; Molloy, K. C.; Zuckerman, J. J.; Haiduc, I.; Guta, C.; Ruse, D., "Oxy and thio phosphorus acid derivatives of tin. 1. Triorganotin(IV) dithiophosphate esters", Inorganic Chemistry 1980, volume 19, 1662-1670. doi:10.1021/ic50208a046
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