Dimethyl dithiophosphoric acid

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
756-80-9
3D model (Jmol) Interactive image
ChemSpider 12419
EC Number 212-053-9
PubChem 12959
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 R23/24/25 R34 R41
S-phrases S23 S26 S36/37/39 S45
NFPA 704
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 fuel Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g., calcium Special hazards (white): no codeNFPA 704 four-colored diamond
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

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]

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

P2S5 + 4 CH3OH → 2 (CH3O)2PS2H + H2S

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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