Dimethyl dithiophosphoric acid

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Dimethyl dithiophosphoric acid
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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
ChemSpider 12419
EC Number 212-053-9
Jmol 3D model Interactive image
PubChem 12959
  • InChI=1S/C2H7O2PS2/c1-3-5(6,7)4-2/h1-2H3,(H,6,7)
    Key: CZGGKXNYNPJFAX-UHFFFAOYSA-N
  • InChI=1/C2H7O2PS2/c1-3-5(6,7)4-2/h1-2H3,(H,6,7)
    Key: CZGGKXNYNPJFAX-UHFFFAOYAT
  • COP(=S)(OC)S
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
Vapor pressure {{{value}}}
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

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  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