Dimethyl dithiophosphoric acid

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Dimethyl dithiophosphoric acid
DimethoxyPS2H.png
Names
Preferred IUPAC name
O,O-Dimethyl phosphorodithioate
Other names
O,O-Dimethyl dithiophosphoric acid; Dimethyl dithiophosphate; Dimethyl phosphorodithioate; Dimethyl ester of phosphorodithioic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.958 Edit this at Wikidata
EC Number
  • 212-053-9
UNII
  • 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
Hazards
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazard
Signal word
 Danger
H226, H290, H302, H314, H332, H361, H412
P201, P202, P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P330, P363, P370+P378, P390, P403+P235, P404, P405, P501
NFPA 704 (fire diamond)
3
2
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

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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