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Diethyl dithiophosphoric acid information


Diethyl dithiophosphoric acid
Names
Preferred IUPAC name
O,O-Diethyl hydrogen phosphorodithioate
Other names
O,O-Diethyl dithiophosphoric acid; Diethyl dithiophosphate; Diethyl phosphorodithioate; Diethyl ester of phosphorodithioic acid
Identifiers
CAS Number
  • 298-06-6 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1886492
ChemSpider
  • 8917
ECHA InfoCard 100.005.506 Edit this at Wikidata
EC Number
  • 206-055-9
PubChem CID
  • 9274
RTECS number
  • TD7350000
UNII
  • 02C5XR639P checkY
CompTox Dashboard (EPA)
  • DTXSID6027133 Edit this at Wikidata
InChI
  • InChI=1S/C4H11O2PS2/c1-3-5-7(8,9)6-4-2/h3-4H2,1-2H3,(H,8,9)
    Key: IRDLUHRVLVEUHA-UHFFFAOYSA-N
  • InChI=1/C4H11O2PS2/c1-3-5-7(8,9)6-4-2/h3-4H2,1-2H3,(H,8,9)
    Key: IRDLUHRVLVEUHA-UHFFFAOYAW
SMILES
  • CCOP(=S)(OCC)S
Properties
Chemical formula
C4H11O2PS2
Molar mass 186.22 g·mol−1
Appearance colorless liquid
Melting point < 0 °C (32 °F; 273 K)
Boiling point 66 °C (151 °F; 339 K) at 1 mmHg
Hazards
GHS labelling:
Pictograms
GHS05: CorrosiveGHS06: Toxic
Signal word
Danger
Hazard statements
H301, H311, H314, H330
Precautionary statements
P260, P264, P270, P271, P280, P284, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P361, P363, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 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 fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
2
1
Flash point 82 °C (180 °F; 355 K)
Autoignition
temperature
538 °C (1,000 °F; 811 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
500 mg/kg (rabbit, dermal)
4510 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diethyl dithiophosphoric acid, sometimes mistakenly called diethyl dithiophosphate, is the organophosphorus compound with the formula (C2H5O)2PS2H. It is the processor for production of the organophosphate insecticide Terbufos. Although samples can appear dark, it is a colorless liquid.[1]

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

P2S5 + 4 C2H5OH → 2 (C2H5O)2PS2H + H2S
  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. (1980). "Oxy and thio phosphorus acid derivatives of tin. 1. Triorganotin(IV) dithiophosphate esters". Inorganic Chemistry. 19 (6): 1662–1670. doi:10.1021/ic50208a046.

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Diethyl dithiophosphoric acid

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Diethyl dithiophosphoric acid, sometimes mistakenly called diethyl dithiophosphate, is the organophosphorus compound with the formula (C2H5O)2PS2H. It...

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Dimethyl dithiophosphoric acid

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methanol: P2S5 + 4 CH3OH → 2 (CH3O)2PS2H + H2S Ammonium diethyl dithiophosphate Diethyl dithiophosphoric acid Zinc dithiophosphate J. Svara, N. Weferling, T....

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Organothiophosphate

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ROH → 2 (RO)2PS2H + H2S Dimethyl dithiophosphoric acid and diethyl dithiophosphoric acid are obtained in this way. The former is a precursor to malathion...

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Parathion

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darkens when exposed to sunlight. Parathion is synthesized from diethyl dithiophosphoric acid (C2H5O)2PS2H by chlorination to generate diethylthiophosphoryl...

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Ethion

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dibromomethane with Diethyl dithiophosphoric acid in ethanol. Other methods of manufacturing are the reaction of methylene bromide and sodium diethyl phosphorodithioate...

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Ammonium diethyl dithiophosphate

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Ammonium diethyl dithiophosphate or more systematically ammonium O,O′-diethyl dithiophosphate, is the ammonium salt of diethyl dithiophosphoric acid. It is...

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Sodium dithiophosphate

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the flotation tendency of the solids other than molybdenite. Diethyl dithiophosphoric acid Zinc dithiophosphate R. Klement "Phosphorus" in Handbook of...

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Malathion

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Malathion is produced by the addition of dimethyl dithiophosphoric acid to diethyl maleate or diethyl fumarate. The compound is chiral but is used as a...

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Zinc dithiophosphate

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pentasulfide is treated with suitable alcohols (ROH) to give the dithiophosphoric acid. A wide variety of alcohols can be employed, which allows the lipophilicity...

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