Demeton

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Demeton
Demeton -Molecule-3D-balls-by-AHRLS.png
Demeton-S Structural Formula V.1.svg
Names
IUPAC name
O,O-Diethyl S-2-(ethylsulfanyl)ethyl phosphorothioate
Other names
Demeton thiol; Izosystox
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.366
Properties
C8H19O3PS2
Molar mass 258.3384 g/mol
Appearance colorless to amber oily liquid[1]
Odor sulfurous
Density 1.146 g/cm3
Boiling point 128 °C (262 °F; 401 K)
2.0 g/100 mL
log P 2.38[2]
1.5
Hazards
Flash point 147.6 °C (297.7 °F; 420.8 K)
Lethal dose or concentration (LD, LC):
1.5 mg/kg (oral, rat)
5 mg/kg (rabbit, oral)
7.85 mg/kg (mouse, oral)
1.7 mg/kg (rat, oral)[3]
15 mg/m3 (rat, 4 hr)
15 mg/m3 (cat, 4 hr)[3]
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 0.1 mg/m3 [skin][1]
REL (Recommended)
TWA 0.1 mg/m3 [skin][1]
IDLH (Immediate danger)
10 mg/m3[1]
Related compounds
Demeton-S-methyl
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Demeton was a phosphorothioate insecticide with the chemical formula C8H19O3PS2. While it was previously used as an insecticide, it is now largely obsolete due to its relatively high toxicity to humans. The chemical structure of demeton is closely related to military nerve agents such as VX, and a derivative with one of the ethoxy groups replaced by methyl was investigated by both the US and Soviet chemical weapons programs under the names "V.sub.X" and "GD-7".[4][5]

See also[edit]

References[edit]

  1. ^ a b c d "NIOSH Pocket Guide to Chemical Hazards #0177". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Demeton_msds".
  3. ^ a b "Demeton". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ Ledgard J. A laboratory history of chemical warfare agents (2nd, 2006). pp 230-233. ISBN 978-0-6151-3645-5
  5. ^ Kulieva AM, Dalimov DN, Dorenskaya GM, et al. Biochemical investigation of cholinesterases and carboxylesterases from the cotton bollworm Heliothis armigera. Chem Nat Compd 1994 Jan; 30(1): 116-120. Kulieva, A. M; Dalimov, D. N; Dorenskaya, G. M; Charieva, O. V; Rozengart, V. I; Kugusheva, L. I; Moralev, S. N; Babaev, B. N; Abduvakhabov, A. A (1994). "Biochemical investigation of cholinesterases and carboxylesterases from the cotton bollworm Heliothis armigera". Chemistry of Natural Compounds. 30: 116–120. doi:10.1007/BF00638435.