dimethyl [(2-{[1-(methylcarbamoyl)ethyl]sulfanyl}ethyl)sulfanyl]phosphonate

• ChemBase ID: 157210
• Molecular Formular: C8H18NO4PS2
• Molecular Mass: 287.336581
• Monoisotopic Mass: 287.04148669
• SMILES: CC(C(=O)NC)SCCSP(=O)(OC)OC
• Canonical SMILES: CNC(=O)C(SCCSP(=O)(OC)OC)C
• InChI: InChI=1S/C8H18NO4PS2/c1-7(8(10)9-2)15-5-6-16-14(11,12-3)13-4/h7H,5-6H2,1-4H3,(H,9,10)
• InChIKey: LESVOLZBIFDZGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl [(2-{[1-(methylcarbamoyl)ethyl]sulfanyl}ethyl)sulfanyl]phosphonate
• IUPAC Traditional name: vamidothion
• Synonyms: O,O-Dimethyl S-[2-(1-methyl-2-methylamino-2-oxoethylthio)ethyl] phosphorothioate; Vamidothion solution; Phosphorothioic Acid O,O-Dimethyl S-[2-[[1-Methyl-2-(methylamino)-2-oxoethyl]thio]ethyl] Ester; Bamidothion; Dimethyl S-[2-(1-Methylcarbamoyl-ethylthio)ethyl] Phosphorothiolate; Kilval; O,O-Dimethyl S-[2-(1-Methylcarbamoylethylthio)ethyl] Phosphorothioate; RP 9895; Vamidoate; XMC; Vamidothion; O,O-二甲基-S-[2-(1-甲基-2-甲胺基-2-氧代乙硫)乙基]硫代磷酸酯; 蚜灭磷 溶液

Database IDs

• CAS Number: 2275-23-2
• EC Number: 200-835-2
• MDL Number: MFCD00055442
• PubChem SID: 162251347
• PubChem CID: 560193

CALCULATED PROPERTIES

• Acid pKa: 15.612372
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.32453722
• LogD (pH = 7.4): 0.32453722
• Log P: 0.32453722
• Molar Refractivity: 69.279 cm^3
• Polarizability: 27.64589 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 2 °C; 35.6 °F

Safety Information

• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 1648
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-20/21/22-36
• Safety Statements: 16-36/37
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332
• GHS Precautionary statements: P210-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Concentration: 100 ng/μL in acetonitrile
• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C8H18NO4PS2

DETAILS

Sigma Aldrich - 32931

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - V756480

Vamidothion is a phosphorothioic insecticide for apples and potatoes.

REFERENCES

• Erney, D., et al.: J. High Resolut. Chromatogr., 18, 59 (1998)
• Ragnarsdottir, K., et al.: Geol. Soc., 157, 859 (1998)
• Salas, J., et al.: J. Agric. Food Chem., 51, 4468 (1998)