2275-23-2
Product Name:
Vamidothion
Formula:
C8H18NO4PS2
Synonyms:
O,O-Dimethyl S-[2-(1-methyl-2-methylamino-2-oxoethylthio)ethyl] phosphorothioate
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CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Colorless or white solid; [HSDB] Colorless solid; [MSDSonline] |
|---|---|
| Color/Form | Colorless needles |
| Melting Point | 43 °C |
| Solubility | Readily soluble in ... benzene, toluene, methyl ethyl ketone, ethyl acetate, acetonitrile, dichloromethane, cyclohexanone, chloroform (all at 1 kg/L). Almost insol in cyclohexane and petroleum ether. |
| Vapor Pressure | 0.00000137 [mmHg] |
| Stability/Shelf Life | Undergoes slight decomposition at room temperature, but solutions in organic solvents (methyl ethyl ketone, cyclohexanone) are stable. Decomposed in strong acidic or alkaline media. |
| Decomposition | When heated to decomposition it emits very toxic fumes of /phosphorous, sulfur and nitrogen oxides/. |
| Corrosivity | Non-corrosive |
| Ionization Efficiency | Positive |
| Kovats Retention Index | 2036 2076.5 2075 2080 2083.8 |
| Chemical Classes | Pesticides -> Organophosphate Insecticides |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Flame Flammables GHS02  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H225:Flammable liquids H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
COMPUTED DESCRIPTORS
| Molecular Weight | 287.3 g/mol |
|---|---|
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 8 |
| Exact Mass | 287.04148740 g/mol |
| Monoisotopic Mass | 287.04148740 g/mol |
| Topological Polar Surface Area | 115 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 256 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Vamidothion is an organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted into the corresponding O,O-dimethyl thiophoshate. Formerly used as an insecticide and acaricide, it is no longer approved for use within the European Union. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide, an agrochemical, an antibacterial agent and an antifungal agent. It is an organic thiophosphate and an organothiophosphate insecticide. It is functionally related to a 2-((2-hydroxyethyl)sulfanyl)-N-methylpropionamide.