Soman

Soman

Names
Preferred IUPAC name 3,3-Dimethylbutan-2-yl methylphosphonofluoridate
Other names GD; Phosphonofluoridic acid, methyl-, 1, 2, 2-trimethylpropyl ester; 2-(Fluoromethylphosphoryl)oxy-3,3-dimethylbutane; Pinacolyl methylphosphonofluoridate; 1,2,2-Trimethylpropyl methylphosphonofluoridate; Methylpinacolyloxyfluorophosphine oxide; Pinacolyloxymethylphosphonyl fluoride; Pinacolyl methanefluorophosphonate; Methylfluoropinacolylphosphonate; Fluoromethylpinacolyloxyphosphine oxide; Methylpinacolyloxyphosphonyl fluoride; Pinacolyl methylfluorophosphonate; 1,2,2-Trimethylpropoxyfluoromethylphosphine oxide
Identifiers
CAS Number	96-64-0 N
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL15910 Y
ChemSpider	7032 Y
PubChem	7305
InChI InChI=1S/C7H16FO2P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3 Y Key: GRXKLBBBQUKJJZ-UHFFFAOYSA-N Y InChI=1/C7H16FO2P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3 Key: GRXKLBBBQUKJJZ-UHFFFAOYAY
SMILES FP(=O)(OC(C)C(C)(C)C)C
Properties
Chemical formula	C7H16FO2P
Molar mass	182.18 g·mol−1
Appearance	When pure, colorless liquid with fruity odor. With impurities, amber or dark brown, with oil of camphor odor
Density	1.022 g/cm³
Melting point	−42 °C (−44 °F; 231 K)
Boiling point	198 °C (388 °F; 471 K)
Solubility in water	Moderate
Vapor pressure	0.40 mmHg (53 Pa)
Hazards
Main hazards	Highly Toxic
NFPA 704	1 4 1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Soman, or GD (systematic name: O-Pinacolyl methylphosphonofluoridate), is an extremely toxic chemical substance. It is a nerve agent, interfering with normal functioning of the mammalian nervous system by inhibiting the enzyme cholinesterase. It is an inhibitor of both acetylcholinesterase and butyrylcholinesterase. As a chemical weapon, it is classified as a weapon of mass destruction by the United Nations according to UN Resolution 687. Its production is strictly controlled, and stockpiling is outlawed by the Chemical Weapons Convention of 1993 where it is classified as a Schedule 1 substance. Soman was the third of the so-called G-series nerve agents to be discovered along with GA (tabun), GB (sarin), and GF (cyclosarin).

It is a volatile, corrosive, and colorless liquid with a faint odor when pure. More commonly, it is a yellow to brown color and has a strong odor described as similar to camphor. The LCt₅₀ for soman is 70 mg·min/m³ in humans. It is both more lethal and more persistent than sarin or tabun, but less so than cyclosarin.

GD can be thickened for use as a chemical spray using an acryloid copolymer. It can also be deployed as a binary chemical weapon; its precursor chemicals are methylphosphonyl difluoride and a mixture of pinacolyl alcohol and an amine.