Ethylsarin

Last updated
Ethylsarin
Isopropyl ethylphosphonofluoridate.svg
Names
Preferred IUPAC name
Propan-2-yl ethylphosphonofluoridate
Other names
GE, EA-1209, TL-1620, T-2109
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • CCP(=O)(OC(C)C)F
Properties
C5H12FO2P
Molar mass 154.121 g·mol−1
Boiling point 170 °C (338 °F; 443 K)
Vapor pressure 1.97 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Extremely toxic
Flash point 56.7 °C (134.1 °F; 329.8 K)
Lethal dose or concentration (LD, LC):
690 mg/kg (mice, intraperitoneal) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ethylsarin (GE), also known as EA-1209, [2] TL-1620 or T-2109, [3] is an organophosphate nerve agent of the G-series. It is the ethylphosphonofluoridate analog of sarin. [4] [5] It has 1/8 the toxicity of sarin and is 3 times more persistent. [6]

Related Research Articles

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<span class="mw-page-title-main">Chemical warfare</span> Using poison gas or other toxins in war

Chemical warfare (CW) involves using the toxic properties of chemical substances as weapons. This type of warfare is distinct from nuclear warfare, biological warfare and radiological warfare, which together make up CBRN, the military acronym for chemical, biological, radiological, and nuclear, all of which are considered "weapons of mass destruction" (WMDs), a term that contrasts with conventional weapons.

<span class="mw-page-title-main">Sarin</span> Chemical compound and chemical warfare nerve agent

Sarin is an extremely toxic synthetic organophosphorus compound. A colourless, odourless liquid, it is used as a chemical weapon due to its extreme potency as a nerve agent. Exposure is lethal even at very low concentrations, where death can occur within one to ten minutes after direct inhalation of a lethal dose, due to suffocation from respiratory paralysis, unless antidotes are quickly administered. People who absorb a non-lethal dose and do not receive immediate medical treatment may suffer permanent neurological damage.

<span class="mw-page-title-main">Tabun (nerve agent)</span> Chemical compound

Tabun or GA is an extremely toxic synthetic organophosphorus compound. It is a clear, colorless, and tasteless liquid with a faint fruity odor. It is classified as a nerve agent because it fatally interferes with normal functioning of the mammalian nervous system. Its production is strictly controlled and stockpiling outlawed by the Chemical Weapons Convention of 1993. Tabun is the first of the G-series nerve agents along with GB (sarin), GD (soman) and GF (cyclosarin).

<span class="mw-page-title-main">Soman</span> Chemical compound (nerve agent)

Soman 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).

<span class="mw-page-title-main">VX (nerve agent)</span> Chemical compound and chemical warfare nerve agent

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In violation of the Geneva Protocol of 1925, the Iraqi Army initiated two failed and one successful (1978–1991) offensive chemical weapons (CW) programs. President Saddam Hussein (1937–2006) pursued the most extensive chemical program during the Iran–Iraq War (1980–1988), when he waged chemical warfare against his foe. He also used chemicals in 1988 in the Al-Anfal Campaign against his civilian Kurdish population and during a popular uprising in the south in 1991.

Methylphosphonyl difluoride (DF), also known as EA-1251 or difluoro, is a chemical weapon precursor. Its chemical formula is CH3POF2. It is a Schedule 1 substance under the Chemical Weapons Convention. It is used for production of sarin and soman as a component of binary chemical weapons; an example is the M687 artillery shell, where it is used together with a mixture of isopropyl alcohol and isopropyl amine, producing sarin.

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<span class="mw-page-title-main">MC-1 bomb</span>

The MC-1 bomb was the first U.S. non-clustered air-dropped chemical munition. The 750-pound (340 kg) MC-1 was first produced in 1959 and carried the nerve agent sarin.

<span class="mw-page-title-main">Chemical weapon</span> Device that uses chemicals to kill or harm individuals

A chemical weapon (CW) is a specialized munition that uses chemicals formulated to inflict death or harm on humans. According to the Organisation for the Prohibition of Chemical Weapons (OPCW), this can be any chemical compound intended as a weapon "or its precursor that can cause death, injury, temporary incapacitation or sensory irritation through its chemical action. Munitions or other delivery devices designed to deliver chemical weapons, whether filled or unfilled, are also considered weapons themselves."

<span class="mw-page-title-main">Methylfluorophosphonylcholine</span> Chemical compound

Methylfluorophosphonylcholine (MFPCh) is an extremely toxic chemical compound related to the G-series nerve agents. It is an extremely potent acetylcholinesterase inhibitor which is around 100 times more potent than sarin at inhibiting acetylcholinesterase in vitro, and around 10 times more potent in vivo, depending on route of administration and animal species tested. MFPCh is resistant to oxime reactivators, meaning the acetylcholinesterase inhibited by MFPCh can't be reactivated by oxime reactivators. MFPCh also acts directly on the acetylcholine receptors. However, despite its high toxicity, methylfluorophosphonylcholine is a relatively unstable compound and degrades rapidly in storage, so it was not deemed suitable to be weaponised for military use.

Chemical weapons have been a part of warfare in most societies, although their use has been particularly controversial since the 20th century.

OPA is a mixture of isopropyl alcohol and isopropylamine that is used for production of the sarin nerve agent. The mixture reacts with methylphosphonyl difluoride to produce sarin.

<span class="mw-page-title-main">Thiosarin</span> Chemical compound

Thiosarin, sulfursarin or GBS, is the organophosphorus compound analogous to sarin. It differs structurally in that sulfur replaces the oxygen of the P=O bond. It is an extremely toxic substance related to G-agents.

References

  1. "ChemIDplus".
  2. "Physical properties of standard agents, candidate agents, and related compounds at several temperatures" (PDF). Archived (PDF) from the original on February 26, 2017.
  3. Chemical Warfare Agents, and Related Chemical Problems. Parts I-II. 1958.
  4. Handbook of chemical and biological warfare agents (2nd ed.). CRC Press. 24 August 2007. ISBN   9780849314346.
  5. Compendium of chemical warfare agents. Springer. 15 November 2006. ISBN   9780387346267.
  6. Franks, S. (1968). Manual of Military Chemistry. Volume 1. Chemistry of Chemical Warfare Agents. Assistant Chief of Staff for Intelligence (Army), Washington, D.C. p. 247.