Cyclosarin

Cyclosarin
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Cyclosarin.png


Discovery
Discovered by Dr. Gerhard Schrader
Discovered in 1949
Chemical Characteristics
Chemical Name Cyclohexyl methylphosphonofluoridate
Chemical Family Fluorinated organophosphorous compound
Chemical Formula CH3PO(F)OC6H11
Airborne Exposure Limit 0.0001 mg/m3
Boiling point 239 °C (462 °F)
Freezing/Melting point -30 °C (-22 °F)
Vapor Pressure 0.044 at 25 °C
Flash point 94 °C (201 °F)
Vapor Density (Air=1) 6.2
Liquid Density 1.1278 g/cc @ 25 °C
Solubility in Water Almost insoluble
Appearance and Color Colorless liquid.
Odor sweet, musk, peaches, shellac

Cyclosarin or GF (Cyclohexyl methylphosphonofluoridate) is an extremely toxic substance that is one of the world's most dangerous weapons of war. It is the most obscure member of the G-series family of nerve agents, a group of chemical weapon discovered and synthesized by a German team, led by Dr. Gerhard Schrader, during or soon after World War II.

As a chemical weapon, it is classified as a weapon of mass destruction by the United Nations according to UN Resolution 687, and its production and stockpiling was outlawed by the Chemical Weapons Convention of 1993.

On July 2nd, it was widely reported that Polish Soldiers had found Iraqi chemical munitions containing nerve agents -- some newspapers said cyclo-sarin. Less widely reported was that these munitions were over a dozen years old, so any nerve agents would have long since have degraded

Contents

Chemical Characteristics

Like its predecessor, sarin, cyclosarin is a liquid organophosphate nerve agent. Its physical characteristics are quite different from sarin, however.

At room temperature, cyclosarin is a colorless liquid whose odor has been variously described as sweet and musty, and resembling peaches or shellac. Unlike sarin, cyclosarin is persistent liquid, meaning that it has a low vapor pressure, and therefore evaporates relatively slowly: about 69 times slower than sarin and 20 times more slowly than water. Its military value is therefore much greater as a liquid chemical weapon.

Also unlike sarin, cyclosarin is flammable, with a flash point of 94°C (201 °F).

Historical Notes

From CBWInfo.com (http://www.cbwinfo.com/Chemical/Nerve/GF.shtml)

Cyclosarin was probably first synthesized during World War II as part of the systematic study of organophosphates undertaken by the Germans after their potential military utility was identified. It was again looked at in the early 1950's by both the United States and Great Britain as they undertook a systematic study of potential nerve agents (some U.S. sources suggest that interest in GF was stimulated by work undertaken in "another country"). However, the higher cost of the precursors for GF relative to those for GB along with its lower toxicity prevented it from being chosen for manufacture.
Iraq is the only country in which large amounts of cyclosarin have ever been produced for use as a chemical warfare agent. Also Iraqis used sarin and cyclosarin as a mixture against Iran in 1986-1988. As with most issues surrounding the Iraqi chemical weapons programs, the basis for their decision to produce GF is somewhat unclear. However, it seems likely that the choice was driven by a combination of a desire for a more persistent agent combined with problems with obtaining alcohol precursors for sarin (due to an embargo).
As noted above, Iraq also fielded weapons filled with mixtures of sarin and cyclosarin. These mixtures appear to have been produced in part for purposes of increasing persistence and in part because of raw material issues.

Miscellaneous Facts

Template:WMD/Chemical

Binary weapons

Like other nerve agents, Cyclosarin can be shipped in binary munitions.

A cyclosarin binary weapon would most likely contain methyphosphonyldifluoride in one capsule with the other capsule containing either cyclohexanol or a mixture of cyclohexylamine and cyclohexanol.

GB-GF Mixtures

According to CBWInfo.com (http://www.cbwinfo.com/Chemical/Nerve/GF.shtml), Iraq fielded munitions filled with a mixture of GB (sarin) and GF (cyclosarin). Tests on mice indicated that GB-GF mixtures have a relative toxicity between GF and GB.

References

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