Home News History General Links Bookstore
Biological Gateway Chemical Gateway Radiological Gateway

Nerve Agent: GD (Soman)

Description and Property Data Detection Symptoms and Effects
Medical Countermeasures Physical Countermeasures Decontamination
Selected Precursors Comments and Historical Notes ICD Codes

FULL CHEMICAL PROTECTIVE ENSEMBLES ARE REQUIRED FOR PROTECTION!
Hazardous on
exposure by: 
Ingestion
Inhalation
Injection
Skin contact
Masks, including self-contained breathing apparatus (SCBA) masks, alone do not provide adequate protection against this agent.

Evacuate uphill and upwind without moving through the agent cloud.

Go to Table of Initial Isolation Distances

CA Index Name Phosphonofluoridic acid, methyl-, 1,2,2-trimethylpropyl ester
CAS Registry Number 96-64-0 RTECS Number TA8750000

GD is a colorless liquid organophosphate nerve agent with an intermediate persistence (evaporation rate about 1/4th that of water; volatility similar to that of engine oil). When pure, it has a faint fruity odor which may not be detected; impurities which are commonly present may produce a smell of camphor, nutmeg, or orange peel.

Synonyms: 3,3-dimethyl-n-but-2-yl methylphosphonofluoridate
EA1210
Methyl pinacolyl phosphonofluoridate
Methyl pinacolyloxy phosphorylfluoride
Pinacoloxymethylphosphoryl fluoride
Pinacolyl methylfluorophosphonate
Pinacolyl methylphosphonofluoridate
PMFP
1,2,2-Trimethylpropoxyfluorophosphine oxide
1,2,2-Trimethylpropyl methylphosphonofluoridate

CHEMICAL AND PHYSICAL PROPERTIES

Structural Formula

Molecular
Formula
C7H16FO2P Molecular
Weight
182.178
Boiling
Point
167-200°
(boiling is accompanied by decomposition; decomposition starts at 130°)
Melting
Point
-42°
Vapor
Density
6.3 Liquid
Density
1.025
Vapor
Pressure
0.40 mm Hg at 20°
0.044mm Hg at 0°
Volatility 5570 mg/m3 at 30°
3900 mg/m3 at 25°
2650 mg/m3 at 20°
531 mg/m3 at 0°
Flammable; Flash Point 121°

NFPA Hazard Ratings

FIRE
1

HEALTH
4

REACTIVITY
1

SPECIAL
 

UN 2810

DETECTION

Nerve agent sensitive chemical agent detectors (e.g., CAM, M18A2, M256, etc.) and papers (e.g., M8, M9) may be used for detection.

SYMPTOMS AND EFFECTS

Lowered acetylcholinesterase levels are indicators of nerve agent intoxication in victims.

Depending on the degree of intoxication, symptoms may include:

Nervousness/Restlessness
Miosis (contraction of the pupil)
Rhinorrhea (runny nose), excessive salivation
Dyspnea (difficulty in breathing due to
bronchoconstriction/secretions)
Sweating
Bradycardia (slow heartbeat)
Loss of consciousness
Convulsions
Flaccid paralysis
Loss of bladder and bowel control
Apnea (breathing stopped)

Onset is usually rapid, occurring within minutes of exposure.

TOXICITY DATA
LDLORoute of
Administration
in
70 mg/m3 inhalation humans
18 mg/kg percutaneous humans
LD50Route of
Administration
in
75 micrograms/kg subcutaneous rats
62 micrograms/kg intramuscular rats
44.5 micrograms/kg IV rats
LCt50Route of
Administration
in
70 mg-m-3/min inhalation humans

MEDICAL COUNTERMEASURES

Useful Drugs Atropine sulfate Oximes Diazepam

The immediate treatment for nerve agent intoxication is intravenous injection of 2 mg atropine sulfate (intramuscular injection should be considered if the patient is hypoxic and ventilation can not be initiated, as there is a risk of ventricular fibrillation). This should be followed by additional injections of atropine at 10-15 minute intervals, continuing until bradycardia has been reversed (e.g., until the heart rate is at 90 beats/minute). If breathing has stopped, a mechanical respirator should be used to ventilate the patient. While exhaled air is not ordinarily a hazard, DO NOT ATTEMPT MOUTH-TO-MOUTH RESUCITATION without proper shields owing to the possible presence of residual agent on the face. If possible, oxygen or oxygen-enriched air should be used for ventilation. If possible, monitor cardiac activity.

Both pralidoxime salts and obidoxime are somewhat ineffective in restoring acetylcholinesterase activity after exposure to Soman (presumably due to the aging process for the Soman-inhibited cholinesterase); however, they do not interfere with treatment, and so there is no reason to refrain from their use if the agent is unidentified, and some benefit may accrue from very early administration. HLö-7 (a bispyridinium dioxime) may be useful if available.

Diazepam should be administered to control convulsions. It also has value in controlling fear on the part of the patient. Diazepam may also help to protect against Soman-induced neuropathies. An initial dose of 5 mg may be followed by additional doses at 15 minute intervals up to a total of 15 mg.

PHYSICAL COUNTERMEASURES

Initial Isolation and Protective Action Distances

SMALL RELEASE

(small package/leaking container)

First
ISOLATE
in all directions
Then
PROTECT
persons downwind during
DAYNIGHT
90 m (300 ft)0.9 km (0.5 mi)1.8 km (1.1 mi)

LARGE RELEASE

(large package/multiple small packages)

First
ISOLATE
in all directions
Then
PROTECT
persons downwind during
DAYNIGHT
800 m (2500 ft)6.8 km (4.2 mi)10.5 km (6.5 mi)

Protective equipment (self-contained breathing equipment or gas mask, barrier suit) must be used. Medical personnel treating casualties should avoid direct (skin-to skin) contact; protective gear including breathing protection should be worn when treating casualties prior to decontamination. Latex gloves are not adequate protection. Casualties should be decontaminated as rapidly as possible (see the section on decontamination). Remove casualties from exposure as rapidly as possible. Casualties must not be moved into clean treatment areas where unmasked/ungloved personnel are working until decontamination is complete.

Also refer to 2004 Emergency Response Guidebook (ERG2000) Guide 153.

DECONTAMINATION

The preferred decontaminant for Soman for surfaces is a solution of sodium hydroxide 10 wt.% (or greater) in water (note that hydrogen fluoride may be produced in sufficient quantities to pose a hazard). Surface decontamination may also be accomplished using hypochlorite bleach slurries, dilute alkalis, or DS2 decontaminating solution. Steam and ammonia may be used for the decontamination of confined spaces. Hot, soapy water can also be effective.

Decontamination of victims is accomplished by removing the victim from the contaminated area, removal of clothing, and removal or neutralization of agent present on the skin. Any visible droplets should be blotted (not wiped) away using an absorbant material (e.g., paper towels, facial tissues, etc.); if available, towelettes moistened with a neutralizing solution should be used. Adsorbant powders may also be used for removal of droplets (in the absence of standard adsorbants, field expedients such as flour may be useful). Hair should be thoroughly cleaned using soap and water, with care being taken to prevent wash water from contacting skin.

GD solubility in water is 2.1% at 20° and 20% at 25°. It hydrolyzes with a half-life of 80 hours at pH 7 and 20 °; 45 hours at pH 6.65 and 25°, hydrolysis goes to completion in 5 minutes in 5% sodium hydroxide (NaOH) solutions. However, hydrogen fluoride (HF) is a major hydrolysis product and may present a hazard. GD can persist for quite long times in water if the pH and temperature are right.

SELECTED PRECURSORS

COMMENTS

Binary Weapons

Binary weapons in which GD is formed at the time of use have been developed. One component in the binary is methylphosphonyldifluoride (Code DF; CAS Registry Number 676-99-3) and the other is pinacolyl alcohol (CAS Registry Number 464-07-3) and an amine. These weapons may be identified by the code GD-2 in some documents.

Thickened GD

Thickened forms of Soman, sometimes identified by the code TGD, have also been produced. In the United States, the thickener selected was an essentially nontoxic butyl acrylate-ethyl acrylate-methyl methacrylate copolymer with the trade name Acryloid K-125 which was added to GD to form a 5 % thickener/95 % GD mixture.

Thickened forms of Soman were also produced in the Soviet Union. In fact, only thickened Soman was identified as a "standard agent" in the information released by the Soviets in 1987 about their chemical arsenal.

Thickened Soman and VR-55

Soviet thickened Soman is sometimes identified by the code VR-55 in western documents. This code may have been derived from the viscosity of the thickened Soman - Viscous Russian - with the 55 arising from the designation of GD by the Soviets by a code name usually translated as Substance 55. However, caution should be used in interpreting documents that contain this designation, because it may also have been applied to Soviet second generation (V) nerve agents.

Historical Notes

Soman was first synthesized in 1944 as a result of the investigations into organophosphate nerve agents triggered by the discovery of GA (Tabun), and it was the most toxic agent of its time. Known initially by its code number, T-300, it was the last of the Grün 3 (Green 3) nerve agents that the Germans attempted to move to production during World War II. Its synthesis is generally credited to Richard Kuhn (who headed a group investigating the nerve agents), occasionally with mention of his collaborator Konrad Henke, of the Kaiser Wilhelm Institute for Medical Research.

The production process settled on by the Germans for Soman was a four-step process in which highly corrosive intermediates were used. The corrosive compounds required the use of special silver apparatus, and production in 1944 was only about one ton, with perhaps two more tons being produced in 1945 before the end of the war.

The Soviets acquired the production facility and also recovered the documents related to Soman's synthesis from an underground storage facility near Berlin. Richard Kuhn, however, fell into the hands of the Americans.

In the 1950s, several methods of producing the agent were developed by researchers in the Soviet Union and in Great Britain and the United States which avoided many of the production problems the Germans had encountered. This lead to considerable interest in the mass production of GD for military use.

The United States seriously considered making Soman its primary nerve agent, but economics finally swung the decision against it (there was no industrial use, and thus no industrial source, for pinacolyl alcohol, and the large scale production of Soman would have required the creation of such a production capability from scratch).

The Soviet Union saw sufficient advantages to the material that they commenced industrial-scale production of Soman in 1967. Interest in Soman appears to have persisted into at least the early seventies, with at least one Lenin Prize for work on Soman being awarded as late as 1972. Significant amounts were produced - the Russian Federation declared some 4800 metric tons of GD to the OPCW.

In 1973, the Israelis discovered that Egyptian prisoners of war captured during the so-called Yom Kippur War were carrying personal chemical protective equipment that included decontamination kits containing an antidote that comprised an unusual combination of ingredients: atropine, benactyzine, and the oxime TMB4. The Israelis were worried by the personal protective gear, since it implied the Egyptians were planning for operations in a chemical environment. It was the components of the antidote that drew the most attention in other countries, since they seemed to be intended for use against Soman as well as the better-known nerve agents. As a result, several Western countries embarked on crash programs to develop countermeasures specific for this agent.

No other country is known to have seen enough utility in Soman (relative to the other nerve agents) to enter into mass production of it, although most countries with an interest in chemical weapons have produced it on a laboratory scale. It has been suggested that North Korea (the Democratic People's Republic of Korea) may have produced significant quantities of this agent. However, the evidence for this is somewhat equivocal.

Project 112 Testing

Beginning in 1962, a variety of tests of chemical and biological agents were carried out as a result of the Project 112 review of U.S. chemical and biological warfare capabilities. These tests were supervised by the Deseret Test Center, which had been established to conduct them. Some of these tests involved GD. The table below provides a brief synopsis of the tests which are known to have included GD and their objectives.

Project 112 Tests Associated with GD
Test NameDateLocationObjectiveAgent Source
Rapid Tan, Phase I
(DTC Test 68-13)
Jul.-Aug., 1967 Chemical Defence Establishment, Porton Down, England determine evaporation rate of GD as a function of contamination density, drop size, and terrain cover under a variety of meteorological conditions 155 mm howitzer shells, crop sprayer to simulate agent dissemination from aircraft, rain type munitions, and massive bomb dissemination
Rapid Tan, Phase II
(DTC Test 68-13)
May-Jun., 1968 Suffield Defence Research Establishment, Ralston, Canada
Rapid Tan, Phase III
(DTC Test 68-13)
Aug.-Sep., 1968 Chemical Defence Establishment, Porton Down, England
DTC Test 69-12Spring, 1969Edgewood Arsenal, Maryland determine evaporation rate of GD as a function of contamination density, drop size, and terrain cover under a variety of meteorological conditions (extension of Rapid Tan); testing was cancelled after 3 of 54 scheduled trials were completed due to the imposition of open-air toxic test restrictionsnot specified in open literature
DTC = Deseret Test Center

Related International Classification of Diseases Codes
Heading ICD-9-CM
Toxic effect of organophosphate & carbamate 989.3
Accidental poisoning by other specified gases and vapors E869.8
Suicide and self-inflicted poisoning using other specified gases and vapors E952.8
Assault by poisoning using other gases and vapors E962.2
Injury due to terrorism involving chemical weapons E979.7
Injury due to war operations by gases, fumes, and chemicals E997.2
Death due to terrorism involving chemical weapons U01.7
Heading ICD-10
Accidental poisoning by and exposure to other and unspecified chemicals and noxious substances X49
Intentional self-poisoning (suicide) by and exposure to other gases and vapors X67
Assault (homicide) by gases and vapors X88
Assault (homicide) by other specified chemicals and noxious substances X89
Assault (homicide) by unspecified chemical or noxious substance X90
War operations involving chemical weapons and other forms of unconventional warfare Y36.7

Return to contents page

Selected References and Resources

Google
 
Web cbwinfo.com

Copyright© 1999, 2005 CBWInfo.com