Orthochlorobenzylidenemalononitrile ClC6H4CHCCN(CN)2

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| Color
Code: |
Blue |
| Agent
State: |
Micro-Particulate Solid |
| Classification: |
Lacrimator, Irritant, Sternutator |
| Chemical: |
Synthetic |
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Developed in 1928
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LC50: 75,000 mg min/m3
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ICt50: 10 mg min/m3
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Takes effect in 3 to 10 seconds
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Produces:
Tearing and lacrimation
Irritation of the skin
Irritation of the respiratory system, sneezing
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No effect on animals
(Due to animals under-developed tear-duct and protection by fur)
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No effects on alcohol or drug intoxicated individuals
(Pain Resistant)
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Severe contamination problem; will attach to clothing, furnishings
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Recovery: 10 minutes
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Side or after effects: Causes dermatitis upon repeated exposure and
serious allergic reaction
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CS is an alkylating agent, and attaches to atoms of oxygen, nitrogen,
and sulfur in protein DNA and RNA resulting in Cancer1
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Shelf-life 3 years. Depends on humidity and packaging
For many years, CN was the most widely used agent by civil and
military authorities. However dissatisfaction with its potency and chemical instability
led military scientists to search for alternative agents.
CS was first prepared in 1928 by two American chemists, Ben Corson
and Roger Stoughton. (The CS initials were taken from the first letters of the names of
the discoverers). However, it remained until 1956 for the British CBW laboratory at Porton
Down, the Chemical Defense Experimental Establishment, to develop CS as a riot control
agent.
CS was first used on a large scale by the British in the Cyprus
riots. In 1960, CS was officially adopted by the United States Army for use in riots.
CS in its pure form is a white crystalline powder resembling talcum
powder. It is classified as an irritant agent and lacrimator. Since it is made of solid
particles, it must be carried through the air by an agent or expelled in a fine dust. The
odor is rather pungent.
CS causes burning and lacrimation of the eyes as well as irritation
of the skin and respiratory system. The burning effects of the eyes and skin will be
similar to CN and the irritation of the respiratory system will result in sneezing. It
could take many seconds before the effect of CS is realized. CS is most irritating in a
humid climate and on a moist skin surface. Anyone who has lost his sense of feeling
because of the influence of narcotics or alcohol will not be affected by CS.
CS is a lacrimator and sneeze producer at levels as low as 0.05
mg/m3 . The powder CS is designated CS1 and is much more durable than the aerosol form of
the agent. As a further refinement, CS1 is coated with silicone to extend its field
persistence up to several weeks; the weatherproofed variety is called CS2.
Decontamination of CS
Being extremely persistent, CS causes a severe area decontamination
problem. Particles disseminated by any of the standard means of dispersion will adhere to
the person, clothing, furnishings, or fixtures for long periods. Humid conditions will
cause the odor and irritant effect to linger indefinitely.
Decontamination is achieved by using an alkaline solution. A
solution of water and 5% sodium bisulfite is usually employed for decontamination.
Health Hazards of CS
CS is less toxic than CN and has only transient effects on the eyes.
However, both CS and CN cause dermatitis and are sensitizers that may cause very serious
allergic reactions upon repeated exposure.
If one M7 military type canister, which contains 115 grams of CS, is
thrown into an area of 1 m2 x 10 m, this will result in an aerosol concentration of 11,500
mg/m3, i.e., a period of just over two minutes would result in death of half of the
individuals exposed. Such burning-type grenades can be expected to volatilize about 80 per
cent of the charge of CS; they will also produce smoke, generate carbon monoxide (itself a
deadly respiratory poison), and cause oxygen depletion in the atmosphere. In this
situation a mask will not afford a great deal of protection.
If CS penetrates to nerve tissue, there is a strong possibility that
it can be attacked by the active nucleophilic oxygen atom at the serine residue of
acetylcholine esterase. This enzyme is required to catalyze the hydrolysis of the
acetylcholine formed in the nerve transmission process; it is the enzyme that is poisoned
by nerve gas 1.
Toxicology of CS
Toxicological tests demonstrated that animals dying after exposure
to CS show increased counts of goblet cells in the respiratory tract and conjunctiva (the
mucous membrane in the eyes, lining the eyelid and covering part of the eyeball), necrosis
(the death of cells) in the respiratory and gastrointestinal tract, pulmonary edema (lungs
filled with fluid), and hemorrhage in the adrenal. Death results from impaired oxygen
transfer to the blood stream as a result of edema, hemorrhage, and obstruction of the air
passages in the lungs.
In the case of a substance such as CS, attention must be directed to
the breakdown products that will occur in the human body. Cleavage or hydrolysis into
malononitrile and ortho-chlorobenzaldehyde is a reaction that is 50% complete in about ten
minutes. The malononitrile is believed to suffer degradation to cyanide and thiocyanate
whereas the remainder of the molecule is combined with glycine and excreted as
ortho-chlorohippuric acid. Therefore malononitrile is a highly toxic substance found in
CS. The mortal dose for a 150 pound person is estimated to be about a gram or less 1.
1 "Harvest of Death" by J.B. Neilands &
Gordon H. Orians. Published by "Collier-Macmillan Limited", London, 1972.