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[(2-Chlorophenyl)methylene]malononitrile

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Name

[(2-Chlorophenyl)methylene]malononitrile

EINECS 220-278-9
CAS No. 2698-41-1 Density 1.296 g/cm3
Solubility 0.1-0.5 g/100 mL at 16 °C in water Melting Point 68-70 °C(lit.)
Formula C10H5ClN2 Boiling Point 312.5 °C at 760 mmHg
Molecular Weight 188.62 Flash Point 148 °C
Transport Information UN 3448 6.1/PG 2 Appearance white crystalline solid with a peppery smell
Safety 26-27-37/39-45-36/37/39 Risk Codes 36/37/38-42/43-25
Molecular Structure Molecular Structure of 2698-41-1 (Propanedinitrile,2-[(2-chlorophenyl)methylene]-) Hazard Symbols IrritantXi, ToxicT
Synonyms

Malononitrile,(o-chlorobenzylidene)- (6CI,7CI,8CI);Propanedinitrile,[(2-chlorophenyl)methylene]- (9CI);(o-Chlorobenzal)malononitrile;(o-Chlorobenzylidene)malononitrile;1-Chloro-2-(2,2-dicyanoethenyl)benzene;2-(o-Chlorophenyl)-1,1-dicyanoethylene;2-Chlorobenzalmalononitrile;2-Chlorobenzylidenemalonodinitrile;2-Chlorobenzylidenemalononitrile;2-[(2-Chlorophenyl)methylene]malononitrile;CS;CS (lacrimator);CS(lacrimitor);NSC 542;NSC 637336;o-Chlorobenzylidenemalonic nitrile;b,b-Dicyano-o-chlorostyrene;

 

[(2-Chlorophenyl)methylene]malononitrile Chemical Properties

IUPAC Name: 2-[(2-Chlorophenyl)methylidene]propanedinitrile
Molecular Formula: C10H5ClN2
Molecular Weight: 188.61 g/mol
EINECS: 220-278-9
Density: 1.296 g/cm3
Flash Point: 148 °C
Melting point: 95 °C
Index of Refraction: 1.623
Surface Tension: 56.4 dyne/cm
Enthalpy of Vaporization: 55.35 kJ/mol
Boiling Point: 310-315 °C at 760 mmHg
Vapour Pressure: 0.000527 mmHg at 25 °C
Water Solubility:  0.1-0.5 g/100 mL at 16 °C 
Appearance: White crystalline solid or light beige powder
Following is the structure of O-Chlorobenzylidene malononitrile (CAS NO.2698-41-1):
      

[(2-Chlorophenyl)methylene]malononitrile Uses

 O-Chlorobenzylidene malononitrile (CAS NO.2698-41-1) malononitrile can be used as riot control agent. It is used primarily as an incapacitating agent, both by military & law enforcement personnel. It can be disseminated in burning grenades & weapon-fired projectiles, as an aerosol from the finely divided solid chemical, or from a solution of the chemical dissolved in methylene chloride or acetone.

[(2-Chlorophenyl)methylene]malononitrile Toxicity Data With Reference

1.    

skn-hmn 10 mg/1H MLD

    BJDEAZ    British Journal of Dermatology. 90 (1974),657.
2.    

eye-man 5 mg/m3/20S SEV

    MMEDA9    Military Medicine. 134 (1969),219.
3.    

eye-man 624 ng

    APTOA6    Acta Pharmacologica et Toxicologica. 35 (1974),412.
4.    

skn-rat 12%/6H open MLD

    ARTODN    Archives of Toxicology. 40 (1978),75.
5.    

skn-rbt 12%/6H open MLD

    ARTODN    Archives of Toxicology. 40 (1978),75.
6.    

eye-rbt 5 mg

    TXAPA9    Toxicology and Applied Pharmacology. 4 (1962),656.
7.    

eye-rbt 1 mg MLD

    TXAPA9    Toxicology and Applied Pharmacology. 17 (1970),295.
8.    

eye-rbt 1150 ng

    APTOA6    Acta Pharmacologica et Toxicologica. 35 (1974),412.
9.    

skn-gpg 12%/6H open MLD

    ARTODN    Archives of Toxicology. 40 (1978),75.
10.    

eye-gpg 429 ng

    APTOA6    Acta Pharmacologica et Toxicologica. 35 (1974),412.
11.    

mmo-sat 100 µg/plate

    ARTO

[(2-Chlorophenyl)methylene]malononitrile Consensus Reports

 O-Chlorobenzylidene malononitrile (CAS NO.2698-41-1) was reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

[(2-Chlorophenyl)methylene]malononitrile Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by inhalation. Human systemic effects by inhalation: conjunctiva irritation, cough, and unspecified respiratory system effects. A human skin and eye irritant. Human exposure data suggest relatively low systemic toxicity, but intense irritation of eyes, skin, and mucous membranes. Mutation data reported. A tear gas used for riot control. When heated to decomposition it emits very toxic fumes of Cl, NOx, and CN.
Hazard Codes:  IrritantXi,ToxicT
Risk Statements: 36/37/38-42/43-25 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R42/43:May cause sensitization by inhalation and skin contact. 
R25 :Toxic if swallowed.
Safety Statements: 26-27-37/39-45-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S37/39:Wear suitable gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 3448 6.1/PG 2
RTECS:  OO3675000
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: I 

[(2-Chlorophenyl)methylene]malononitrile Standards and Recommendations

OSHA PEL: CL 0.05 ppm (skin)
ACGIH TLV: CL 0.05 ppm (skin); Not Classifiable as a Human Carcinogen

[(2-Chlorophenyl)methylene]malononitrile Specification

 O-Chlorobenzylidene malononitrile , with a CAS name of 2698-41-1, it has some synonyms like 2-[(2-chlorophenyl)methylene]malononitrile or ((2-Chlorophenyl)methylene)propanedinitrile.
 O-Chlorobenzylidene malononitrile (CAS NO.2698-41-1) is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should immediately flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water.Then, get medical aid. Or in the eyes: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously get medical aid. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. Immediately While, it's inhaled: Immediately leave the contaminated area; take deep breaths of fresh air.Then, get medical aid. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used. Then you have the ingesting of the product :  If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical. Get medical aid immediately. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. Do not induce vomiting. Transport the victim immediately to a hospital.

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