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2-Chloroacetophenone

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2-Chloroacetophenone Basic information
2-Chloroacetophenone Chemical Properties
  • Melting point:54-56 °C(lit.)
  • Boiling point:244-245 °C(lit.)
  • Density 1.324 g/mL at 25 °C(lit.)
  • vapor pressure 4 at 20 °C, 14 at 30 °C (quoted, Verschueren, 1983)
  • refractive index 1.5438
  • Flash point:118°C
  • solubility Soluble in acetone (Weast, 1986). Freely soluble in alcohol, benzene, and ether (Windholz et al., 1983)
  • Water Solubility insoluble. <0.1 g/100 mL at 19 ºC
  • Sensitive Moisture Sensitive
  • Merck 14,2115
  • BRN 507950
  • Exposure limitsNIOSH REL: TWA 0.3 mg/m3 (0.05 ppm), IDLH 15 mg/m3; OSHA PEL: TWA 0.05 ppm (0.3 mg/m3); ACGIH TLV: TWA 0.05 ppm (adopted).
  • Stability:May decompose upon exposure to air or water. Incompatible with bases, amines, alcohols.
  • InChIKeyIMACFCSSMIZSPP-UHFFFAOYSA-N
  • CAS DataBase Reference532-27-4(CAS DataBase Reference)
  • NIST Chemistry ReferenceEthanone, 2-chloro-1-phenyl-(532-27-4)
  • EPA Substance Registry System2-Chloroacetophenone (532-27-4)
Safety Information
MSDS
2-Chloroacetophenone Usage And Synthesis
  • DescriptionChloroacetophenone is contained in tear gases (lacrimators). This substance has an important irritative potential but can also be a sensitizer.
  • Chemical Propertiestan crystalline powder
  • Chemical Properties2-Chloroacetophenone (CN) is a combustible, colorless-to-gray solid. CN has a sharp, irritating odor, has been described as smelling like “apple blossoms.” It may be dissolved in a solvent
  • Physical propertiesColorless to gray crystalline solid with a sharp, penetrating, irritating odor. The low odor and high odor threshold concentrations were 102 and 150 μg/m3, respectively (Ruth, 1986).
  • UsesRiot control agent.
  • DefinitionA strong lachrymator.
  • General DescriptionColorless liquid, odorless to fruity.
  • HazardStrong irritant to eyes and tissue as gas or liquid. Skin and upper respiratory tract irritant. Questionable carcinogen.
  • Health HazardMedian lethal dose (mg-min/m3): 11000 (estimated). Median incapacitating dose: 80. Eye/skin toxicity: Temporarily severe eye irritation; mild skin irritation. Rate of action: Instantaneous. Physiological action: Powerfully lacrimatory. Detoxification rate: Rapid. (ANSER)
  • Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
  • Contact allergensw-Chloroacetophenone is contained in tear gases (lacrimators). This substance has important irritative potential, but can also be a sensitizer.
  • Safety ProfileA human poison by inhalation. An experimental poison by ingestion, inhalation, intraperitoneal, and intravenous routes. Human systemic effects by inhalation: lachrymation, conjunctiva irritation, and unspecified eye effects, cough, and dyspnea. A severe eye and moderate skin irritant. Questionable carcinogen with experimental neoplastigenic data by skin contact. A riot control agent. When heated to decomposition it emits toxic fumes of Cl-. See also KETONES.
  • Potential ExposureChloroacetophenone is used as a chemical warfare agent (Agent CN) and as a principal ingredient in the riot control agent Mace. It is also used as a pharmaceutical intermediate. The United States considers agent CN and its mixtures with various chemicals to be obsolete for military deployment.
  • Environmental FateChemical/Physical. Releases toxic chloride fumes when heated to decomposition (Sax and Lewis, 1987).
  • ShippingUN1697 Chloroacetophenone, solid, (CN), Hazard Class: 6.1; Labels: 6.1-Poison Inhalation. UN3416 Chloroacetophenone, liquid, (CN), Hazard Class: 6.1;Labels: 6.1-Poisonous materials. Hazard. Military driver shall be given full and complete information regarding shipment and conditions in case of emergency. AR 50-6 deals specifically with the shipment of chemical agents. Shipments of agent will be escorted in accordance with AR 740-32.
  • Purification MethodsCrystallise it from MeOH [Tanner J Org Chem 52 2142 1987]. [Beilstein 7 IV 641.]
  • IncompatibilitiesKeep away from water, steam, strong oxidizers. CN reacts with water, forming hydrochloric acid. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. CN reacts slowly with metals, causing mild corrosion and may evolve flammable hydrogen gas.
  • Waste DisposalTear gas-containing waste is dissolved in an organic solvent and sprayed into an incinerator equipped with an afterburner and alkaline scrubber utilizing reaction with sodium sulfide in an alcoholwater solution. Hydrogen sulfide is liberated and collected by an alkaline scrubber.
2-Chloroacetophenone Preparation Products And Raw materials
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