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CIS-1,3-DICHLOROPROPENE

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CIS-1,3-DICHLOROPROPENE Basic information
CIS-1,3-DICHLOROPROPENE Chemical Properties
  • Melting point:-50 °C
  • Boiling point:104 °C(lit.)
  • Density 1.225 g/mL at 25 °C(lit.)
  • vapor pressure 111.6 at 50 °C, 687.8 at 100 °C (Wilding et al., 2002)
  • refractive index n20/D 1.4675(lit.)
  • Flash point:75 °F
  • storage temp.  0-6°C
  • Water Solubility 1.071g/L(30 ºC)
  • Merck 14,3075
  • Henry's Law Constant1.23 x 10-3 atm?m3/molat 20 °C, 2.77 at 40 °C (static headspace-GC, Kim et al., 2003)
  • Exposure limitsACGIH TLV: TWA 1 ppm for cis and trans isomers (adopted).
  • Stability:Stable. Flammable. Incompatible with strong oxidizing agents, aluminium and its alloys, active metals, halogens, some metal salts. May be light sensitive.
  • CAS DataBase Reference10061-01-5(CAS DataBase Reference)
  • NIST Chemistry Reference1-Propene, 1,3-dichloro-, (Z)-(10061-01-5)
  • EPA Substance Registry Systemcis-1,3-Dichloropropene (10061-01-5)
Safety Information
MSDS
CIS-1,3-DICHLOROPROPENE Usage And Synthesis
  • Chemical Propertiescolourless to amber liquid
  • Chemical Properties1,3-Dichloropropene is a colorless to strawcolored liquid. Sharp, sweet, irritating, chloroform-like odor.
  • Physical propertiesClear, colorless to amber-colored liquid with a pungent and irritating, chloroform-like odor. Evaporates quickly when spilled. The average least detectable odor threshold concentration in water at 60 °C for mixed isomers of 1,3-dichloropropylene was 0.12 mg/L (Alexander et al., 1982).
  • UsesThe isomeric mixture is used as a soil fumigant and a nematocide.
  • DefinitionChEBI: The (Z)-isomer of 1,3-dichloropropene.
  • General DescriptionColorless to amber liquid with a sweetish odor.
  • Air & Water ReactionsHighly flammable. Insoluble in water.
  • Reactivity ProfileCIS-1,3-DICHLOROPROPENE may be sensitive to light. Reacts with aluminum, aluminum alloys, other active metals and some metal salts and halogens. Can react vigorously with oxidizing materials.
  • Fire HazardFlash point data for CIS-1,3-DICHLOROPROPENE are not available, however literature sources indicate that CIS-1,3-DICHLOROPROPENE is flammable.
  • Safety ProfileConfirmed carcinogen with experimental neoplastigenic data. Human mutation data reported. A dangerous fire hazard when exposed to heat, flame, or oxidzers. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORINATED HYDROCARBONS , ALIPHATIC .
  • Potential ExposureUsed as a soil fumigant prior to planting crops, such as cotton, sugar beet, potatoes; used in combinations with dichloropropanes as a soil fumigant. Workers engaged in manufacture, formulation and application of this soil fumigant and nematocide.
  • Environmental FateBiological. cis-1,3-Dichloropropylene was reported to hydrolyze to 3-chloro-2-propen- 1-ol and can be biologically oxidized to 3-chloropropenoic acid, which is further oxidized to formylacetic acid. Decarboxylation of this compound yields carbon dioxide (Connors et al., 1990). The isomeric mixture showed significant degradation with gradual adaptation in a static-culture flask-screening test (settled domestic wastewater inoculum) conducted at 25°C. At concentrations of 5 and 10 mg/L, percent losses after 4 weeks of incubation were 85 and 84, respectively. Ten days into the incubation study, 7–19% was lost due to volatilization (Tabak et al., 1981).
    Soil. Hydrolyzes in wet soil forming cis-3-chloroallyl alcohol (Castro and Belser, 1966).
    Chemical/Physical. Hydrolyzes in distilled water at 25°C forming 2-chloro-3-propenol and hydrochloric acid. The half-life was 1 day (Milano et al., 1988; Kollig, 1993). Chloroacetaldehyde, formyl chloride and chloroacetic acid were formed from the ozonation of dichloropropylene at about 23°C and 730 mmHg. Chloroacetaldehyde and formyl chloride also formed from the reaction of dichloropropylene with hydroxyl radicals (Tuazon et al., 1984).
    The evaporation half-life of cis-1,3-dichloropropylene (1 mg/L) from water at 25°C using a shallow-pitch propeller stirrer at 200 rpm at an average depth of 6.5 cm is 29.6 minutes (Dilling, 1977).
    Emits chlorinated acids when incinerated. Incomplete combustion may release toxic phosgene (Sittig, 1985).
  • Solubility in organicsMiscible with acetone, benzene, carbon tetrachloride, heptane, methanol (Worthing and Hance, 1991), methylene chloride, chloroform, 1,1,2,2-tetrachloroethane, 1,1,1,2-tetrachloroethane, tetrachloroethylene, and trichloroethylene.
  • Solubility in waterMiscible with acetone, benzene, carbon tetrachloride, heptane, methanol (Worthing and Hance, 1991), methylene chloride, chloroform, 1,1,2,2-tetrachloroethane, 1,1,1,2-tetrachloroethane, tetrachloroethylene, and trichloroethylene.
  • ShippingUN2047 Dichloropropene, Hazard Class: 3; Labels: 3-Flammable liquid.
  • IncompatibilitiesVapor may form explosive mixture with air. 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, and epoxides. May accumulate static electrical charges, and may cause ignition of its vapors. Incompatible with strong acids; oxidizers, aluminum or magnesium compounds; aliphatic amines; alkanolamines, alkaline materials; halogens, or corrosives. Note: Epichlorohydrin may be added as a stabilizer.
  • Waste DisposalIncineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≧100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.
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