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trans-1,3-Dichloropropene

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trans-1,3-Dichloropropene Basic information
trans-1,3-Dichloropropene Chemical Properties
  • Boiling point:97-112 °C(lit.)
  • Density 1.198 g/mL at 25 °C(lit.)
  • vapor pressure 79.1 at 50 °C, 523.5 at 100 °C (Wilding et al., 2002)
  • refractive index n20/D 1.472(lit.)
  • Flash point:78 °F
  • storage temp.  0-6°C
  • solubility Miscible with acetone, benzene, carbon tetrachloride, heptane, methanol (Worthing and Hance, 1991), methylene chloride, chloroform, trichloroethylene, and 1,1,2,2-tetrachloroethane.
  • form neat
  • Specific Gravity1.217
  • Water Solubility 2.8g/L(20 ºC)
  • Merck 14,3075
  • Henry's Law Constant1.3 x 10-3 atm?m3/mol (Pankow and Rosen, 1988) 0.793 x 10-3 atm?m3/mol at 20 °C, 1.87 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, aluminium alloys, some metal salts and halogens. May be light sensitive.
  • CAS DataBase Reference10061-02-6(CAS DataBase Reference)
  • NIST Chemistry Reference1-Propene, 1,3-dichloro-, (E)-(10061-02-6)
  • EPA Substance Registry Systemtrans-1,3-Dichloropropene (10061-02-6)
Safety Information
MSDS
trans-1,3-Dichloropropene Usage And Synthesis
  • Chemical Propertiescolourless liquid
  • Chemical Properties1,3-Dichloropropene is a colorless to strawcolored liquid. Sharp, sweet, irritating, chloroform-like odor.
  • Physical propertiesColorless to pale yellow liquid with a chloroform-like odor. Evaporates quickly when spilled.
  • UsesThe isomer mixture is used as a soil fumigant and a nematocide.
  • General DescriptionA clear colorless liquid with chloroform odor . Flash point 95°. Density 1.225 g / cm3 and insoluble in water. Hence sinks in water. A strong irritant. Used as a soil fumigant.
  • Air & Water ReactionsHighly flammable. Insoluble in water.
  • Reactivity Profiletrans-1,3-Dichloropropene reacts with aluminum, aluminum alloys, with other active metals and with some metal salts and halogens. Can react vigorously with oxidizing materials. .
  • Fire HazardFlash point data for trans-1,3-Dichloropropene are not available, however literature indicates that trans-1,3-Dichloropropene is flammable.
  • 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. 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).
    Chemical/Physical. Hydrolysis in distilled water at 25°C produced trans-3-chloro-2- propen-1-ol and hydrochloric acid. The reported half-life for this reaction is only 2 days (Kollig, 1993; Milano et al., 1988). trans-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). Chloroacetaldehyde, formyl chloride and chloroacetic acid were formed from the ozonation of dichloropropylene at approximately 23°C and 730 mmHg. Chloroacetaldehyde and formyl chloride also formed from the reaction of dichloropropylene and hydroxyl radicals (Tuazon et al., 1984).
    The evaporation half-life of trans-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 24.6 minutes (Dilling, 1977).
    Emits chlorinated acids when incinerated. Incomplete combustion may release toxic phosgene (Sittig, 1985).
  • Solubility in waterMiscible with acetone, benzene, carbon tetrachloride, heptane, methanol (Worthing and Hance, 1991), methylene chloride, chloroform, trichloroethylene, and 1,1,2,2-tetrachloroethane.
  • 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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