CIS-1,3-DICHLOROPROPENE

Chemical properties

colourless to amber liquid

Chemical properties

1,3-Dichloropropene is a colorless to strawcolored liquid. Sharp, sweet, irritating, chloroform-like odor.

Physical properties

Clear, 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).

The Uses of CIS-1,3-DICHLOROPROPENE

The isomeric mixture is used as a soil fumigant and a nematocide.

Definition

ChEBI: The (Z)-isomer of 1,3-dichloropropene.

General Description

Colorless to amber liquid with a sweetish odor.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

CIS-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 Hazard

Flash point data for CIS-1,3-DICHLOROPROPENE are not available, however literature sources indicate that CIS-1,3-DICHLOROPROPENE is flammable.

Safety Profile

Confirmed 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 Exposure

Used 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 Fate

Biological. 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 organics

Miscible 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 water

Miscible 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.

Shipping

UN2047 Dichloropropene, Hazard Class: 3; Labels: 3-Flammable liquid.

Incompatibilities

Vapor 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 Disposal

Incineration, 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.