Chemical Properties
1,3-Dichloropropene is a colorless to strawcolored liquid. Sharp, sweet, irritating, chloroform-like odor.
Chemical Properties
colourless to amber liquid
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).
Uses
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.
