trans-1,3-Dichloropropene

Description

Trans-1,3-dichloropropene appears as a clear colorless liquid with chloroform odor. Flash point 95 °F. Density 1.225 g/cm3 and insoluble in water. Hence sinks in water. A strong irritant. Used as a soil fumigant. It is used as an intermediate in the manufacture of 3,3-dichloro-1-propene and other pesticides.

Chemical properties

colourless liquid

Chemical properties

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

Physical properties

Colorless to pale yellow liquid with a chloroform-like odor. Evaporates quickly when spilled.

The Uses of trans-1,3-Dichloropropene

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

Definition

ChEBI: (E)-1,3-dichloropropene is a 1,3-dichloropropene with a (E)-configuration. It has a role as a fumigant. It is a 1,3-dichloropropene and a chloroalkene. It derives from a hydride of a propene.

General Description

A 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 Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

trans-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 Hazard

Flash point data for trans-1,3-Dichloropropene are not available, however literature indicates that trans-1,3-Dichloropropene is flammable.

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. 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 water

Miscible with acetone, benzene, carbon tetrachloride, heptane, methanol (Worthing and Hance, 1991), methylene chloride, chloroform, trichloroethylene, and 1,1,2,2-tetrachloroethane.

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.