Chemical Fact Sheet

Chemical Abstract Number (CAS #) 10061026
CASRN 10061-02-6
1-Propene, 1,3-dichloro-, (E)-
Analytical Methods EPA Method 502.2
EPA Method 524.2
EPA Method 601
EPA Method 624
EPA Method 8010
EPA Method 8021
EPA Method 8260
Molecular FormulaC3H4Cl2

Link to the National Library of Medicine's Hazardous Substances
Database for more details on this compound.

Use USED PRIMARILY IN SOIL FUMIGANTS FOR NEMATODES OR AS COMPONENT OF SOIL FUMIGANT MIXTURES FOR NEMATODES/; SMALL AMT AS CHEM INTERMEDIATE. trans-1,3-Dichloropropene is used as a chemical intermediate and corrosion inhibition agent.
Odor CHLOROFORM-LIKE ODOR; Sharp, sweet, penetrating odor
Boiling Point 112 DEG C
Molecular Weight 110.97
Density 1.224 AT 20 DEG C/4 DEG C
Environmental Impact trans-1,3-Dichloropropene is released into the air and in wastewater during its production and use as soil fumigant and chemical intermediate. When injected into the soil most of the trans-1,3-dichloropropene will be lost through volatilization over the course of approximately 4 weeks. Higher moisture content in the soil will accelerate volatilization since adsorption is much lower to wet soil than dry. In spill situations, trans-1,3-dichloropropene will volatilize much faster. This compound may also leach. Hydrolysis (half-life ranging behavior 7 to >69 days) to trans-1,3-chloroallyl alcohol will also be important. If released into water, it will be lost primarily through volatilization (half-life from a model river 4 hours). Adsorption to sediment and bioconcentration in fish are not expected to be important processes. In the atmosphere, this compound will degrade primarily by reaction with photochemically produced hydroxyl radicals (half-life 29 hours) or scavenged by rain. Some dispersion away from source or target areas should be expected. Humans are primarily exposed to this compound occupationally, by inhalation near source areas, and by ingestion of contaminated drinking water.
Environmental Fate ATMOSPHERIC FATE: The cis- and trans-1,3-dichloropropene isomers are widely used as insecticide fumigants in a variety of commercial formulations. In order to investigate their lifetimes and reaction mechanisms, kinetic and product data were obtained at room temperature for the gas phase reactions of ppm concn of cis- and trans-1,3-dichloropropene with ozone and with hydroxide radicals in Teflon chambers. The products observed from the reaction of hydroxide radicals with the 1,3-dichloropropene isomers were formyl chloride and chloroacetaldehyde, with unit yields. TERRESTRIAL FATE: trans-1,3-Dichloropropene is mobile in soil; its movement is a function of temperature, soil type and moisture(1,3). The fumigant will bind to the soil, degrade, leach, or be vented into the atmosphere. It is estimated that 5-10% of trans-1,3-dichloropropene is lost to the atmosphere after a commercial application of fumigant to a warm, moist sandy soil at a depth of 0.3 m . In soils simulating the structure and moisture conditions that may occur in the field during fumigation, <1% was in the soil vapor phase, 10-20% in the water phase, whereas 80-90% was adsorbed . An increase in temperature, increases the Henry's Law constant and diffusion of 1,3-dichloropropene through soil and shortens the volatilization time . Generally, when the temperature decreases from 25 to 5 deg C, there will be a threefold increase in the ratio of the trans-1,3-dichloropropene in the water phase as in air . TERRESTRIAL FATE: Adsorption is higher in dry soils than in moist soil . However, water-saturated soils have air passageways blocked and fumigant movement is decreased . This is illustrated by a 20-day study in which the 1,3-dichloropropene diffused to <.46 m in a silty clay loam with 23% moisture (dry wt) and >1.20 m in the same soil when the moisture content was 7.7% . The concentration of a mixture of 1,3-dichloropropene was monitored at ground level and at 42 inches above ground after fumigant was applied to a pineapple field at a depth of 18 inches . 1,3-Dichloropropene levels were relatively constant (20-50 ppb) at ground level for 6 days after fumigation; after 9 days the concn steadily declined to <0.1 ppb at 27-30 days. A light rain at day 6 temporarily increased the release of the fumigant 100-fold . The reduced adsorption due to increased soil moisture, resulted in a transfer of fumigant from soil to water at or near the soil surface, after which evaporation occurred. At 42 inches above ground level, 1,3-dichloropropene was still detectable and was probably drifting in from other fields . TERRESTRIAL FATE: Hydrolysis of 1,3-dichloropropene occurs in soil (half-life 3 days to >69 days) forming 3-chlorallyl alcohol(1,3,4,5). When C(14)-trans- 1,3-dichloropropene treated sandy loam soil (46 ppm) was covered with 12 cm of untreated soil and kept outdoors in open glass containers, 23% of the radioactivity remained in the soil 10 days post treatment and 5% remained after 6 mo . Less than 20% of the extracted radioactivity was present as unchanged parent in every case which indicates that hydrolysis or biodegradation had occurred . Greater than 80% of the products were present as products more polar than chloroacrylic acids . In a related experiment in which the treated soil was not covered with untreated soil and kept in closed glass flasks, 93% of the 1,3-dichloropropene volatilized as the parent compound in one hour . TERRESTRIAL FATE: Eight months after D-D (mixture of 1,3-dichloropropene and 1,2-dichloropropene) soil fumigant was applied to muck and sandy loam soils in August during field studies, 4.8 ppm of trans-1,3-dichloropropene was found in the muck soil and 0.39 ppm was found in the sandy loam . Residues persisted >91 days in the sandy soil of a tree nursery and were also found in neighboring irrigation wells. 1,3-Dichloropropene was injected 0.2 m deep into the soil of three flower bulb fields during summer. Based on soil samples collected at depths of 0-0.6 m, the half-life of trans-1,3-dichloropropene was determined to be about 4 days . Another investigated estimated that the half-life of trans-1,3- dichloropropene in soil at 20 deg C ranges from 3 to 25 days .
Drinking Water Impact SURFACE WATER: Trans-1,3-dichloropropene was detected in the Lake Ontario Basin (Genesee River and Wine Creek) . Ohio River System (1978-79) 6 stations, 991 samples on Ohio River; 2 stations, 359 samples on tributaries, 3.9% of samples from the Ohio River had detectable levels of trans-1,3-dichloropropene <1 ppb and 0.6% between 1 and 10 ppb, whereas it was not detected in tributaries . RAIN/SNOW: Oct 1982, trans-1,3-dichloropropene detected in the aqueous phase of rain water collected in Portland, OR or at a concentration of 2 ng/L . EFFL: A landfill leachate chemical cmpd. 1980/81, sewage treatment plant, trans-1,3- dichloropropene: raw effluent, 3 samples, 67% pos., concn range 3-8 ug/L, detection limit not reported; treated effluent prior to chlorination, 1 sample, 3 ug/L; final effluent, 2 samples, concn range 1-2 ug/L . 1978, trans-1,3-dichloropropene detected in treated effluent from seven petroleum refineries, concn range <0.7-1 ug/l .

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