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Home > Encyclopedia > 1,2-Dichloroethane

1,2-Dichloroethane

1,2-Dichloroethane structure

1,2-Dichloroethane 

structure
  • CAS No:

    107-06-2

  • Formula:

    C2H4Cl2

  • Chemical Name:

    1,2-Dichloroethane

  • Synonyms:

    1,2-Bichloroethane;1,2-DCE;1,2-Dichloorethaan;1,2-Dichlor-aethan;1,2-Dichlorethan;1,2-Dichlorethane;1,2-dichloro-ethan;1,2-dichloroethane (ethylene dichloride)

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

1,2-Dichloroethane, also called ethylene dichloride (EDC), is a manufactured chemical that is not found naturally in the environment. It is used principally to synthesize vinyl chloride, which is further used to produce a variety of vinyl based plastics products, such as polyvinyl chloride (PVC) pipes, furniture, automobile upholstery, wall coverings, housewares, and automobile parts. It is used in solvents in closed systems for various extraction and cleaning purposes in organic synthesis. It is used as a leaded gasoline additive to remove lead, but with declining tendency. It is used as a dispersant in rubber and plastics, as a wetting and penetrating agent. It was used in ore flotation, as a metal degreaser, and in textile and PVC cleaning. It was also used as an insect fumigant for stored grains and in mushroom houses, a soil fumigant in peach and apple orchards. But due to its toxicity, it is no longer registered for use as an insect fumigant in the United States (IARC 1999).1,2-Dichloroethane structure


1,2-Dichloroethane is a clear and colorless, flammable liquid which has a pleasant, chloroform-like odor, and a sweetish taste. Decomposes slowly: turns dark and acidic on contact with air, moisture, and light. The Odor Threshold is 100 ppm.It is a volatile compound. It is relatively insoluble in water (8.6 × 103 mg/l at 25 °C) but soluble in various organic solvents and is miscible with alcohol, chloroform, and ether (NLM, 2013). 1,2-Dichloroethane is one of the highest volume chemicals used in the United States. It is also used as an extraction solvent, as a solvent for textile cleaning and metal degreasing, in certain adhesives, and as a component in fumigants for upholstery, carpets, and grain.


ChEBI: 1,2-dichloroethane is a member of the class of chloroethanes substituted by two chloro groups at positions 1 and 2. It has a role as a non-polar solvent, a hepatotoxic agent and a mutagen.


Ethylene Dichloride is a clear colorless liquid with a pleasant chloroform-like smell that emits toxic fumes of hydrochloric acid when heated to decomposition. Denser than water and insoluble in water. Vapors are heavier than air. Density 10.4 lb/gal. It is primarily used to produce vinyl chloride. Inhalation exposure to this substance induces respiratory distress, nausea and vomiting and affects the central nervous system, liver and kidneys. It is mutagenic in animals and is reasonably anticipated to be a human carcinogen. (NCI05)


Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. An experimental transplacental carcinogen. A human poison by ingestion. Poison experimentally by intravenous and subcutaneous routes. Moderately toxic by inhalation, skin contact, and intraperitoneal routes. Human systemic effects by ingestion and inhalation: flaccid paralysis without anesthesia (usually neuromuscular blockage), somnolence, cough, jaundce, nausea or vomiting, hypermoulity, diarrhea, ulceration or bleeding from the stomach, fatty liver degeneration, change in cardiac rate, cyanosis, and coma. It may also cause dermatitis, edema of the lungs, toxic effects on the kidneys, and severe corneal effects. A strong narcotic. Experimental teratogenic and reproductive effects. A skin and severe eye irritant, and strong local irritant. Its smell and irritant effects warn of its presence at relatively safe concentrations. Human mutation data reported.

1,2-Dichloroethane Basic Attributes

98.96

605264

203-458-1

TSCA listed

APHA: ≤10

2903 15 00

Characteristics

Clear, colorless, oily liquid with a pleasant, chloroform-like odor. The average least detectable odor threshold concentrations in water at 60 °C and in air at 40 °C were 12 and 52 mg/L, respectively (Alexander et al., 1982). Experimentally determined detection and recognition odor threshold concentrations were 25 mg/m3(6 ppmv) and 165 mg/m3(41 ppmv), respectively (Hellman and Small, 1974).

1.256 g/mL at 25 °C (lit.)

-35 °C (lit.)

83 °C (lit.)

n20/D1.444(lit.)

8.7 g/L (20 ºC)

87 mm Hg ( 25 °C)

3.4 (20 °C, vs air)

LD50 orally in rats: 770 mg/kg (Smyth)

Highly flammable

Chloroform-like odor

11.24 at 30 °C (headspace-GC, Sanz et al., 1997)

Highly flammable. Slightly water soluble.

Liquid ammonia and 1,2-Dichloroethane can cause an explosion when mixed, NFPA 491M, 1991. A tank of dimethyl amino propyl amine exploded violently when 1,2-Dichloroethane reacted with wet 1,2-Dichloroethane which had been the tank's previous contents [Doyle 1973]. Halogenated aliphatic compounds, such as 1,2-Dichloroethane , are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, epoxides, aluminum

775 °F

0-6°C

Safety Information

II

3

3

F,T

53-45-24-16-7

KI0525000

Ethylene dichloride should be kept protected against physical damage. Store in a cool, dry, well-ventilated location, away from any area where the fi re hazard may be acute. Outside or detached storage is preferred. Separate from incompatibles. Containers should be bonded and grounded for transfer to avoid static sparks.

45-11-22-36/37/38-23/25-23

May form explosive mixture with air. Reacts violently with strong oxidizers and caustics; chemically active metals, such as magnesium or aluminum powder, sodium and potassium; alkali metals; alkali amides; liquid ammonia. Decomposes to vinyl chloride and HCl above 600℃. Attacks plastics, rubber, coatings. Attacks many metals in presence of water.

UN 1184

Flammable liquid; burns with a smoky flame; flash point (closed cup) 13°C (56°F), (open cup) 18°C (65°F); vapor pressure 62 torr at 20°C (68°F); the vapor is heavier than air and can travel a considerable distance to a source of ignition and flash back; autoignition tem perature 413°C (775°F); fire-extinguishing agent: dry chemical, CO2, or foam; water may be used to keep fire-exposed contain ers cool and to disperse the vapors and flush away any spill.1,2-Dichloroethane forms explosive mix tures with air, with LEL and UEL val ues of 6.2% and 16.0% by volume in air, respectively. Its reactions with alkali met als, powdered aluminum, or magnesium can be violent. It forms explosive mixtures with nitrogen tetroxide.

BORER SOL®; BROCIDE®; DESTRUXOL BORER-SOL®; DOWFUME®[C]; DUTCH LIQUID®; DUTCH OIL®

Toxicity

TLV-TWA 10 ppm (~40 mg/m3) (ACGIH), 1 ppm (NIOSH), 50 ppm (MSHA and OSHA); ceiling 2 ppm/15 min (NIOSH); carcinogenicity: Animal Sufficient Evidence, Human Limited Evidence (IARC).

Drug Information

The toxic symptoms from exposure to 1,2-dichloroethane include depression of the cen tral nervous system, irritation of the eyes,corneal opacity, nausea, vomiting, diarrhea,ulceration, somnolence, cyanosis, pulmonaryedema, and coma. Repeated exposure mayproduce injury to the kidney and liver. Inges tion of the liquid can cause death. A fataldose in humans may range between 30 and50 mL. The liquid is an irritant to the skinand damaging to the eyes.LC50 value, inhalation (rats): 1000 ppm/7 hLD50 value, oral (rabbits): 860 mg/kg1,2-Dichloroethane tested positive to thehistidine reversion–Ames test and othermutagenic tests. The compound is carcino genic to animals. Inhalation or oral adminis tration caused lung, gastrointestinal, and skincancers in mice and rats.

1,2-Dichloroethane Use and Manufacturing

1,2-Dichloroethane is used in the manufacture of acetyl cellulose and vinyl chloride; inpaint removers; as a fumigant; as a degreaser;as a wetting agent; and as a solvent for oils,waxes, gums, resins, and rubber. It has been used as insect and soil fumigant.

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