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| | CIS-1,2-DICHLOROETHYLENE Chemical Properties |
| Melting point | -80 °C (lit.) | | Boiling point | 60 °C (lit.) | | density | 1.284 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.449(lit.) | | Fp | 43 °F | | storage temp. | 2-8°C | | solubility | soluble in Chloroform | | form | Liquid | | color | Clear colorless | | Water Solubility | 3.5g/L(25 ºC) | | Merck | 14,92 | | BRN | 1071208 | | Stability: | Volatile | | CAS DataBase Reference | 156-59-2(CAS DataBase Reference) | | EPA Substance Registry System | cis-1,2-Dichloroethylene (156-59-2) |
| | CIS-1,2-DICHLOROETHYLENE Usage And Synthesis |
| Chemical Properties | cis-1,2-Dichloroethylene (cis-DCE, cis-1,2-C2H2Cl2, CAS registry No. 156-59-2) is a colorless liquid. Its melting point is −80 oC. It is soluble in alcohol, ether, and most other organic solvents. The reaction of cis-DCE and potassium hydroxide can produce chloroacetylene, which is explosive and spontaneously flammable in air. It is highly toxic. So, it is incompatible with moist air or water, bases. When heated to decomposition, it yields hydrogen chloride, carbon monoxide, carbon dioxide. | | Uses | cis-DCE and other chloroethenes like tetrachloroethene (PCE), trichloroethene (TCE), and vinyl chloride (VC) are extensively used as solvents in different dry cleaning and metal degreasing industries. | | Chemical Properties | clear colorless liquid | | Chemical Properties | 1,2-Dichloroethylene exists in three isomers,
sym-, cis-60% and trans-40%. There are variations in toxicity between these two forms. At room temperature, these
chemicals are colorless liquids with a slightly acrid, ethereal odor. The Odor Threshold in air is 17 ppm.
sym-isomer: | | Uses | cis-1,2-Dichloroethylene (cis-1,2-DCE) is generally used in the preparation of various enediynes for Bergman cyclization. Applications include the synthesis of:
- 2-(6-substituted 3(Z)-hexen-1,5-diynyl)anilines to prepare corresponding substituted carbazoles.
- (Z)-1-aryl-3-henen-1,5-diynes to obtain the corresponding aryl substituted benzotriazoles.
It is used as a linker to synthesize boron-dipyrromethene (BODIPY)-based photosensitizer for photodynamic therapy (PDT). cis-1,2-DCE can also be used as a precursor to synthesize intermediates of sporolide B. | | Definition | ChEBI: Cis-1,2-dichloroethene is a 1,2-dichloroethene. | | General Description | A clear colorless liquid with an ether-like odor. Flash point 36-39°F. Denser than water and insoluble in water. Vapors heavier than air. Used in the making of perfumes. | | Air & Water Reactions | Highly flammable.Slightly soluble in water. | | Reactivity Profile | 1,2-DICHLOROETHYLENE and potassium hydroxide forms chloroacetylene, which is explosive and spontaneously flammable in air. CIS-1,2-DICHLOROETHYLENE is highly toxic, Rutledge, p134(1968). | | Health Hazard | May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. | | Fire Hazard | HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. | | Safety Profile | Mildly toxic by
ingestion and inhalation. In high
concentration it is irritating and narcotic.
Has produced liver and kidney injury in
experimental animals. Mutation data
reported. Sometimes thought to be
nonflammable, however, it is a dangerous
fire hazard when exposed to heat or flame.
Reaction with solid caustic alkalies or their
concentrated solutions produces
chloracetylene gas, whch ignites
spontaneously in air. Reacts violently with
N2O4, KOH, Na, NaOH. Moderate
explosion hazard in the form of vapor when
exposed to flame. Can react vigorously with
oxidizing materials. To fight fire, use water
spray, foam, CO2, dry chemical. When
heated to decomposition it emits toxic
fumes of Cl-. See also VINYLIDENE
CHLORIDE and CHLORINATED
HYDROCARBONS, ALIPHATIC. | | Potential Exposure | Primary irritant (w/o allergic reaction).
1,2-Dichloroethylene is used as a solvent for waxes, resins,
and acetylcellulose. It is also used in the extraction of rubber, as a refrigerant; in the manufacture of pharmaceuticals
and artificial pearls; and in the extraction of oils and fats
from fish and meat. | | Shipping | UN1150 Dichloroethylene, Hazard Class: 3;
Labels: 3-Flammable liquid. | | Purification Methods | Purify it by careful fractional distillation, followed by passage through neutral activated alumina. Also by shaking with mercury, drying with K2CO3 and distilling from CaSO4. Stabilise it with 0.02% of 2,6-di-tert-butyl-p-cresol. [Beilstein 1 IV 707.] | | Incompatibilities | May form explosive mixture with air.
Attacks some plastics, rubber, and coatings. 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. Gradual decomposition results in hydrochloric
acid formation in the presence of ultraviolet light or upon
contact with hot metal or other hot surfaces. Reacts with
strong bases; potassium hydroxide; difluoromethylene,
dihypofluoride, nitrogen tetroxide (explosive); or copper
(and its alloys) producing toxic chloroacetylene which is
spontaneously flammable on contact with air. Attacks some
plastics and coatings. | | 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. 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. |
| | CIS-1,2-DICHLOROETHYLENE Preparation Products And Raw materials |
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