(2-Chlor-vinyl)-dimethyl-chlorsilan
A
1,2-Dichloroethylene
B
dimethylsilicon dichloride
C
Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 5% B 6% C 70% D 2% |
(2-Chlor-vinyl)-dimethyl-chlorsilan
A
1,2-Dichloroethylene
B
dimethylsilicon dichloride
C
Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
Conditions | Yield |
---|---|
With chlorine at 22 - 83℃; for 5h; Further byproducts given; | A 5% B 6% C 70% D 3% |
(2-Chlor-vinyl)-dimethyl-chlorsilan
A
1,2-Dichloroethylene
B
dimethylsilicon dichloride
C
Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 5% B 6% C 70% D 2% |
(2-Chlor-vinyl)-dimethyl-chlorsilan
A
1,2-Dichloroethylene
B
dimethylsilicon dichloride
C
Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 5% B 6% C 70% D 2% |
β-chlorovinyltrimethylsilane
A
chloro-trimethyl-silane
B
1,2-Dichloroethylene
C
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 10% B 7% C 14% D 45% |
β-chlorovinyltrimethylsilane
A
chloro-trimethyl-silane
B
1,2-Dichloroethylene
C
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Product distribution; other C-chlorovinylsilanes; | A 10% B 7% C 14% D 45% E 3 % Turnov. F 4 % Turnov. |
β-chlorovinyltrimethylsilane
A
1,2-Dichloroethylene
B
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 7% B 14% C 45% D 3% |
β-chlorovinyltrimethylsilane
A
1,2-Dichloroethylene
B
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 7% B 14% C 45% D 4% |
β-chlorovinyltrimethylsilane
A
1,2-Dichloroethylene
B
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 7% B 14% C 45% D 3% |
β-chlorovinyltrimethylsilane
A
chloro-trimethyl-silane
B
1,2-Dichloroethylene
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 10% B 7% C 45% D 3% |
β-chlorovinyltrimethylsilane
A
1,2-Dichloroethylene
B
Trimethyl-(pentachlorethyl)-silan
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 7% B 14% C 45% D 3% |
fullerene-C60
A
1,2-Dichloroethylene
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene; toluene at -40℃; for 3h; UV-irradiation; | A n/a B 25% |
β-chlorovinyltrimethylsilane
A
chloro-trimethyl-silane
B
1,2-Dichloroethylene
C
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 10% B 7% C 14% D 1% |
β-chlorovinyltrimethylsilane
A
chloro-trimethyl-silane
B
1,2-Dichloroethylene
C
Trimethyl-(pentachlorethyl)-silan
Conditions | Yield |
---|---|
With chlorine for 5h; Further byproducts given; | A 10% B 7% C 14% D 2% |
Conditions | Yield |
---|---|
potassium chloride at 250℃; under 26.3 Torr; Product distribution; temperatures 200 or 220 deg C, different types of silica gels, conversion and selectivity given; | |
With chlorine at 400℃; | |
With oxygen at 400℃; |
Conditions | Yield |
---|---|
With zinc cis-trans-mixture; |
Conditions | Yield |
---|---|
With hydrogen; nickel at 300 - 320℃; cis-trans-mixture; |
1,1,2-trichloro-2-iodo-ethane
A
1,2-Dichloroethylene
B
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
bei der Destillation; |
Conditions | Yield |
---|---|
at 700℃; mixture of cis-and trans-form of 1.2-dichloro-ethene; | |
With acetate buffer; Mb-DDAB films for 24h; Rate constant; |
Conditions | Yield |
---|---|
With chlorine; iron mixture of cis-and trans-form of 1.2-dichloro-ethene; | |
With chlorine; pyrographite mixture of cis-and trans-form of 1.2-dichloro-ethene; | |
With antimonypentachloride; antimony(III) chloride |
Conditions | Yield |
---|---|
With steam; iron cis-trans-mixture; | |
With steam; zinc cis-trans-mixture; | |
With hydrogen; nickel at 300 - 320℃; cis-trans-mixture; | |
at 700℃; mixture of cis-and trans-form of 1.2-dichloro-ethene; | |
With water; zinc mixture of cis-and trans-form of 1.2-dichloro-ethene; |
1,2-dichloro-ethane
A
1,1,2,2-tetrachloroethylene
B
1,2-Dichloroethylene
C
chloroethylene
D
1,1-Dichloroethylene
E
Trichloroethylene
F
pentachloroethane
Conditions | Yield |
---|---|
With hydrogenchloride; oxygen; copper implanted silica at 410℃; Product distribution; 415 - 432 deg C; |
Trichloroethylene
A
dichloroethyne
B
1,2-Dichloroethylene
C
chloroacetylene
D
1,1-Dichloroethylene
Conditions | Yield |
---|---|
With H at 776.9℃; Mechanism; Rate constant; |
Conditions | Yield |
---|---|
With acetate buffer; Mb-DDAB films for 24h; Rate constant; |
Conditions | Yield |
---|---|
With hydrogenchloride; iron(III) chloride at 80℃; for 4h; Product distribution; Elimination; Adition; |
Conditions | Yield |
---|---|
With hydrogenchloride; iron(III) chloride at 25 - 35℃; for 4h; Product distribution; Elimination; Addition; |
1,1,2,2-tetrachloroethylene
A
1,2-Dichloroethylene
B
chloroethylene
C
1,1-Dichloroethylene
D
Trichloroethylene
Conditions | Yield |
---|---|
In water at 37℃; Kinetics; Further Variations:; Reagents; Dehalogenation; Microbiological reaction; |
Conditions | Yield |
---|---|
at 459.85℃; Kinetics; Further Variations:; Temperatures; Dehydrochlorination; Pyrolysis; |
chlorine
1,2-dichloro-ethane
A
1,2-Dichloroethylene
B
1,1-Dichloroethylene
C
Trichloroethylene
Conditions | Yield |
---|---|
at 450℃; in KCl-AlCl3-Schmelzen; |
maleic anhydride
1,2-Dichloroethylene
6,7-dichloro-3-oxabicyclo[3.2.0]heptane-2,4-dione
Conditions | Yield |
---|---|
In acetonitrile at -35℃; for 4h; Irradiation; | 100% |
In acetonitrile at -35℃; for 4h; Irradiation; | 100% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 90℃; for 22h; | 97.8% |
Conditions | Yield |
---|---|
With aluminum (III) chloride at 40 - 80℃; for 4h; Reagent/catalyst; Temperature; Concentration; Autoclave; | 97% |
With aluminium trichloride |
4,4'-oxybis(N,N-dichlorobenzenesulfonamide)
1,2-Dichloroethylene
4,4'-oxybis[N-(2,2-dichloroethylidene)benzenesulfonamide]
Conditions | Yield |
---|---|
for 9h; Heating; | 97% |
1,2-Dichloroethylene
4,4'-methylenebis(N,N-dichlorobenzenesulfonamide)
4,4'-methylenebis[N-(2,2-dichloroethylidene)benzenesulfonamide]
Conditions | Yield |
---|---|
for 9h; Heating; | 97% |
N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide
1,2-Dichloroethylene
N,N'-bis(2,2-dichloroethylidene)biphenyl-4,4'-bis(sulfonamide)
Conditions | Yield |
---|---|
for 9h; Heating; | 96% |
Heating; | 96% |
Conditions | Yield |
---|---|
Stage #1: cis-Octadecenoic acid With bis(2,4,6-triisopropylphenyl)borane at 22℃; for 0.25h; Glovebox; Inert atmosphere; Stage #2: 1,2-Dichloroethylene With C58H79ClMoN2O In benzene at 22℃; for 4h; Glovebox; Inert atmosphere; Stage #3: With silica gel In hexane; ethyl acetate Reagent/catalyst; stereoselective reaction; | 96% |
1,2-Dichloroethylene
1,2,3,5,6,7-hexahydro-inden-4-one
8,9-Dichloro-tetrahydro-3a,7a-ethano-inden-4-one
Conditions | Yield |
---|---|
for 40h; Ambient temperature; Irradiation; | 94% |
2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione
1,2-Dichloroethylene
2-chloro-3-phthalimido-propionaldehyde
Conditions | Yield |
---|---|
With sulfuric acid | 93% |
Conditions | Yield |
---|---|
In dichloromethane at -70℃; for 10h; Irradiation; | 93% |
3,6-dibromo-9H-carbazole
1,2-Dichloroethylene
β-chloro-N-ethyl-3,6-dibromocarbazole
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide at 50℃; for 5h; | 93% |
1,2-Dichloroethylene
(Z)-6-phenyl-4-hydroxy-hex-2-ene
Conditions | Yield |
---|---|
Stage #1: 1,2-Dichloroethylene; (Z)-6-phenyl-4-hydroxy-hex-2-ene With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 22℃; for 0.25h; Glovebox; Inert atmosphere; Stage #2: With C58H79ClMoN2O In benzene at 22℃; for 4h; Glovebox; Inert atmosphere; Stage #3: With silica gel In hexane; ethyl acetate stereoselective reaction; | 91% |
1,2-Dichloroethylene
(E)-6-methyl-oct-6-en-1-ol
Conditions | Yield |
---|---|
Stage #1: 1,2-Dichloroethylene; (E)-6-methyl-oct-6-en-1-ol With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 22℃; for 0.25h; Glovebox; Inert atmosphere; Stage #2: With C52H57F5MoN2O In benzene at 22℃; for 4h; Glovebox; Inert atmosphere; Stage #3: With silica gel In hexane; ethyl acetate stereoselective reaction; | 91% |
Conditions | Yield |
---|---|
With copper(l) iodide; N-butylamine; tetrakis(triphenylphosphine) palladium(0) In benzene at 25℃; for 4h; | 90% |
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃; | 90% |
1,2-Dichloroethylene
2-methyl-but-3-yn-2-ol
(E)-6-chloro-2-methylhex-5-en-3-yn-2-ol
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃; | 90% |
Trifluoromethylsulfenyl chloride
1,2-Dichloroethylene
Trifluormethyl-1,2,2-trichlorethyl-sulfid
Conditions | Yield |
---|---|
Irradiation (UV/VIS); 3:2 cis-trans isomer 1,2-dichloroethylene; distn.; | 90% |
Irradiation (UV/VIS); 3:2 cis-trans isomer 1,2-dichloroethylene; distn.; | 90% |
80% | |
80% |
3-Methyl-2-cyclopenten-1-one
1,2-Dichloroethylene
6,7-dichloro-5-methylbicyclo[3.2.0]heptan-2-one
Conditions | Yield |
---|---|
Irradiation; | 89% |
In cyclohexane for 44h; Irradiation; | 89% |
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃; | 88% |
4,5-bis(benzoylthio)-1,3-dithiole-2-thione
1,2-Dichloroethylene
1,4,5,8-tetrathianaphthalene
Conditions | Yield |
---|---|
With sodium ethanolate In tetrahydrofuran; ethanol Heating; | 86% |
Conditions | Yield |
---|---|
With sodium hydride In dimethyl sulfoxide at 80℃; for 2h; Schlenk technique; | 86% |
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃; | 85% |
4,4'-oxybis(N,N-dichlorobenzenesulfonamide)
1,2-Dichloroethylene
Conditions | Yield |
---|---|
for 8h; Heating; | 85% |
1,2-Dichloroethylene
A
dichloromethane
B
1,2-bis(trichlorosilyl)ethane
C
1,2-bis(trichlorosilyl)ethene
D
1,1,1,3,3,3-hexachloro-1,3-disilapropane
Conditions | Yield |
---|---|
With hexachlorodisilane at 550℃; for 0.00833333h; | A n/a B n/a C 83% D n/a |
Conditions | Yield |
---|---|
With hydrogen fluoride; fluorine at -45℃; for 4h; Inert atmosphere; | 83% |
1,2-Dichloroethylene
diamantane-3-spiro-3'-diazirine
A
3,5-dehydrodiamantane
B
3-chlorodiamantane
Conditions | Yield |
---|---|
Irradiation; | A 82% B 6% |
N,N-Dichlorobenzenesulfonamide
1,2-Dichloroethylene
A
benzenesulfonamide
B
N-(2,2-dichloroethylidene)benzenesulfonamide
C
N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide
D
1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
at 47 - 55℃; for 10h; Irradiation; Further byproducts given. Yields of byproduct given; | A n/a B n/a C 80.7% D n/a |
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃; | 80% |
With diethylamine; palladium diacetate; copper(l) iodide; triphenylphosphine at 40℃; |
Conditions | Yield |
---|---|
Stage #1: Citronellol; 1,2-Dichloroethylene With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 22℃; for 0.25h; Glovebox; Inert atmosphere; Stage #2: With Mo(NC6F5)(CHCMe2Ph)(2,5-dimethylpyrrolide)(2,6-dimesitylphenoxide) In benzene at 22℃; for 4h; Glovebox; Inert atmosphere; Stage #3: With silica gel In hexane; ethyl acetate stereoselective reaction; | 80% |
Conditions | Yield |
---|---|
With sodium hydride In dimethyl sulfoxide at 120℃; for 2h; Schlenk technique; | 80% |
Reported in EPA TSCA Inventory. Community Right-To-Know List.
OSHA PEL: TWA 200 ppm
ACGIH TLV: TWA 200 ppm
DFG MAK: 200 ppm (800 mg/m3)
For occupational chemical analysis use NIOSH: Hydrocarbons, Halogenated, 1003.
The systematic name of this chemical is 1,2-dichloroethene. With the CAS registry number 540-59-0 and EINECS 208-750-2, it is also named as 1,2-DCE. The product's categories are Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks. It is clear colorless to pale yellow liquid with a sharp, harsh odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene. When heated to decomposition it emits highly toxic fumes of Cl−. So the storage environment should be well-ventilated, low-temperature and dry. Keep 1,2-Dichloroethylene separate from oxidant.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.74; (4)ACD/LogD (pH 7.4): 1.74; (5)ACD/BCF (pH 5.5): 12.47; (6)ACD/BCF (pH 7.4): 12.47; (7)ACD/KOC (pH 5.5): 211.84; (8)ACD/KOC (pH 7.4): 211.84; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.453; (14)Molar Refractivity: 21.07 cm3; (15)Molar Volume: 77.9 cm3; (16)Polarizability: 8.35×10-24 cm3; (17)Surface Tension: 25.9 dyne/cm; (18)Enthalpy of Vaporization: 27.93 kJ/mol; (19)Vapour Pressure: 333 mmHg at 25°C.
Preparation of 1,2-Dichloroethylene: It can be obtained by dechlorination of 1,1,2,2-tetrachloroethane with zinc powder or iron powder.
Uses of 1,2-Dichloroethylene: It is used as a solvent for waxes, resins, polymers, fats, and lacquers. It is also used as an intermediate in the preparation of other chlorinated solvents. Whats more, it can be used to produce chloronitroacetic acid. This reaction needs reagent HNO3 and H2SO4. The yield is 52%.
When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is not only harmful by inhalation, but also harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. People should not empty into drains and avoid releasing to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
1. SMILES:ClC=CCl
2. InChI:InChI=1/C2H2Cl2/c3-1-2-4/h1-2H
3. InChIKey:KFUSEUYYWQURPO-UHFFFAOYAW
The following are the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
frog | LCLo | inhalation | 117mg/m3/1H (117mg/m3) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Archivio Italiano di Scienze Farmacologiche. Vol. 15, Pg. 1, 1937. |
mouse | LD50 | intraperitoneal | 2gm/kg (2000mg/kg) | European Journal of Toxicology and Environmental Hygiene. Vol. 7, Pg. 247, 1974. | |
rat | LD50 | oral | 770mg/kg (770mg/kg) | Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 10, 1966. |
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