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540-59-0

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540-59-0 Usage

Description

Acetylene dichloride is a colourless liquid (usually a mixture of the cis and trans isomers) with a slightly acrid, chloroform-like odour. Acetylene dichloride is a chemical used mainly in the production of perfumes, dyes, and thermoplastics. The type and severity of symptoms varies depending on the amount of chemical involved and the nature of the exposure. It is incompatible with strong oxidisers, strong alkalis, potassium hydroxide, and copper. Acetylene dichloride is highly flammable and in a fire gives off irritating or toxic fumes/gases. (Acetylene dichloride usually contains inhibitors to prevent polymerisation.)

Chemical Properties

Different sources of media describe the Chemical Properties of 540-59-0 differently. You can refer to the following data:
1. clear colorless to pale yellow liquid
2. Acetylene dichloride is a colorless liquid (usually a mixture of the cis and trans isomers) with a slightly acrid, chloroform-like odor. It is incompatible with strong oxidizers, strong alkalis, potassium hydroxide, and copper. Acetylene dichloride is highly flammable and in a fi re gives off irritating or toxic fumes/gases. (Acetylene dichloride usually contains inhibitors to prevent polymerization.)

Uses

1,2-Dichloroethylene is used as a solvent for organic materials and as an intermediate in the synthesis of other chlorinated compounds; it may be produced by the chlorination of acetylene but is often produced as a by-product in the manufacture of other chlorinated compounds.

General Description

A clear colorless liquid with ether-like odor. Mixture of cis and trans isomers. Flashpoint 36 - 43° F. Denser than water and insoluble in water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. 1,2-DICHLOROETHYLENE is sensitive to air, light and moisture. Heat contributes to instability. Insoluble in water.

Reactivity Profile

1,2-DICHLOROETHYLENE reacts violently with sodium, sodium hydroxide, copper and copper alloys. 1,2-DICHLOROETHYLENE can react with caustic alkynes or their concentrated solutions. 1,2-DICHLOROETHYLENE forms explosive mixtures with N2O4. 1,2-DICHLOROETHYLENE is incompatible with strong oxidizers. 1,2-DICHLOROETHYLENE is corrosive to metals. 1,2-DICHLOROETHYLENE attacks some forms of plastics, rubber and coatings.

Health Hazard

Different sources of media describe the Health Hazard of 540-59-0 differently. You can refer to the following data:
1. Inhalation causes nausea, vomiting, weakness, tremor, epigastric cramps, central nervous depression. Contact with liquid causes irritation of eyes and (on prolonged contact) skin. Ingestion causes slight depression to deep narcosis.
2. Exposures to acetylene dichloride cause irritation to the eyes, respiratory system, and CNS depression with symptoms of cough, sore throat, dizziness, nausea, drowsiness, weakness, unconsciousness, and vomiting. It involves the eyes, respiratory system, and the CNS as the target organs. Prolonged periods of exposure to acetylene dichloride defats the skin and may have effects on the liver.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Will not occur under ordinary conditions of shipment. The reaction is not vigorous; Inhibitor of Polymerization: None used.

Safety Profile

Poison by inhalation. Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits highly toxic fumes of Cl-. See also ACETYLENE COMPOUNDS, and CHLORINATED HYDROCARBONS, ALIPHATIC .

Carcinogenicity

In genotoxic assays the cis isomer induced chromosomal aberrations in mouse bone marrow cells after intraperitoneal injections.7 Neither isomer was mutagenic in bacterial assays, nor did they produce chromosomal aberrations or sister chromatid exchanges in mammalian cells in vitro. The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) for 1,2- dichloroethylene is 200ppm (793mg/m3).

Purification Methods

Shake it successively with conc H2SO4, water, aqueous NaHCO3 and water. Dry it with MgSO4 and fractionally distil it to separate the cis-and trans-isomers. [Beilstein 1 IV 707-709.]

Check Digit Verification of cas no

The CAS Registry Mumber 540-59-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 0 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 540-59:
(5*5)+(4*4)+(3*0)+(2*5)+(1*9)=60
60 % 10 = 0
So 540-59-0 is a valid CAS Registry Number.
InChI:InChI=1/C2H2Cl2/c3-1-2-4/h1-2H/b2-1+

540-59-0 Well-known Company Product Price

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  • USP

  • (1601420)  Residual Solvent Class 2 - 1,2-Dichloroethene  United States Pharmacopeia (USP) Reference Standard

  • 540-59-0

  • 1601420-3X1.2ML

  • 4,588.74CNY

  • Detail
  • Aldrich

  • (D62403)  1,2-Dichloroethylene,mixtureofcisandtrans  98%

  • 540-59-0

  • D62403-25ML

  • 661.05CNY

  • Detail
  • Aldrich

  • (D62403)  1,2-Dichloroethylene,mixtureofcisandtrans  98%

  • 540-59-0

  • D62403-100ML

  • 1,840.41CNY

  • Detail

540-59-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-dichloroethene

1.2 Other means of identification

Product number -
Other names Residual Solvent Class 2 - 1,2-Dichloroethene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Volatile organic compounds
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:540-59-0 SDS

540-59-0Synthetic route

(2-Chlor-vinyl)-dimethyl-chlorsilan
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Chloro-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
(2-Chlor-vinyl)-dimethyl-chlorsilan
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-(1,1,2,2-tetrachloro-ethyl)-silane

Chloro-dimethyl-(1,1,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine at 22 - 83℃; for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 3%
(2-Chlor-vinyl)-dimethyl-chlorsilan
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-pentachloroethyl-silane

Chloro-dimethyl-pentachloroethyl-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
(2-Chlor-vinyl)-dimethyl-chlorsilan
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane
176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 14%
D 45%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

E

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

F

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
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
35802-68-7

β-chlorovinyltrimethylsilane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 3%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 4%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-pentachloroethyl-silane

Chloromethyl-dimethyl-pentachloroethyl-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 3%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 45%
D 3%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 3%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Trimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 14%
D 1%
β-chlorovinyltrimethylsilane
35802-68-7

β-chlorovinyltrimethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

Trimethyl-(pentachlorethyl)-silan
18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,1,2,2-tetrachloro-ethyl)-silane

Trimethyl-(1,1,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 14%
D 2%
1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
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℃;
1-bromo-1,2,2-trichloro-ethane
2497-67-8

1-bromo-1,2,2-trichloro-ethane

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
With zinc cis-trans-mixture;
1,2-dibromo-1,2-dichloro-ethane
683-68-1

1,2-dibromo-1,2-dichloro-ethane

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
With hydrogen; nickel at 300 - 320℃; cis-trans-mixture;
1,1,2-trichloro-2-iodo-ethane
16452-89-4

1,1,2-trichloro-2-iodo-ethane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
bei der Destillation;
Trichloroethylene
79-01-6

Trichloroethylene

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
at 700℃; mixture of cis-and trans-form of 1.2-dichloro-ethene;
With acetate buffer; Mb-DDAB films for 24h; Rate constant;
acetylene
74-86-2

acetylene

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
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
1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
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;
dichloroethyne
7572-29-4

dichloroethyne

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

chloroethylene
75-01-4

chloroethylene

D

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

E

Trichloroethylene
79-01-6

Trichloroethylene

F

pentachloroethane
76-01-7

pentachloroethane

Conditions
ConditionsYield
With hydrogenchloride; oxygen; copper implanted silica at 410℃; Product distribution; 415 - 432 deg C;
Trichloroethylene
79-01-6

Trichloroethylene

A

dichloroethyne
7572-29-4

dichloroethyne

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

chloroacetylene
593-63-5

chloroacetylene

D

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With H at 776.9℃; Mechanism; Rate constant;
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With acetate buffer; Mb-DDAB films for 24h; Rate constant;
Dichloro-((E)-1,2-dichloro-vinyl)-methyl-silane

Dichloro-((E)-1,2-dichloro-vinyl)-methyl-silane

A

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride at 80℃; for 4h; Product distribution; Elimination; Adition;
((E)-1,2-Dichloro-vinyl)-trimethyl-silane

((E)-1,2-Dichloro-vinyl)-trimethyl-silane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

C

1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride at 25 - 35℃; for 4h; Product distribution; Elimination; Addition;
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

chloroethylene
75-01-4

chloroethylene

C

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

D

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
In water at 37℃; Kinetics; Further Variations:; Reagents; Dehalogenation; Microbiological reaction;
1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
at 459.85℃; Kinetics; Further Variations:; Temperatures; Dehydrochlorination; Pyrolysis;
chlorine
7782-50-5

chlorine

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

C

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
at 450℃; in KCl-AlCl3-Schmelzen;
maleic anhydride
108-31-6

maleic anhydride

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

6,7-dichloro-3-oxabicyclo[3.2.0]heptane-2,4-dione
89361-81-9

6,7-dichloro-3-oxabicyclo[3.2.0]heptane-2,4-dione

Conditions
ConditionsYield
In acetonitrile at -35℃; for 4h; Irradiation;100%
In acetonitrile at -35℃; for 4h; Irradiation;100%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

thiophenol
108-98-5

thiophenol

1,2-bis(phenylsulfanyl)-1-ethene
23528-44-1

1,2-bis(phenylsulfanyl)-1-ethene

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 90℃; for 22h;97.8%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

chloroform
67-66-3

chloroform

1,1,2,3,3-pentachloropropane
15104-61-7

1,1,2,3,3-pentachloropropane

Conditions
ConditionsYield
With aluminum (III) chloride at 40 - 80℃; for 4h; Reagent/catalyst; Temperature; Concentration; Autoclave;97%
With aluminium trichloride
4,4'-oxybis(N,N-dichlorobenzenesulfonamide)
41596-22-9

4,4'-oxybis(N,N-dichlorobenzenesulfonamide)

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

4,4'-oxybis[N-(2,2-dichloroethylidene)benzenesulfonamide]
1001020-66-1

4,4'-oxybis[N-(2,2-dichloroethylidene)benzenesulfonamide]

Conditions
ConditionsYield
for 9h; Heating;97%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

4,4'-methylenebis(N,N-dichlorobenzenesulfonamide)
1099856-24-2

4,4'-methylenebis(N,N-dichlorobenzenesulfonamide)

4,4'-methylenebis[N-(2,2-dichloroethylidene)benzenesulfonamide]
1099856-26-4

4,4'-methylenebis[N-(2,2-dichloroethylidene)benzenesulfonamide]

Conditions
ConditionsYield
for 9h; Heating;97%
N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide
877162-86-2

N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

N,N'-bis(2,2-dichloroethylidene)biphenyl-4,4'-bis(sulfonamide)
1094596-03-8

N,N'-bis(2,2-dichloroethylidene)biphenyl-4,4'-bis(sulfonamide)

Conditions
ConditionsYield
for 9h; Heating;96%
Heating;96%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

(Z)-10-chlorodec-9-enoic acid

(Z)-10-chlorodec-9-enoic acid

Conditions
ConditionsYield
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
540-59-0

1,2-Dichloroethylene

1,2,3,5,6,7-hexahydro-inden-4-one
22118-01-0

1,2,3,5,6,7-hexahydro-inden-4-one

8,9-Dichloro-tetrahydro-3a,7a-ethano-inden-4-one
94250-32-5

8,9-Dichloro-tetrahydro-3a,7a-ethano-inden-4-one

Conditions
ConditionsYield
for 40h; Ambient temperature; Irradiation;94%
2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione
118-29-6

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

2-chloro-3-phthalimido-propionaldehyde
50667-66-8

2-chloro-3-phthalimido-propionaldehyde

Conditions
ConditionsYield
With sulfuric acid93%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

3,4,5,6,7,8-hexahydro-2H-naphthalen-1-one
18631-96-4

3,4,5,6,7,8-hexahydro-2H-naphthalen-1-one

C12H16Cl2O

C12H16Cl2O

Conditions
ConditionsYield
In dichloromethane at -70℃; for 10h; Irradiation;93%
3,6-dibromo-9H-carbazole
6825-20-3

3,6-dibromo-9H-carbazole

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

β-chloro-N-ethyl-3,6-dibromocarbazole
1147-67-7

β-chloro-N-ethyl-3,6-dibromocarbazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide at 50℃; for 5h;93%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

(Z)-6-phenyl-4-hydroxy-hex-2-ene
83334-11-6

(Z)-6-phenyl-4-hydroxy-hex-2-ene

(Z)-1-chloro-5-phenylpent-1-en-3-ol

(Z)-1-chloro-5-phenylpent-1-en-3-ol

Conditions
ConditionsYield
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
540-59-0

1,2-Dichloroethylene

(E)-6-methyl-oct-6-en-1-ol
63196-66-7

(E)-6-methyl-oct-6-en-1-ol

(E)-7-chloro-6-methylhept-6-en-1-ol

(E)-7-chloro-6-methylhept-6-en-1-ol

Conditions
ConditionsYield
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%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1-butyn-4-ol
927-74-2

1-butyn-4-ol

(Z)-6-chlorohex-5-en-3-yn-1-ol
114534-21-3

(Z)-6-chlorohex-5-en-3-yn-1-ol

Conditions
ConditionsYield
With copper(l) iodide; N-butylamine; tetrakis(triphenylphosphine) palladium(0) In benzene at 25℃; for 4h;90%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1-Heptyne
628-71-7

1-Heptyne

(E)-1-chloro-non-1-en-3-yne
77973-37-6

(E)-1-chloro-non-1-en-3-yne

Conditions
ConditionsYield
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃;90%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

(E)-6-chloro-2-methylhex-5-en-3-yn-2-ol
464923-03-3

(E)-6-chloro-2-methylhex-5-en-3-yn-2-ol

Conditions
ConditionsYield
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃;90%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Trifluormethyl-1,2,2-trichlorethyl-sulfid
40302-61-2

Trifluormethyl-1,2,2-trichlorethyl-sulfid

Conditions
ConditionsYield
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
2758-18-1

3-Methyl-2-cyclopenten-1-one

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

6,7-dichloro-5-methylbicyclo[3.2.0]heptan-2-one
50459-31-9

6,7-dichloro-5-methylbicyclo[3.2.0]heptan-2-one

Conditions
ConditionsYield
Irradiation;89%
In cyclohexane for 44h; Irradiation;89%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1-butyn-4-ol
927-74-2

1-butyn-4-ol

(5E)-6-chlorohex-5-en-3-yn-1-ol
180787-04-6

(5E)-6-chlorohex-5-en-3-yn-1-ol

Conditions
ConditionsYield
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃;88%
4,5-bis(benzoylthio)-1,3-dithiole-2-thione
68494-08-6

4,5-bis(benzoylthio)-1,3-dithiole-2-thione

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1,4,5,8-tetrathianaphthalene
255-55-0

1,4,5,8-tetrathianaphthalene

Conditions
ConditionsYield
With sodium ethanolate In tetrahydrofuran; ethanol Heating;86%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

phenyl(2-phenylfuran-3-yl)methanone

phenyl(2-phenylfuran-3-yl)methanone

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 80℃; for 2h; Schlenk technique;86%
undec-10-yn-1-ol
2774-84-7

undec-10-yn-1-ol

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

(E)-13-Chloro-tridec-12-en-10-yn-1-ol

(E)-13-Chloro-tridec-12-en-10-yn-1-ol

Conditions
ConditionsYield
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In diethyl ether at 20℃;85%
4,4'-oxybis(N,N-dichlorobenzenesulfonamide)
41596-22-9

4,4'-oxybis(N,N-dichlorobenzenesulfonamide)

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

N-[2,2-dichloroethyledene]-4-[4-([2,2-dichloroethyledene]aminosulfonyl)phenoxy]benzenesulfonamide

N-[2,2-dichloroethyledene]-4-[4-([2,2-dichloroethyledene]aminosulfonyl)phenoxy]benzenesulfonamide

Conditions
ConditionsYield
for 8h; Heating;85%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

dichloromethane
75-09-2

dichloromethane

B

1,2-bis(trichlorosilyl)ethane
2504-64-5

1,2-bis(trichlorosilyl)ethane

C

1,2-bis(trichlorosilyl)ethene
692-52-4

1,2-bis(trichlorosilyl)ethene

D

1,1,1,3,3,3-hexachloro-1,3-disilapropane
4142-85-2

1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions
ConditionsYield
With hexachlorodisilane at 550℃; for 0.00833333h;A n/a
B n/a
C 83%
D n/a
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

1,2-difluoro-1,2-dichloroethene
431-06-1

1,2-difluoro-1,2-dichloroethene

Conditions
ConditionsYield
With hydrogen fluoride; fluorine at -45℃; for 4h; Inert atmosphere;83%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

diamantane-3-spiro-3'-diazirine
105522-49-4

diamantane-3-spiro-3'-diazirine

A

3,5-dehydrodiamantane
50590-66-4

3,5-dehydrodiamantane

B

3-chlorodiamantane
30651-01-5

3-chlorodiamantane

Conditions
ConditionsYield
Irradiation;A 82%
B 6%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

benzenesulfonamide
98-10-2

benzenesulfonamide

B

N-(2,2-dichloroethylidene)benzenesulfonamide
113791-97-2

N-(2,2-dichloroethylidene)benzenesulfonamide

C

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide
79054-58-3

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide

D

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
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
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

phenylacetylene
536-74-3

phenylacetylene

1-Phenyl-4-chlor-butin-(1)-en-(3)
17531-22-5

1-Phenyl-4-chlor-butin-(1)-en-(3)

Conditions
ConditionsYield
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℃;
Citronellol
106-22-9

Citronellol

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

(E)-7-chloro-3-methylhept-6-en-1-ol

(E)-7-chloro-3-methylhept-6-en-1-ol

Conditions
ConditionsYield
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%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

2-(phenylsulfonyl)acetophenone
3406-03-9

2-(phenylsulfonyl)acetophenone

2-phenyl-3-(phenylsulfonyl)furan

2-phenyl-3-(phenylsulfonyl)furan

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 120℃; for 2h; Schlenk technique;80%

540-59-0Relevant articles and documents

Nitrogen-Doped Carbon-Assisted One-pot Tandem Reaction for Vinyl Chloride Production via Ethylene Oxychlorination

Chen, De,Chen, Qingjun,Fuglerud, Terje,Ma, Guoyan,Ma, Hongfei,Qi, Yanying,Rout, Kumar R.,Wang, Yalan

supporting information, p. 22080 - 22085 (2020/10/02)

A bifunctional catalyst comprising CuCl2/Al2O3 and nitrogen-doped carbon was developed for an efficient one-pot ethylene oxychlorination process to produce vinyl chloride monomer (VCM) up to 76 % yield at 250 °C and under ambient pressure, which is higher than the conventional industrial two-step process (≈50 %) in a single pass. In the second bed, active sites containing N-functional groups on the metal-free N-doped carbon catalyzed both ethylene oxychlorination and ethylene dichloride (EDC) dehydrochlorination under the mild conditions. Benefitting from the bifunctionality of the N-doped carbon, VCM formation was intensified by the surface Cl*-looping of EDC dehydrochlorination and ethylene oxychlorination. Both reactions were enhanced by in situ consumption of surface Cl* by oxychlorination, in which Cl* was generated by EDC dehydrochlorination. This work offers a promising alternative pathway to VCM production via ethylene oxychlorination at mild conditions through a single pass reactor.

INTEGRATED PROCESS FOR PRODUCING 1,2-DICHLOROETHYLENE

-

Page/Page column 6-7, (2008/06/13)

Describes an integrated process for preparing 1,2-dichloroethylenes. In the described process organic feed material, e.g., C2-C4 aliphatic hydrocarbons and/or chlorinated derivatives of such aliphatic hydrocarbons, is introduced into a first reaction zone 10, e.g., a chlorination zone such as an oxychlorination zone, or a thermal cracking zone; first product effluent from the first reaction zone is forwarded to a second reaction zone 9; trichloroethane is introduced into the second reaction zone and into heat exchange contact with the first product effluent from the first reaction zone, which has a heat content sufficient to cause thermal dehydrochlorination of trichloroethane in the second reaction zone; and second product effluent is removed from the second reaction zone. 1,2-dichloroethylene is recovered by conventional distillation recovery methods from the second product effluent.

Liquid-Phase Chlorination of Chlorosilyl-substituted Ethylenes and Acetylenes

Lakhtin,Sheludyakov,Chernyshev

, p. 708 - 710 (2007/10/03)

The liquid-phase chlorination of bis(chloromethylsilyl)ethylenes and -acetylenes MenQ3-nSiZ · SiMenCl 3-n (n = 0-3; Z = CH=CH, C≡C) was studied. Novel carbochlorosilanes were obtained and characterized. The effe

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