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126-99-8

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126-99-8 Usage

Description

2-Chloro-1,3-butadiene, commonly known as chloroprene, is a synthetic organic compound characterized by its colorless liquid state and a chloroform-like odor. It is recognized as a possible human carcinogen and is primarily utilized in the production of polymers, particularly neoprene.

Uses

Used in Polymer Production Industry:
2-Chloro-1,3-butadiene is used as a monomer in the production of neoprene, a synthetic rubber known for its durability and resistance to various environmental factors. This polymer is favored for its applications in wetsuits, electrical insulation, and gaskets due to its elasticity and resilience.
Used in Adhesives, Coatings, and Sealants Industry:
Beyond its primary role in neoprene production, 2-Chloro-1,3-butadiene also serves as a key component in the creation of adhesives, coatings, and sealants. Its chemical properties make it suitable for these applications, where it contributes to the formation of strong bonds and protective layers.
Health and Safety Considerations:
Given its classification as a possible human carcinogen, 2-Chloro-1,3-butadiene requires careful handling to minimize health risks associated with inhalation and skin contact. Adequate safety measures, including proper ventilation and personal protective equipment, should be implemented during its use in industrial processes.

Check Digit Verification of cas no

The CAS Registry Mumber 126-99-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 6 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 126-99:
(5*1)+(4*2)+(3*6)+(2*9)+(1*9)=58
58 % 10 = 8
So 126-99-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H5Cl/c1-2-3-4-5/h2-4H,1H2

126-99-8 Well-known Company Product Price

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  • Supelco

  • (861145)  Chloroprene solution  certified reference material, 2000 μg/mL in methanol

  • 126-99-8

  • 000000000000861145

  • 410.67CNY

  • Detail
  • Supelco

  • (8SS61145)  Chloroprene solution  analytical standard, 2000 μg/mL in methanol

  • 126-99-8

  • 8SS61145

  • 576.81CNY

  • Detail

126-99-8SDS

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 chloroprene

1.2 Other means of identification

Product number -
Other names Chloropren

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Chloroprene is a flammable liquid with a pungent odor. It is used primarily in the manufacture of polychloroprene (NeopreneTM, duprene) which is a polychloroprene elastomer that is used to make diverse products including adhesives, automotive and industrial parts (e.g., belts and hoses), wire and cable covers, adhesives, caulks, flame-resistant cushioning and other applications requiring chemical, oil and/or weather resistance. (1)
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:126-99-8 SDS

126-99-8Synthetic route

3-buten-1-yne
689-97-4

3-buten-1-yne

A

4-chloro-1,2-butadiene
25790-55-0

4-chloro-1,2-butadiene

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With hydrogenchloride; calcium chloride
With hydrogenchloride; calcium chloride
3-buten-1-yne
689-97-4

3-buten-1-yne

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride; pyrographite; mercury at 90℃;
3-buten-1-yne
689-97-4

3-buten-1-yne

A

chloroprene
126-99-8

chloroprene

B

1,3-dichloro-2-butene
926-57-8

1,3-dichloro-2-butene

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃;
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃;
With hydrogenchloride; ammonium chloride; copper(l) chloride at 30℃;
2-chloro-but-2-ene
4461-41-0

2-chloro-but-2-ene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With chlorine at 500 - 515℃; Leiten durch ein Kohlerohr;
chloroethylene
75-01-4

chloroethylene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 500℃;
at 500℃; Pyrolysis;
1,2,4-trichlorobutane
1790-22-3

1,2,4-trichlorobutane

A

3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With sodium hydroxide at 190℃;
2,2,3-trichloro-butane
10403-60-8

2,2,3-trichloro-butane

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 400 - 510℃; beim Leiten durch Roehren aus Pyrexglas, Quarz, nichtrostendem Stahl oder Kupfer;
With pyrographite; barium(II) chloride at 300℃;
With water; silica gel; magnesium sulfate; magnesium chloride at 280 - 300℃;
With pyrographite; barium(II) chloride at 300℃;
at 400 - 510℃; beim Leiten durch Roehren aus Pyrexglas, Quarz, nichtrostendem Stahl oder Kupfer;
2,2,3-trichloro-butane
10403-60-8

2,2,3-trichloro-butane

A

1,1-dichloro-but-2-ene
51157-81-4

1,1-dichloro-but-2-ene

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 400 - 510℃;
at 400 - 510℃;
2,3-dichlorobut-1-ene
7013-11-8

2,3-dichlorobut-1-ene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 530℃; Leiten durch ein Quarzrohr;
2,3-dichlorobut-1-ene
7013-11-8

2,3-dichlorobut-1-ene

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 530℃; im Quarzrohr;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With potassium hydroxide at 95℃;
With potassium hydroxide
With sodium methylate; hydroquinone
acetamide
60-35-5

acetamide

4-chloro-1,2-butadiene
25790-55-0

4-chloro-1,2-butadiene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
Isomerisierung in Gegenwart Kupfer- oder Edelmetallsalzen;
Isomerisierung in Gegenwart Kupfer- oder Edelmetallsalzen;
ethanol
64-17-5

ethanol

4-chloro-1,2-butadiene
25790-55-0

4-chloro-1,2-butadiene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
Isomerisierung, Einw. von Kupfer- oder Edelmetallsalzen;
Isomerisierung, Einw. von Kupfer- oder Edelmetallsalzen;
4-chloro-1,2-butadiene
25790-55-0

4-chloro-1,2-butadiene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
Isomerisierung in Gegenwart von anorganischen und organischen Basen;
With hydrogenchloride; copper(l) chloride
With hydrogenchloride; copper(l) chloride
Isomerisierung in Gegenwart von anorganischen und organischen Basen;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

sodium methylate
124-41-4

sodium methylate

hydroquinone
123-31-9

hydroquinone

chloroprene
126-99-8

chloroprene

1,3-Dichloro-2-butene
10075-38-4

1,3-Dichloro-2-butene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With pumice stone; copper(l) chloride; barium(II) chloride at 400 - 450℃;
at 532℃; im Quarzrohr;
1,2-dichloro-2-butene
13602-13-6

1,2-dichloro-2-butene

A

2,3-dichlorobut-1-ene
7013-11-8

2,3-dichlorobut-1-ene

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 533℃; beim Leiten durch ein Quarzrohr; higher-boiling form;
acetylene
74-86-2

acetylene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With hydrogenchloride; mercury(I) chloride; pyrographite at 100 - 150℃; in der Gasphase;
With hydrogenchloride; pyrographite; cadmium(II) chloride at 100 - 150℃; in der Gasphase;
With hydrogenchloride; pyrographite; lead(IV) chloride at 100 - 150℃; in der Gasphase;
With hydrogenchloride at 10℃; in geringer Menge bei der Einw. hochfrequenter elektrischer Entlandungen;
With hydrogenchloride; ammonium chloride; water; copper(l) chloride at 60℃;
1,3-dichloro-2-butene
926-57-8

1,3-dichloro-2-butene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 530℃; Leiten durch ein Quarzrohr;
With fired clay at 285 - 450℃;
n-butane
106-97-8

n-butane

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
photochemische Chlorierung bis zu einem Cl-Gehalt von 56-66prozent und anschliessende Pyrolyse des Reaktionsprodukts bei 400-500grad;
1,1-dichloro-2-methylcyclopropane
1727-64-6

1,1-dichloro-2-methylcyclopropane

A

2,3-dichlorobut-1-ene
7013-11-8

2,3-dichlorobut-1-ene

B

chloroprene
126-99-8

chloroprene

C

1,2-dichloro-2-butene
13602-13-6

1,2-dichloro-2-butene

Conditions
ConditionsYield
at 500℃;
chloroethylene
75-01-4

chloroethylene

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

methylene chloride
74-87-3

methylene chloride

C

methane
34557-54-5

methane

D

ethene
74-85-1

ethene

E

chloroprene
126-99-8

chloroprene

F

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
at 601℃; for 0.000833333h; Product distribution; Kinetics; Rate constant; other temperatures, activation energy;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol at 170℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

A

1-chloroprene
627-22-5

1-chloroprene

B

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With sodium hydroxide In water for 7h; Heating;
(2-chloro-3-butenyl)phenylselenium dichloride
109391-96-0

(2-chloro-3-butenyl)phenylselenium dichloride

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With sodium hydrogencarbonate In chloroform-d1 for 2h;
buta-1,3-diene
106-99-0

buta-1,3-diene

A

1,4-dichloro-2-butene
764-41-0

1,4-dichloro-2-butene

B

meso-1,2,3,4-tetrachlorobutane
28507-96-2

meso-1,2,3,4-tetrachlorobutane

racem.-1,2,3,4-Tetrachlorbutan
3405-32-1, 28507-96-2, 52134-24-4

racem.-1,2,3,4-Tetrachlorbutan

D

3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

E

1-chloro-1E,3-butadiene
16503-25-6

1-chloro-1E,3-butadiene

F

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
With chlorine; ethyltriphenylphosphonium bromide In tetrachloromethane at 40 - 120℃; Product distribution; effect of the nature and amount of catalyst, reagent ratio;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

ethene
74-85-1

ethene

B

chloroprene
126-99-8

chloroprene

C

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
at 346.9 - 476.9℃; Product distribution; Kinetics; Thermodynamic data; Irradiation; also with addition of HCl, vinyl chloride; E(activ.);
1.2-dichloro-butene-(2)

1.2-dichloro-butene-(2)

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
at 530℃; Leiten durch ein Quarzrohr;
hydrogenchloride
7647-01-0

hydrogenchloride

4-chloro-1,2-butadiene
25790-55-0

4-chloro-1,2-butadiene

chloroprene
126-99-8

chloroprene

Conditions
ConditionsYield
Isomerisierung;
Isomerisierung;
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

chloroprene
126-99-8

chloroprene

4-chloro-cyclohexa-1,4-diene-1,2-dicarboxylic acid dimethyl ester
99070-89-0

4-chloro-cyclohexa-1,4-diene-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
100%
[(dimethylphenylsilyl)methyl]magnesium chloride
107735-20-6

[(dimethylphenylsilyl)methyl]magnesium chloride

chloroprene
126-99-8

chloroprene

Dimethyl-(2-methylene-but-3-enyl)-phenyl-silane
187800-99-3

Dimethyl-(2-methylene-but-3-enyl)-phenyl-silane

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 5h; Heating;97%
phenyldimethylsilyl chloride
768-33-2

phenyldimethylsilyl chloride

chloroprene
126-99-8

chloroprene

(buta-1,3-dien-2-yl)dimethyl(phenyl)silane
103223-44-5

(buta-1,3-dien-2-yl)dimethyl(phenyl)silane

Conditions
ConditionsYield
Stage #1: chloroprene With magnesium; zinc(II) chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethylene dibromide for 1.5h; Reflux; Inert atmosphere;
Stage #2: phenyldimethylsilyl chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethylene dibromide at 20℃; for 1h; Reflux; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; o-xylene; water; ethylene dibromide Inert atmosphere;
97%
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran for 1.66667h; Heating / reflux;
Stage #2: phenyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 1h; Heating / reflux;
96.8%
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran; xylenes for 1.25h; Reflux;
Stage #2: phenyldimethylsilyl chloride In tetrahydrofuran; xylenes for 1h; Reflux;
96.8%
With magnesium In tetrahydrofuran Reflux; Inert atmosphere;
α-(phenylsulfonyl)maleic anhydride
120789-76-6

α-(phenylsulfonyl)maleic anhydride

chloroprene
126-99-8

chloroprene

α-(phenylsulfonyl)maleic anhydride-chloroprene adduct
120789-80-2

α-(phenylsulfonyl)maleic anhydride-chloroprene adduct

Conditions
ConditionsYield
In acetone at 28℃; for 12h;95%
In acetone at 28℃; Rate constant;
(1,3-dioxan-2-yl)ethylmagnesium bromide

(1,3-dioxan-2-yl)ethylmagnesium bromide

chloroprene
126-99-8

chloroprene

2-(3-methylenepent-4-en-1-yl)-1,3-dioxane

2-(3-methylenepent-4-en-1-yl)-1,3-dioxane

Conditions
ConditionsYield
With iron(III)-acetylacetonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 0.5h; Inert atmosphere;95%
N-sulfinyl-p-toluenesulfonamide
4104-47-6

N-sulfinyl-p-toluenesulfonamide

chloroprene
126-99-8

chloroprene

5-chloro-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-[1,2]thiazine 1-oxide
39597-96-1

5-chloro-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-[1,2]thiazine 1-oxide

Conditions
ConditionsYield
In toluene at 25℃;94%
methyl-malonic acid dimethylester
609-02-9

methyl-malonic acid dimethylester

chloroprene
126-99-8

chloroprene

dimethyl 2-(buta-2,3-dienyl)-2-methylpropane-1,3-dioate

dimethyl 2-(buta-2,3-dienyl)-2-methylpropane-1,3-dioate

Conditions
ConditionsYield
With sodium methylate; bis[2-(diphenylphosphino)phenyl] ether; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran for 3h; Heating;94%
chloroprene
126-99-8

chloroprene

diphenylphosphane
829-85-6

diphenylphosphane

1,4-bis(diphenylphosphino)-2-butene
73892-35-0

1,4-bis(diphenylphosphino)-2-butene

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 20 - 25℃; for 1h;93%
(6-chlorohexyl)bis(trimethylsilyl)amine

(6-chlorohexyl)bis(trimethylsilyl)amine

chloroprene
126-99-8

chloroprene

(7-methylenenon-8-enyl)-bis(trimethylsilyl)amine

(7-methylenenon-8-enyl)-bis(trimethylsilyl)amine

Conditions
ConditionsYield
Stage #1: (6-chlorohexyl)bis(trimethylsilyl)amine With magnesium; ethylene dibromide In tetrahydrofuran at 50℃; for 4h; Inert atmosphere;
Stage #2: chloroprene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;
93%
(6-chlorohexyl)-(phenyl)-trimethylsilylamine

(6-chlorohexyl)-(phenyl)-trimethylsilylamine

chloroprene
126-99-8

chloroprene

(7-methylenenon-8-enyl)aniline

(7-methylenenon-8-enyl)aniline

Conditions
ConditionsYield
Stage #1: (6-chlorohexyl)-(phenyl)-trimethylsilylamine With magnesium; ethylene dibromide In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;
Stage #2: chloroprene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;
93%
chloroprene
126-99-8

chloroprene

1,4-dibromo-2-chloro-2-butene
22539-47-5

1,4-dibromo-2-chloro-2-butene

Conditions
ConditionsYield
With bromine In chloroform at 0℃; for 1h;92%
With chloroform; bromine at 0 - 5℃;
With bromine
chloroprene
126-99-8

chloroprene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2,2-bis(buta-2,3-dienyl)propane-1,3-dioate
359763-21-6

dimethyl 2,2-bis(buta-2,3-dienyl)propane-1,3-dioate

Conditions
ConditionsYield
With sodium methylate; bis[2-(diphenylphosphino)phenyl] ether; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran Heating;91%
dimethyl allylmalonate
40637-56-7

dimethyl allylmalonate

chloroprene
126-99-8

chloroprene

dimethyl 2-(2-propenyl)-2-(buta-2,3-dienyl)propane-1,3-dioate
115246-76-9

dimethyl 2-(2-propenyl)-2-(buta-2,3-dienyl)propane-1,3-dioate

Conditions
ConditionsYield
With sodium hydride; bis[2-(diphenylphosphino)phenyl] ether; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran Heating;89%
isobutyraldehyde
78-84-2

isobutyraldehyde

chloroprene
126-99-8

chloroprene

2-Methyl-4-methylidenehex-5-en-3-ol
59163-78-9

2-Methyl-4-methylidenehex-5-en-3-ol

Conditions
ConditionsYield
With lithium 4,4′-di(tert-butyl)biphenyl In tetrahydrofuran 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min;88%
With lithium 4,4′-di(tert-butyl)biphenyl 1.) THF, -78 deg C, 2.) -78 deg C; Multistep reaction;
(5-chlorpentyl)bis(trimethylsilyl)amine

(5-chlorpentyl)bis(trimethylsilyl)amine

chloroprene
126-99-8

chloroprene

(6-methyleneoct-7-enyl)-bis(trimethylsilyl)amine

(6-methyleneoct-7-enyl)-bis(trimethylsilyl)amine

Conditions
ConditionsYield
Stage #1: (5-chlorpentyl)bis(trimethylsilyl)amine With magnesium; ethylene dibromide In tetrahydrofuran at 50℃; for 3.5h; Inert atmosphere;
Stage #2: chloroprene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;
88%
chloroprene
126-99-8

chloroprene

Cyclopropylacetylene
6746-94-7

Cyclopropylacetylene

Conditions
ConditionsYield
Stage #1: chloroprene With 5,10,15,20-tetraphenyl porphyrin iron In acetone at 0℃; for 0.5h; Inert atmosphere;
Stage #2: diazomethane In acetone Reagent/catalyst; Solvent; Temperature;
87.1%
n-decyl magnesium bromide
17049-50-2

n-decyl magnesium bromide

chloroprene
126-99-8

chloroprene

2-decylbuta-1,3-diene
55235-83-1

2-decylbuta-1,3-diene

Conditions
ConditionsYield
With iron(III)-acetylacetonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 0.5h; Inert atmosphere;87%
methyl 3,3,3-trifluoropyruvate
13089-11-7

methyl 3,3,3-trifluoropyruvate

chloroprene
126-99-8

chloroprene

6-trifluoromethyl-6-methoxycarbonyl-4-chloro-5,6-dihydro-2H-pyran
134224-66-1

6-trifluoromethyl-6-methoxycarbonyl-4-chloro-5,6-dihydro-2H-pyran

Conditions
ConditionsYield
In chloroform for 8h; Heating;86%
maleic anhydride
108-31-6

maleic anhydride

chloroprene
126-99-8

chloroprene

4-chloro-1,2,3,6-tetrahydrophthalic anhydride
14737-08-7

4-chloro-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
In toluene; xylene at 55℃; for 3.5h; Heating / reflux;85%
maleic anhydride
108-31-6

maleic anhydride

chloroprene
126-99-8

chloroprene

4-chlorotetrahydrophthalic anhydride

4-chlorotetrahydrophthalic anhydride

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene; toluene85%
ethylenebis(triphenylphosphine)platinum(0)
12120-15-9

ethylenebis(triphenylphosphine)platinum(0)

chloroprene
126-99-8

chloroprene

(2-η1-butadienyl)chlorotriphenylphosphine platinum(II)

(2-η1-butadienyl)chlorotriphenylphosphine platinum(II)

Conditions
ConditionsYield
In chloroform 2 hours at room temperature;85%
In tetrahydrofuran byproducts: cis-{PtCl2(PPh3)2}; one day at room temperature;60%
In chloroform N2; stirring at room temperature for 2 h;; removal of the volatiles in vacuo; extraction of the residue into CH2Cl2; filtration through Celite; concentration; precipitation upon addn. of diethyl ether; recrystn. from CH2Cl2/diethyl ether; elem. anal.;;60%
(4-chlorobutyl)bis(trimethylsilyl)amine

(4-chlorobutyl)bis(trimethylsilyl)amine

chloroprene
126-99-8

chloroprene

(5-methylenehept-6-enyl)-bis(trimethylsilyl)amine

(5-methylenehept-6-enyl)-bis(trimethylsilyl)amine

Conditions
ConditionsYield
Stage #1: (4-chlorobutyl)bis(trimethylsilyl)amine With magnesium; ethylene dibromide In tetrahydrofuran at 50℃; for 3h; Inert atmosphere;
Stage #2: chloroprene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;
85%
chlorotriethoxysilane
4667-99-6

chlorotriethoxysilane

chloroprene
126-99-8

chloroprene

(buta-1,3-dien-2-yl)triethoxysilane
124597-49-5

(buta-1,3-dien-2-yl)triethoxysilane

Conditions
ConditionsYield
Stage #1: chloroprene With 1,1-Dibromoethane; magnesium; zinc(II) chloride In tetrahydrofuran; xylene for 0.75h; Heating;
Stage #2: chlorotriethoxysilane In tetrahydrofuran for 1h; Heating; Further stages.;
84.7%
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran; xylenes for 1.33333h; Heating / reflux;
Stage #2: chlorotriethoxysilane In tetrahydrofuran; xylenes at 20℃; for 1h; Heating / reflux;
84.7%
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran; xylenes for 1.25h; Reflux;
Stage #2: chlorotriethoxysilane In tetrahydrofuran; xylenes for 1h; Reflux;
2-thienyl lithium
2786-07-4

2-thienyl lithium

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

chloroprene
126-99-8

chloroprene

2-(buta-1,3-dien-2-yldimethylsilyl)thiophene

2-(buta-1,3-dien-2-yldimethylsilyl)thiophene

Conditions
ConditionsYield
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene for 1.25h; Inert atmosphere; Reflux;
Stage #2: dimethylsilicon dichloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 2h; Grignard Reaction; Inert atmosphere;
Stage #3: 2-thienyl lithium In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; hexane at -78℃; Inert atmosphere;
84%
[1,1'-bis(diphenylphosphino)ferrocene](η(2)-ethene)platinum

[1,1'-bis(diphenylphosphino)ferrocene](η(2)-ethene)platinum

chloroprene
126-99-8

chloroprene

trans-{PtCl{σ-C(CH2)C(H)=CH2}diphenylphosphinoferrocene}

trans-{PtCl{σ-C(CH2)C(H)=CH2}diphenylphosphinoferrocene}

Conditions
ConditionsYield
In chloroform N2; stirring at room temperature for 2 h;; removal of the volatiles in vacuo; extraction of the residue into CH2Cl2; filtration through Celite; concentration; precipitation upon addn. of diethyl ether; recrystn. from CH2Cl2/diethyl ether; elem. anal.;;81%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

chloroprene
126-99-8

chloroprene

2-(2-methylene-3-butenyl)-2-vinylmalonic acid diethyl ester
350242-88-5

2-(2-methylene-3-butenyl)-2-vinylmalonic acid diethyl ester

Conditions
ConditionsYield
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran for 1h; Heating;
Stage #2: chloroformic acid ethyl ester In tetrahydrofuran at -10℃; for 2h; Further stages.;
80%
anthracene-1,4,9,10-tetraone
1709-63-3

anthracene-1,4,9,10-tetraone

chloroprene
126-99-8

chloroprene

2-chloro-1,4,4a,12a-tetrahydronaphthacene-5,6,11,12-tetraone
71639-80-0

2-chloro-1,4,4a,12a-tetrahydronaphthacene-5,6,11,12-tetraone

Conditions
ConditionsYield
In xylene; benzene for 4h; Heating;79%
N-(3-chloropropyl)-N-phenylaniline
5586-90-3

N-(3-chloropropyl)-N-phenylaniline

chloroprene
126-99-8

chloroprene

(4-methylenehex-5-enyl)phenylaniline

(4-methylenehex-5-enyl)phenylaniline

Conditions
ConditionsYield
Stage #1: N-(3-chloropropyl)-N-phenylaniline With magnesium; ethylene dibromide In tetrahydrofuran at 50℃; for 3h; Inert atmosphere;
Stage #2: chloroprene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;
79%
N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

chloroprene
126-99-8

chloroprene

A

1,3-diphenyl-5-vinyl-1H-pyrazole
87995-98-0

1,3-diphenyl-5-vinyl-1H-pyrazole

B

5-(1-Chlorvinyl)-1,3-diphenyl-2-pyrazolin
87995-88-8

5-(1-Chlorvinyl)-1,3-diphenyl-2-pyrazolin

Conditions
ConditionsYield
With triethylamine; hydroquinone In benzene at 40℃; for 24h; Yield given. Title compound not separated from byproducts;A n/a
B 78%
With triethylamine; hydroquinone In benzene at 40℃; for 24h; Yields of byproduct given;A n/a
B 78%
With Allyl acetate; triethylamine In benzene at 40℃; Kinetics; competition const., rel. velocity const. further reagent: ethyl crotonate;
chloroprene
126-99-8

chloroprene

potassium 1,3-dienyl trifluoroborate

potassium 1,3-dienyl trifluoroborate

Conditions
ConditionsYield
Stage #1: chloroprene With magnesium; ethylene dibromide; zinc(II) chloride In tetrahydrofuran for 0.5h; Heating;
Stage #2: With Trimethyl borate In tetrahydrofuran at -60 - 20℃;
Stage #3: With potassium hydrogen bifluoride In tetrahydrofuran at 20℃; for 0.5h;
78%
Stage #1: chloroprene With magnesium; zinc(II) chloride In tetrahydrofuran Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran; toluene Inert atmosphere;
Stage #3: With potassium hydrogenfluoride In water
78%

126-99-8Relevant articles and documents

Strontium chloride modified Nieuwland catalyst in the dimerization of acetylene to monovinylacetylene

Lu, Jun-Long,Xie, Jian-Wei,Liu, Hai-Yue,Liu, Ping,Liu, Zhi-Yong,Dai, Bin

, p. 8211 - 8214 (2014)

SrCl2 was used as a co-catalyst of CuCl in Nieuwland catalyst and CuCl as the main catalyst, NH4Cl as the solubilizer, water as the solvent and a certain amount of hydrochloric acid, thereby forming Sr-Cu bimetallic cooperative catalysis reaction systems for C2H2 dimerization. Under the optimum condition, the acetylene conversion is 13 % and monovinylacetylene selectivity can reach to 94 %.

Thermal ring opening of 1,1-dibromo and 1-bromo-2- chloromethylcyclopropanes: Observation of a formal debromochlorination

Sydnes, Leiv K.,Alnes, Karl F. S.,Pettersen, Anita,Brinker, Udo H.

experimental part, p. 479 - 483 (2010/06/16)

When the title compounds are thermolyzed in the gas phase under vacuum or in hot quinoline, several products are formed. A predominant product in all cases is a chlorine-free buta-1,3-diene which has been formed by formal debromochlorination, a reaction n

Gas phase surface-catalyzed HCl addition to vinylacetylene: motion along a catalytic surface. Experiment and theory

Mascavage, Linda M.,Zhang-Plasket, Fan,Sonnet, Philip E.,Dalton, David R.

, p. 9357 - 9367 (2008/12/23)

Gaseous mixtures of HCl and vinylacetylene were permitted to react in Pyrex IR cells (NaCl windows). Gaseous 4-chloro-1,2-butadiene and 2-chloro-1,3-butadiene (chloroprene) were the major products. Kinetic data (FTIR) generated a rate expression in concert with surface catalysis. Computational studies involving surface associated water provide a view that accounts for the experimentally determined orders and a bifurcated pathway producing both products. The results are in accord with wall-adsorbed reactant(s) as well as previously reported computational studies on the reactants.

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