2-Chloro-1,3-butadiene supplier

Name
2-Chloro-1,3-butadiene
EINECS 204-818-0
CAS No. 126-99-8
Article Data78
CAS DataBase
Density 0.923 g/cm³
Solubility
Melting Point -130 °C
Formula C₄H₅Cl
Boiling Point 59.399 °C at 760 mmHg
Molecular Weight 88.5367
Flash Point -8.827 °C
Transport Information UN 1993
Appearance clear colorless liquid
Safety 16-45-53-36/37-7
Risk Codes 10-20/22-36-48/20-36/37/38-11-45-39/23/24/25-23/24/25
Molecular Structure
Hazard Symbols F, T
Synonyms 2-Chlorobutadiene;Chloroprene;NSC 18589;b-Chloroprene;
PSA 0.00000
LogP 1.92490

Synthetic route

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

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
With hydrogenchloride; calcium chloride
With hydrogenchloride; calcium chloride

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; pyrographite; mercury at 90℃;

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

A: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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℃;

: 4461-41-0
2-chloro-but-2-ene

: 126-99-8
chloroprene

Conditions

Conditions	Yield
With chlorine at 500 - 515℃; Leiten durch ein Kohlerohr;

: 75-01-4
chloroethylene

: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 500℃;
at 500℃; Pyrolysis;

: 1790-22-3
1,2,4-trichlorobutane

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
With sodium hydroxide at 190℃;

: 10403-60-8
2,2,3-trichloro-butane

: 126-99-8
chloroprene

Conditions

Conditions	Yield
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;

: 10403-60-8
2,2,3-trichloro-butane

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 400 - 510℃;
at 400 - 510℃;

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 530℃; Leiten durch ein Quarzrohr;

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

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 530℃; im Quarzrohr;

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
With potassium hydroxide at 95℃;
With potassium hydroxide
With sodium methylate; hydroquinone

: 60-35-5
acetamide

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
Isomerisierung in Gegenwart Kupfer- oder Edelmetallsalzen;
Isomerisierung in Gegenwart Kupfer- oder Edelmetallsalzen;

: 64-17-5
ethanol

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
Isomerisierung, Einw. von Kupfer- oder Edelmetallsalzen;
Isomerisierung, Einw. von Kupfer- oder Edelmetallsalzen;

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
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;

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

: 124-41-4
sodium methylate

: 123-31-9
hydroquinone

: 126-99-8
chloroprene

...Expand

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
With pumice stone; copper(l) chloride; barium(II) chloride at 400 - 450℃;
at 532℃; im Quarzrohr;

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

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 533℃; beim Leiten durch ein Quarzrohr; higher-boiling form;

: 74-86-2
acetylene

: 126-99-8
chloroprene

Conditions

Conditions	Yield
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℃;

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 530℃; Leiten durch ein Quarzrohr;
With fired clay at 285 - 450℃;

: 106-97-8
n-butane

: 126-99-8
chloroprene

Conditions

Conditions	Yield
photochemische Chlorierung bis zu einem Cl-Gehalt von 56-66prozent und anschliessende Pyrolyse des Reaktionsprodukts bei 400-500grad;

: 1727-64-6
1,1-dichloro-2-methylcyclopropane

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

B: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
at 500℃;

...Expand

: 75-01-4
chloroethylene

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

B: 74-87-3
methylene chloride

C: 34557-54-5
methane

D: 74-85-1
ethene

E: 126-99-8
chloroprene

F: 74-86-2
acetylene

Conditions

Conditions	Yield
at 601℃; for 0.000833333h; Product distribution; Kinetics; Rate constant; other temperatures, activation energy;

...Expand

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

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

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
With potassium hydroxide In ethylene glycol at 170℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

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

A: 627-22-5
1-chloroprene

B: 126-99-8
chloroprene

Conditions

Conditions	Yield
With sodium hydroxide In water for 7h; Heating;

: 109391-96-0
(2-chloro-3-butenyl)phenylselenium dichloride

: 126-99-8
chloroprene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In chloroform-d1 for 2h;

: 106-99-0
buta-1,3-diene

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

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

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

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

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

F: 126-99-8
chloroprene

Conditions

Conditions	Yield
With chlorine; ethyltriphenylphosphonium bromide In tetrachloromethane at 40 - 120℃; Product distribution; effect of the nature and amount of catalyst, reagent ratio;

...Expand

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

A: 74-85-1
ethene

B: 126-99-8
chloroprene

C: 74-86-2
acetylene

Conditions

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

...Expand

1.2-dichloro-butene-(2): 1.2-dichloro-butene-(2)

: 126-99-8
chloroprene

Conditions

Conditions	Yield
at 530℃; Leiten durch ein Quarzrohr;

: 7647-01-0
hydrogenchloride

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

: 126-99-8
chloroprene

Conditions

Conditions	Yield
Isomerisierung;
Isomerisierung;

: 762-42-5
dimethyl acetylenedicarboxylate

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
	100%

: 107735-20-6
[(dimethylphenylsilyl)methyl]magnesium chloride

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 5h; Heating;	97%

: 768-33-2
phenyldimethylsilyl chloride

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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;

: 120789-76-6
α-(phenylsulfonyl)maleic anhydride

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
In acetone at 28℃; for 12h;	95%
In acetone at 28℃; Rate constant;

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

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 0.5h; Inert atmosphere;	95%

: 4104-47-6
N-sulfinyl-p-toluenesulfonamide

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
In toluene at 25℃;	94%

: 609-02-9
methyl-malonic acid dimethylester

: 126-99-8
chloroprene

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

Conditions

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

: 126-99-8
chloroprene

: 829-85-6
diphenylphosphane

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

Conditions

Conditions	Yield
With potassium hydroxide In water; dimethyl sulfoxide at 20 - 25℃; for 1h;	93%

: (6-chlorohexyl)bis(trimethylsilyl)amine

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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

: 126-99-8
chloroprene

: (7-methylenenon-8-enyl)aniline

Conditions

Conditions	Yield
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%

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
With bromine In chloroform at 0℃; for 1h;	92%
With chloroform; bromine at 0 - 5℃;
With bromine

: 126-99-8
chloroprene

: 108-59-8
malonic acid dimethyl ester

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

Conditions

Conditions	Yield
With sodium methylate; bis[2-(diphenylphosphino)phenyl] ether; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran Heating;	91%

: 40637-56-7
dimethyl allylmalonate

: 126-99-8
chloroprene

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

Conditions

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

: 78-84-2
isobutyraldehyde

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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%

: 186581-53-3, 908094-01-9
diazomethane

: 126-99-8
chloroprene

: 6746-94-7
Cyclopropylacetylene

Conditions

Conditions	Yield
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%

: 17049-50-2
n-decyl magnesium bromide

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 0.5h; Inert atmosphere;	87%

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
In chloroform for 8h; Heating;	86%

: 108-31-6
maleic anhydride

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
In toluene; xylene at 55℃; for 3.5h; Heating / reflux;	85%

: 108-31-6
maleic anhydride

: 126-99-8
chloroprene

: 4-chlorotetrahydrophthalic anhydride

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene; toluene	85%

: 12120-15-9
ethylenebis(triphenylphosphine)platinum(0)

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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%

: 4667-99-6
chlorotriethoxysilane

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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;

: 2786-07-4
2-thienyl lithium

: 75-78-5
dimethylsilicon dichloride

: 126-99-8
chloroprene

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

Conditions

Yield

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%

...Expand

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

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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%

: 541-41-3
chloroformic acid ethyl ester

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
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%

: 1709-63-3
anthracene-1,4,9,10-tetraone

: 126-99-8
chloroprene

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

Conditions

Conditions	Yield
In xylene; benzene for 4h; Heating;	79%

: 5586-90-3
N-(3-chloropropyl)-N-phenylaniline

: 126-99-8
chloroprene

: (4-methylenehex-5-enyl)phenylaniline

Conditions

Conditions	Yield
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%

: 15424-14-3
N-phenylbenzohydrazonoyl chloride

: 126-99-8
chloroprene

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

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

Conditions

Conditions	Yield
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;

...Expand

: 126-99-8
chloroprene

: potassium 1,3-dienyl trifluoroborate

Conditions

Conditions	Yield
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%

2-Chloro-1,3-butadiene Chemical Properties

The Molecular formula of Chloroprene(126-99-8): C₄H₅Cl
The Molar mass of Chloroprene(126-99-8): 88.5365 g/mol
The Structure:

Appearance: Colorless liquid.
Density: 0.9598 g/cm³, liquid.
Melting point: -130 °C, 143 K, -202 °F
Boiling point: 59.4 °C, 333 K, 139 °F
Flash point: -15.6°C
Solubility in water: 0.026 g/100 mL, liquid.
Other names: Chloroprene; 2-Chloro-1,3-butadiene
Chloroprene(126-99-8) has the formula CH₂=CCl-CH=CH₂, which is colorless liquid. It is the common name for the organic compound 2-chloro-1,3-butadiene.

2-Chloro-1,3-butadiene Uses

Chloroprene(126-99-8) is the monomer for the production of the polymer polychloroprene, a type of synthetic rubber.

2-Chloro-1,3-butadiene Production

Chloroprene(126-99-8) is, chemically, a chlorovinyl ester of hydrochloric acid and can be manufactured by polymerizing acetylene to vinyl acetylene using a weak solution containing ammonium chloride (NH₄Cl), cuprous chloride (Cu₂Cl₂), and potassium chloride (KCl) as catalyst. The off-gas from the reactor has its water condensed out and is then fractionated. Aqueous hydrochloric acid at 35 to 45℃ is then reacted with the vinyl acetylene in the presence of cupric chloride to give chloroprene (2-chloro-1,3-butadiene).
            2HC≡CH → CH₂=CHC≡CH
       CH₂=CHC≡CH + HCl → CH₂=CHClC=CH₂The contact time is about 15 seconds with a 20 percent conversion per pass. An overall yield of approximately 65 percent can be achieved.
Chloroprene(126-99-8) is also made by chlorination of butadiene at 300℃ followed by dehydrochlorination, using sodium hydroxide at 100℃. Addition of the chlorine to the butadiene occurs at either 1,2 or 1,4 because the intermediate allyl carbocation is delocalized.
      CH₂=CHCH=CH₂ + Cl₂ → CH₂ClCH=CHCH₂Cl
     CH₂ClCH=CHCH₂Cl + Cl₂ → CH₂=CHC(Cl)=CH₂

2-Chloro-1,3-butadiene Toxicity Data With Reference

RTECS number: EL9625000

2-Chloro-1,3-butadiene Safety Profile

Hazard Codes:

T
Risk Statements: 10-20/22-36-48/20-36/37/38-11-45-39/23/24/25-23/24/25
10: Flammable
20/22: Harmful by inhalation and if swallowed
36: Irritating to the eyes
48/20: Harmful: danger of serious damage to health by prolonged exposure through inhalation
36/37/38: Irritating to eyes, respiratory system and skin
11: Highly Flammable
45: May cause cancer
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
Safety Statements: 16-45-53-36/37-7
16: Keep away from sources of ignition - No smoking
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53: Avoid exposure - obtain special instruction before use
36/37: Wear suitable protective clothing and gloves
7: Keep container tightly closed
HazardClass: 3.1
PackingGroup: I

2-Chloro-1,3-butadiene Specification

The 1,4-dichloro isomer can be isomerized to the 1,2-dichloro isomer by heating with cuprous chloride.
CH₂ClCH=CHCH₂Cl → CH₃CH₂CCl=CHCl

Product Name

2-Chloro-1,3-butadiene

Synthetic route

2-Chloro-1,3-butadiene Chemical Properties

2-Chloro-1,3-butadiene Uses

2-Chloro-1,3-butadiene Production

2-Chloro-1,3-butadiene Toxicity Data With Reference

2-Chloro-1,3-butadiene Safety Profile

2-Chloro-1,3-butadiene Specification

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