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2-chloro-1,3-butadiene

2-chloro-1,3-butadiene Structure
CAS No.
126-99-8
Chemical Name:
2-chloro-1,3-butadiene
Synonyms
CHLOROPRENE;beta-Chloroprene;2-Chlorobuta-1,3-diene;1,3-Butadiene, 2-chloro-;CHLOROPENE;Baypren M1;Chloropren;Cloroprene;Neoprene AH;Baypren 110
CBNumber:
CB5174270
Molecular Formula:
C4H5Cl
Molecular Weight:
88.54
MOL File:
126-99-8.mol
MSDS File:
SDS
Modify Date:
2024/3/22 15:50:56
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2-chloro-1,3-butadiene Properties

Melting point -130°C
Boiling point 59.45°C
Density 0,958 g/cm3
vapor pressure 118 at 10 °C, 200 at 20 °C, 275 at 30 °C (quoted, Verschueren, 1983)
refractive index 1.4583
Flash point 11 °C
storage temp. 2-8°C
solubility Soluble in acetone, benzene, and ether (Weast, 1986)
form Colorless liquid
Water Solubility 256mg/L at 20℃
Henry's Law Constant 3.20 x 10-2 atm?m3/mol using method of Hine and Mookerjee (1975)
Exposure limits Potential occupational carcinogen. NIOSH REL: 15-min ceiling 1 ppm (3.6 mg/m3), IDLH 300 ppm; OSHA PEL: TWA 25 ppm (90 mg/m3); ACGIH TLV: TWA 10 ppm (adopted).
LogP 2.525 at 20℃
CAS DataBase Reference 126-99-8(CAS DataBase Reference)
IARC 2B (Vol. Sup 7, 71) 1999
EPA Substance Registry System Chloroprene (126-99-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H350-H370
Precautionary statements  P201-P210-P260-P280-P301+P310-P311
Hazard Codes  F,T
Risk Statements  10-20/22-36-48/20-36/37/38-11-45-39/23/24/25-23/24/25
Safety Statements  16-45-53-36/37-7
RIDADR  1993
OEL Ceiling: 1 ppm (3.6 mg/m3) [15-minute]
WGK Germany  3
HazardClass  3.1
PackingGroup  I
Toxicity Acute oral LD50 for mice 260 mg/kg, rats 900 mg/kg (quoted, RTECS, 1985).
IDLA 300 ppm
NFPA 704
3
2 1

2-chloro-1,3-butadiene price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 861145 Chloroprene solution certified reference material, 2000?μg/mL in methanol 126-99-8 1ML ₹5692.4 2022-06-14 Buy
Product number Packaging Price Buy
861145 1ML ₹5692.4 Buy

2-chloro-1,3-butadiene Chemical Properties,Uses,Production

Description

Chloroprene, 2-chloro-1,3-butadiene, is a colorless, volatile synthetic liquid that has a pungent ether-like odor. Synthesis of chloroprene was first reported by chemists of the E. I. du Pont de Nemours Company in 1931 following studies of acetylene polymerization with the objective of producing synthetic rubber. The chloroprene monomer differs from isoprene, the fundamental monomer of natural rubber, only by substitution of chlorine for the methyl group of isoprene. Chloroprene was observed to polymerize much more quickly than did isoprene. In industrial processes prior to 1960, chloroprene was produced in relatively high yields by reacting vinyl acetylene with hydrogen chloride. Today, chloroprene is produced more efficiently by chlorination of 1,3-butadiene.
When compared with natural rubber the chloroprene synthetic polymer, polychloroprene, was noted to be much denser, more resistant to water and hydrocarbon solvents, less permeable to many gases, and was more resistant to degradation by oxygen, ozone, hydrogen chloride, hydrogen fluoride, and other chemicals. Due to desirable physical and chemical properties, polychloroprene and its latex polymers are produced in quantities exceeding 200 000 metric tons at a limited number of facilities around the world. Chloroprene production is closely tied to demand for polychloroprene.

Chemical Properties

Chloroprene (2-chloro-1,3-butadiene) is a flammable, colorless liquid at room temperature with a characteristic ether-like odor. The Odor Threshold is 0.4 milligram per cubic meter. It is slightly soluble in water and more soluble in organic solvents. It has not been found to occur naturally. Chloroprene is very unstable and reacts in air with oxygen and other compounds to form epoxides, peroxides, and other hazardous compounds.

Uses

Manufacture of neoprene.

Production Methods

Chloroprene can be synthesized by addition of HCl to vinyl acetylene H2C=CH?C≡CH +HCl → H2C=CH?CCl=CH2, and by dehydrochlorination of dichlorobutenes or 2,2,3-trichlorobutane.

Definition

A colorless liquid derivative of butadiene used in the manufacture of neoprene rubber.

Preparation

Preparation of chloroprene from butadiene In this method, the following route is used:

126-99-8 synthesis


In the first step, butadiene is chlorinated in the vapour phase at 330-420?? and atmospheric pressure. The main products are 3,4-dichloro-l-butene and 1,4-dichloro-2-butene in approximately equal amounts. The latter material is then isomerized to the former by heating with a copper catalyst such as cuprous chloride. The 3,4-dichloro-l-butene is dehydrochlorinated by treatment with 10% aqueous sodium hydroxide at 85??. Chloroprene is isolated by distillation under reduced pressure in the presence of polymerization inhibitors.

General Description

A clear colorless liquid. Flash point -4°F. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently. Less dense than water. Vapors heavier than air. Used to make neoprene rubber.

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

CHLOROPRENE emits highly toxic fumes of chlorine gas when heated to decomposition. Autooxidizes very rapidly with air and, even at 0°C, produces unstable peroxides that catalyze exothermic polymerization [Bretherick, 5th ed., 1995, p. 507]. This reactivity is greatly slowed by presence of an inhibitor.

Hazard

Toxic by ingestion, inhalation, and skin absorption. Flammable, dangerous fire risk, explosive limits in air 4.0–20%. Eye and upper respiratory tract irritant. Possible carcinogen.

Health Hazard

INHALATION: Fatigue, psychic changes, irritability, oppression in chest, occasionally substernal pain, tachycardia upon exertion. EYES: Can cause conjunctivitis, corneal necrosis and edema of eyelids. SKIN: May cause dermatitis and temporary loss of hair. Rapidly absorbed by skin.

Potential Exposure

The major use of chloroprene is in the production of artificial rubber (Neoprene, duprene); polychloroprene elastomers. Chloroprene is extremely reactive, e.g., it can polymerize spontaneously at room temperatures; the process being catalyzed by light, peroxides, and other free radical initiators. It can also react with oxygen to form polymeric peroxides and because of its instability, flammability, and toxicity, chloroprene has no end-product uses as such.

Carcinogenicity

Chloroprene is reasonably anticipated to be a human carcinogen based on evidence of carcinogenicity from studies in experimental animals.

Shipping

UN1991 Chloroprene, stabilized, Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous material.

Incompatibilities

Can form unstable peroxides; chloroprene may polymerize on standing with fire or explosion hazard. May form explosive mixture with air. Reacts with liquid or gaseous fluorine, alkali metals; metal powders, oxidizers, creating a fire or explosion hazard. Attacks some plastics, rubber, and coatings. May accumulate static electrical charges, and may cause ignition of its vapors.

Waste Disposal

Incineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced.

2-chloro-1,3-butadiene Preparation Products And Raw materials

Raw materials

1-BUTEN-3-YNE Copper(I) chloride cis-1,4-Dichloro-2-butene

Preparation Products

Polychloroprene METHYL 4-CHLORO-3-CYCLOHEXENE-1-CARBOXYLATE 1,4-Butanediol METHYL 4-(AMINOMETHYL)CYCLOHEXANECARBOXYLATE leather binder CAF
Tetrahydrofuran 5-Chloro-2-cyanopyridine METHYL 4-CYANO-3-CYCLOHEXECARBOXYLATE Dimethoxymethane 1,3-DICHLORO-2-BUTENE
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2-chloro-1,3-butadiene Suppliers

Global( 64)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21662 55 Inquiry
SHANDONG ZHI SHANG CHEMICAL CO.LTD +86 18953170293 China 2931 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49403 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29820 58 Inquiry
AFINE CHEMICALS LIMITED +86-0571-85134551 China 15372 58 Inquiry
Zhuoer Chemical Co., Ltd 02120970332; +8613524231522 China 2905 58 Inquiry
Shaanxi Didu New Materials Co. Ltd +86-89586680 +86-13289823923 China 8672 58 Inquiry
Shanghai Likang New Materials Co., Limited +86-16631818819 +86-17736933208 China 9311 58 Inquiry
ABCR GmbH & CO. KG 49 721 95061 0 Germany 6846 75 Inquiry
Supplier Advantage
CLEARSYNTH LABS LTD. 58
Henan Tianfu Chemical Co.,Ltd. 55
SHANDONG ZHI SHANG CHEMICAL CO.LTD 58
CONIER CHEM AND PHARMA LIMITED 58
career henan chemical co 58
AFINE CHEMICALS LIMITED 58
Zhuoer Chemical Co., Ltd 58
Shaanxi Didu New Materials Co. Ltd 58
Shanghai Likang New Materials Co., Limited 58
ABCR GmbH & CO. KG 75

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2-chloro-1,3-butadiene Spectrum

2-chloro-1,3-butadiene(126-99-8)1HNMR

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