2-chlorobuta-1,3-diene

C4H5Cl

CAS126-99-8
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
Danger

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Identification

CAS Number
126-99-8
EC Number
204-818-0
UN Number
1991
Index Number
602-036-00-8
PubChem CID
31369

Physical-chemical properties

Molecular Formula
C4H5Cl
Molar Mass
88.53 g/mol
IUPAC Name
2-chlorobuta-1,3-diene

Chemical Identifiers

InChI
InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2
InChI Key
YACLQRRMGMJLJV-UHFFFAOYSA-N

Overview

2-chlorobuta-1,3-diene (CAS 126-99-8) is a halogenated conjugated diene with high reactivity and significant industrial polymerization applications. This chlorinated butadiene derivative represents a crucial monomer in specialized polymer chemistry, distinguished by its conjugated double bond system and chlorine substitution at the 2-position. With the molecular formula C4H5Cl and a molecular weight of 88.53 g/mol, this compound exhibits unique reactivity patterns that make it valuable for producing specialized elastomers and copolymers with enhanced properties compared to conventional butadiene-based materials. The presence of both conjugated double bonds and a chlorine substituent provides 2-chlorobuta-1,3-diene with distinctive chemical characteristics. The chlorine atom influences the electron density distribution across the diene system, affecting polymerization kinetics and final polymer properties. This structural feature enables the production of materials with improved chemical resistance, flame retardancy, and thermal stability compared to unsubstituted dienes like those used in styrene-based polymers. Safety considerations are paramount when handling this substance, as it carries multiple hazard classifications including flammability (Class 2), carcinogenicity (Category 1B), and acute toxicity. The compound requires specialized storage conditions and appropriate personal protective equipment during industrial processing. Its ADR Class 3 classification reflects its flammable liquid properties, necessitating careful transportation and handling protocols. Primary industrial applications include specialty rubber production, where 2-chlorobuta-1,3-diene serves as a comonomer for creating elastomers with superior oil resistance and thermal stability. It also finds use in adhesive formulations and as an intermediate in pharmaceutical synthesis, where its reactive diene system enables selective chemical transformations. OYSI provides reliable access to 2-chlorobuta-1,3-diene for qualified industrial customers across Europe, ensuring compliance with all relevant safety and regulatory requirements.

Safety & Classification

Danger
Classification:

Flam. Liq. 2; Carc. 1B; Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; STOT RE 2 *; Skin Irrit. 2; Ey...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H225

Highly flammable liquid and vapour.

H350

May cause cancer.

H332

Harmful if inhaled.

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H373

May cause damage to organs through prolonged or repeated exposure.

H315

Causes skin irritation.

H319

Causes serious eye irritation.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Harmful

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Irritant

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number1991
ADR Class3
Packing GroupI
Tunnel CodeC/E
Proper Shipping NameChloropren, stabilisiert
Marine PollutantNo

Frequently Asked Questions

What is 2-chlorobuta-1,3-diene?

2-chlorobuta-1,3-diene is a synthetic organochlorine compound with the molecular formula C4H5Cl and CAS number 126-99-8. This chemical belongs to the diene family and features a chlorine atom attached to a conjugated butadiene backbone. With a molecular weight of 88.53 g/mol, it is classified as a highly hazardous substance due to its carcinogenic properties (Category 1B) and multiple health risks. It requires careful handling under strict safety protocols in industrial applications.

What are the physicochemical properties of 2-chlorobuta-1,3-diene?

2-chlorobuta-1,3-diene is typically a colorless to pale yellow liquid at room temperature with a characteristic pungent odor. As a conjugated diene compound, it exhibits high reactivity and volatility. The substance has a relatively low molecular weight of 88.53 g/mol and is classified as a flammable liquid (Category 2). Its conjugated double bond system makes it highly reactive toward polymerization and addition reactions, requiring stabilizers during storage and handling.

What is 2-chlorobuta-1,3-diene used for?

2-chlorobuta-1,3-diene is primarily used as an intermediate in chemical synthesis and polymer production. It serves as a building block for manufacturing specialty rubber compounds, synthetic elastomers, and various chlorinated organic chemicals. The compound is utilized in research applications for developing new materials and in the pharmaceutical industry for synthesizing complex organic molecules. Its reactive diene structure makes it valuable for Diels-Alder reactions and other cycloaddition processes.

How to handle 2-chlorobuta-1,3-diene safely?

2-chlorobuta-1,3-diene requires extreme caution due to its carcinogenic and toxic properties. Personnel must wear full chemical-resistant clothing, nitrile gloves, safety goggles, and respiratory protection when handling. Work should be conducted in well-ventilated areas or fume hoods to prevent inhalation exposure. Avoid skin contact and ingestion completely. Use explosion-proof equipment due to its flammable nature, and ensure emergency shower and eyewash stations are readily accessible.

How to store 2-chlorobuta-1,3-diene correctly?

2-chlorobuta-1,3-diene must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and ignition points. Keep containers in secondary containment and separate from oxidizing agents, strong acids, and bases. Storage temperatures should be maintained below 25°C to prevent degradation and polymerization. Use appropriate stabilizers to prevent spontaneous polymerization, and implement strict inventory rotation. Store in explosion-proof areas with appropriate fire suppression systems.

What to do in case of contact with 2-chlorobuta-1,3-diene?

Immediate action is critical for any contact with 2-chlorobuta-1,3-diene. For skin contact, remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, rinse thoroughly with water for at least 15 minutes while holding eyelids open. Never induce vomiting if ingested. Seek immediate medical attention in all cases and provide safety data sheet to medical personnel.

How to dispose of 2-chlorobuta-1,3-diene appropriately?

2-chlorobuta-1,3-diene must be disposed of as hazardous waste through licensed waste management companies specializing in halogenated organic compounds. Never dispose of in regular trash, sewers, or waterways due to its carcinogenic and environmental hazard properties. Incineration at high temperatures (>1000°C) with appropriate scrubbing systems is the preferred disposal method. All disposal activities must comply with local, national, and EU waste regulations. Maintain detailed disposal records for regulatory compliance.

How to transport 2-chlorobuta-1,3-diene?

2-chlorobuta-1,3-diene is classified as ADR Class 3 (flammable liquids), Packing Group I, indicating high danger level during transport. Shipments require specialized hazardous goods packaging, proper labeling with GHS02, GHS07, and GHS08 pictograms, and documentation including transport emergency cards. Only certified carriers experienced in hazardous chemical transport should handle shipments. Vehicles must be equipped with appropriate fire suppression systems and emergency response equipment. Temperature-controlled transport may be necessary to prevent degradation.

Is 2-chlorobuta-1,3-diene subject to specific regulations?

2-chlorobuta-1,3-diene is subject to extensive regulatory oversight under REACH, CLP, and various national chemical safety regulations. As a Category 1B carcinogen, it requires authorization for many uses and is subject to strict exposure limits and reporting requirements. Companies must maintain detailed safety data sheets, conduct regular risk assessments, and implement comprehensive worker protection programs. Import/export may require special permits, and use restrictions apply in consumer products.

Where to buy 2-chlorobuta-1,3-diene in Europe?

2-chlorobuta-1,3-diene is available through specialized chemical distributors in Europe, including OYSI, which serves as a reliable supplier of technical chemicals across European markets. Due to its hazardous classification and regulatory requirements, purchases typically require proof of legitimate industrial use, appropriate handling facilities, and compliance documentation. OYSI can provide technical support, safety documentation, and regulatory guidance to ensure compliant procurement and use of this specialized chemical compound.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.