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Product Information

Product Name
Isoprene (stabilized with TBC)
Brand Name
Chem Impex
Product Number
39210
CAS
78-79-5
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
6557
IUPAC Name
2-methylbuta-1,3-diene
InChI Key
RRHGJUQNOFWUDK-UHFFFAOYSA-N
SMILES
CC(=C)C=C

Application

Product Introduction

Isoprene (CAS No. 78-79-5), also known as 2-Methyl-1,3-butadiene, is a highly important conjugated diene monomer widely used in the production of synthetic elastomers and specialty polymers. It is the fundamental building block of natural rubber (cis-1,4-polyisoprene) and serves as a key raw material for manufacturing polyisoprene rubber (IR), styrene-isoprene-styrene (SIS) block copolymers, butyl rubber, and other elastomeric materials.

Due to its unique conjugated diene structure, isoprene exhibits excellent polymerization reactivity and enables the production of polymers with outstanding elasticity, flexibility, and resilience. It is extensively used in the tire, medical, adhesive, and industrial rubber industries.

Chemical Properties and Reaction Mechanism

Chemical Information

  • Chemical Name: Isoprene
  • Synonym: 2-Methyl-1,3-butadiene
  • CAS Number: 78-79-5
  • Molecular Formula: C₅H₈
  • Molecular Weight: 68.12
  • Appearance: Colorless volatile liquid
  • Boiling Point: 34°C
  • Density: 0.68 g/cm³ (20°C)

Reaction Characteristics

The conjugated diene structure allows isoprene to undergo:

  • Anionic polymerization
  • Coordination polymerization
  • Free-radical polymerization
  • Copolymerization with styrene and other vinyl monomers
  • Diels–Alder reactions
  • Functional elastomer synthesis

Different polymerization methods produce varying microstructures, significantly influencing elasticity, tensile strength, and low-temperature performance.

Key Research Applications

1.Polyisoprene Rubber Production

Isoprene is the primary monomer used for manufacturing:

  • Synthetic Polyisoprene Rubber (IR)
  • High-cis Polyisoprene
  • Medical-grade polyisoprene elastomers

These materials closely mimic the properties of natural rubber.

2.Thermoplastic Elastomers (TPEs)

Isoprene is widely used in the synthesis of:

  • Styrene-Isoprene-Styrene (SIS)
  • Styrene-Isoprene-Butadiene (SIBR)
  • Block copolymers

Applications include pressure-sensitive adhesives and flexible materials.

3.Tire and Rubber Research

Researchers use isoprene in:

  • Tire tread formulation development
  • Dynamic mechanical property studies
  • High-performance elastomer design
  • Green tire technology research

4.Organic Synthesis and Fine Chemicals

Applications include:

  • Diels–Alder reactions
  • Terpene synthesis
  • Pharmaceutical intermediates
  • Specialty chemical production

Recommended Experimental Conditions

Parameter Recommended Conditions
Polymerization Method Anionic, Coordination, or Radical Polymerization
Temperature Range Optimized according to catalyst system
Atmosphere Nitrogen or Argon protection
Storage Condition Cool, dry, well-ventilated area
Purity Requirement High purity recommended for polymer synthesis

Actual conditions should be optimized according to the catalyst system and target polymer structure.

Advantages in Polymer Manufacturing

  • Essential monomer for synthetic polyisoprene production
  • Excellent elasticity and resilience
  • High polymerization activity
  • Suitable for multiple polymerization technologies
  • Enables natural rubber-like performance
  • Important raw material for thermoplastic elastomers

Research Areas

  • Synthetic rubber development
  • Elastomer chemistry
  • Polymer synthesis
  • Tire materials research
  • Thermoplastic elastomer development

FAQ

Frequently Asked Questions (FAQ)

 

What is isoprene used for?
Isoprene is primarily used as a monomer for producing synthetic polyisoprene rubber, thermoplastic elastomers, adhesives, and specialty polymers.

 

Why is isoprene important in rubber manufacturing?
It is the basic structural unit of natural rubber and enables the production of synthetic elastomers with excellent elasticity and resilience.

 

What polymers can be produced from isoprene?
Common products include polyisoprene rubber (IR), SIS block copolymers, and various specialty elastomers.

 

Can isoprene be copolymerized with other monomers?
Yes. Isoprene can be copolymerized with styrene, butadiene, and other vinyl monomers to produce advanced elastomeric materials.

 

What polymerization methods are commonly used for isoprene?
Anionic polymerization, coordination polymerization, and free-radical polymerization are commonly employed.

 

What industries use isoprene-derived materials?
Tire manufacturing, medical products, adhesives, footwear, industrial rubber goods, and polymer research industries.

 

How does synthetic polyisoprene compare to natural rubber?
High-cis synthetic polyisoprene closely resembles natural rubber in elasticity, resilience, and mechanical properties.

 

Can isoprene be used in organic synthesis?
Yes. It is widely used in Diels–Alder chemistry, terpene synthesis, and the preparation of specialty intermediates.

References

Ultrathin and robust elastomeric dielectrics using a crosslinking-assisted trap creation method for miniaturized stretchable electronics

Publication Name: Nature Electronics
Publication Date: 2026-03-09
DOI: 10.1038/s41928-026-01579-3

Crosstalk between protein lipidation and ubiquitination in tumor biology

Publication Name: Apoptosis : an international journal on programmed cell death
Publication Date: 2026-03-03
DOI: 10.1007/s10495-026-02277-3

An overview of atmospheric non-methane hydrocarbons over the Indian subcontinent: perspective for future research

Publication Name: Environmental Geochemistry and Health
Publication Date: 2026-03-02
DOI: 10.1007/s10653-026-03098-8

Integration of pathway balance and protein fusion enables de novo biosynthesis of (+)-bicyclogermacrene in Escherichia coli

Publication Name: Bioresources and Bioprocessing
Publication Date: 2026-02-28
DOI: 10.1186/s40643-026-01017-4

Metabolic masqueraders of paediatric and adult rheumatic diseases

Publication Name: Nature reviews. Rheumatology
Publication Date: 2026-02-25
DOI: 10.1038/s41584-026-01352-y