2-Methyl-2-butene
[CAS# 513-35-9]

Identification

• Classification: Organic raw materials >> Hydrocarbon compounds and their derivatives >> Acyclic hydrocarbon
• Name: 2-Methyl-2-butene
• Synonyms: beta-Isoamylene
• Molecular Formula: C₅H₁₀
• Molecular Weight: 70.13
• CAS Registry Number: 513-35-9
• EC Number: 208-156-3
• SMILES: CC=C(C)C

Properties

• Density: 0.66
• Melting point: -134 °C
• Boiling point: 35-38 °C
• Refractive index: 1.386-1.388
• Flash point: -45 °C

Safety Data

• Hazard Symbols: GHS02;GHS07;GHS08;GHS09 Danger
• Risk Statements: H224-H225-H302-H304-H315-H336-H341-H35o-H351-H411
• Safety Statements: P203-P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P273-P280-P301+P316-P301+P317-P302+P352-P303+P361+P353-P304+P340-P318-P319-P321-P330-P331-P332+P317-P362+P364-P370+P378-P391-P403+P233-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Flammable liquids	Flam. Liq.	2	H225
Germ cell mutagenicity	Muta.	2	H341
Aspiration hazard	Asp. Tox.	1	H304
Specific target organ toxicity - single exposure	STOT SE	3	H336
Skin irritation	Skin Irrit.	2	H315
Carcinogenicity	Carc.	1B	H350
Carcinogenicity	Carc.	2	H351
Flammable liquids	Flam. Liq.	1	H224
Acute toxicity	Acute Tox.	4	H332

• Transport Information: UN 1108; UN 2460

Discovery and Applications

2-Methyl-2-butene is an important compound with unique properties and a wide range of applications. The discovery of 2-methyl-2-butene can be traced back to its synthesis via dehydration of tert-amyl alcohol or isomerization of 2-methyl-1-butene. These synthetic routes yield a clear, colorless liquid with a unique molecular structure consisting of a butene backbone substituted with a methyl group on the second carbon atom. This structural configuration provides the compound with exceptional chemical stability and reactivity. 2-Methyl-2-butene is characterized by its molecular structure, which includes a branched butene chain with a methyl group attached to the second carbon atom. This structure affects its physical properties, such as boiling point, density, and solubility, making it suitable for a variety of industrial and commercial uses.

2-Methyl-2-butene is a key monomer in the production of elastomers and specialty polymers. Its incorporation enhances the polymer's flexibility, elasticity, and resistance to environmental stresses, making it indispensable for the manufacture of durable materials in the automotive, construction, and consumer goods industries.

The compound is widely used as a chemical intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural versatility allows for customized molecular design, optimizing product performance and efficacy in a variety of applications.

Due to its high octane rating and combustion properties, 2-methyl-2-butene is used as a fuel additive to improve the efficiency and performance of gasoline blends. This application helps reduce emissions and improve engine efficiency in the automotive and aviation industries.

Ongoing research continues to explore the potential of 2-methyl-2-butene in the following areas: investigating its catalytic properties in organic synthesis and industrial processes, aiming to increase reaction rates, selectivity, and yields of valuable chemical products; evaluating its biodegradability and environmental impact to enable sustainable applications in environmental remediation and waste treatment technologies; exploring its role in advanced materials synthesis, including nanomaterials and composites, to innovate new functional materials with enhanced properties.

Research on the safety and regulatory compliance of 2-methyl-2-butene ensures its responsible handling and use in industrial and consumer applications, adhering to strict environmental and occupational health standards.

References

2010. Preparation of pyrrolo[2,3-b]indoles carrying a beta-configured reverse C3-dimethylallyl moiety by using a recombinant prenyltransferase CdpC3PT. Organic & Biomolecular Chemistry, 8(10).
DOI: 10.1039/c000587h

2009. Theoretical Investigation of the NO3 Radical Addition to Double Bonds of Limonene. International Journal of Molecular Sciences, 10(9).
DOI: 10.3390/ijms10093743

2004. Determination of the adsorption model of alkenes and alcohols on sulfonic copolymer by inverse gas chromatography. Journal of chromatography. A, 1034(1-2).
DOI: 10.1016/j.chroma.2004.01.036