Cyclobutane

C4H8

cyclobutane

CAS287-23-0

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Identification

CAS Number
287-23-0
EC Number
206-014-5
UN Number
2601
PubChem CID
9250

Physical-chemical properties

Molecular Formula
C4H8
Molar Mass
56.11 g/mol
IUPAC Name
cyclobutane

Chemical Identifiers

InChI
InChI=1S/C4H8/c1-2-4-3-1/h1-4H2
InChI Key
PMPVIKIVABFJJI-UHFFFAOYSA-N

Overview

Cyclobutane (CAS 287-23-0) is a saturated cyclic hydrocarbon featuring a four-membered carbon ring structure with significant ring strain. Cyclobutane represents one of the smallest cycloalkanes in organic chemistry, characterized by its unique four-membered ring configuration that creates considerable angular strain. This colorless gas exhibits distinct chemical and physical properties due to the geometric constraints imposed by its compact cyclic structure, where carbon atoms are forced into bond angles significantly smaller than the ideal tetrahedral angle of 109.5 degrees. The molecular structure of cyclobutane creates inherent instability compared to larger ring systems, making it more reactive than its linear alkane counterparts. This ring strain energy contributes to its tendency to undergo ring-opening reactions under appropriate conditions. The compound exists as a gas at room temperature and atmospheric pressure, with physical properties that reflect its compact molecular geometry and relatively low molecular weight of 56.11 g/mol. In industrial applications, cyclobutane serves as an important intermediate in organic synthesis, particularly in the production of specialized chemicals and pharmaceuticals. Its strained ring system makes it valuable for ring-opening polymerization processes and as a building block for more complex molecular structures. The compound also finds application in research and development activities focused on small ring chemistry and strain-release reactions. Unlike simpler gases such as nitrous oxide, cyclobutane's hydrocarbon nature and ring strain provide unique reactivity patterns that make it particularly useful in synthetic organic chemistry applications. The compound falls under ADR Class 2 for transportation, reflecting its gaseous nature under standard conditions. OYSI provides cyclobutane to meet the specialized requirements of research institutions and chemical manufacturers across Europe.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Transport (ADR)

UN Number2601
ADR Class2
Packing Group
Tunnel CodeB/D
Proper Shipping NameCyclobutan, unter Druck verflüssigt
Marine PollutantNo

Frequently Asked Questions

What is cyclobutane?

Cyclobutane is a cyclic saturated hydrocarbon with the molecular formula C4H8 and CAS number 287-23-0. It consists of four carbon atoms arranged in a square ring structure, with each carbon bonded to two hydrogen atoms. This colorless gas has a molecular weight of 56.11 g/mol and belongs to the cycloalkane family. Cyclobutane exhibits ring strain due to its four-membered ring structure, making it less stable than larger cyclic hydrocarbons.

What are the physical and chemical properties of cyclobutane?

Cyclobutane is a colorless gas at room temperature with a boiling point of approximately 12.5°C and a melting point of -50°C. It has a characteristic hydrocarbon odor and is practically insoluble in water but soluble in organic solvents like alcohols and ethers. The compound exhibits high ring strain energy, making it more reactive than other cycloalkanes. It has a density of about 0.72 g/cm³ in liquid state and is highly flammable.

What is cyclobutane used for?

Cyclobutane is primarily used as a research chemical and intermediate in organic synthesis. It serves as a starting material for the production of various cyclic compounds and pharmaceuticals. In industrial applications, it can be used in the synthesis of specialty chemicals and as a component in certain polymer production processes. Its unique ring structure makes it valuable for studying ring strain effects and developing new synthetic methodologies in academic and industrial research laboratories.

How to handle cyclobutane safely?

Cyclobutane requires careful handling due to its flammable nature and gaseous state. Work in well-ventilated areas or under fume hoods to prevent accumulation of vapors. Use appropriate personal protective equipment including safety glasses, gloves resistant to hydrocarbons, and flame-resistant clothing. Eliminate all ignition sources including open flames, hot surfaces, and electrical equipment that may produce sparks. Use proper gas-tight equipment and ensure all connections are secure to prevent leaks.

How to store cyclobutane correctly?

Cyclobutane should be stored in properly designed pressure vessels or gas cylinders in cool, dry, well-ventilated areas away from heat sources and ignition points. Storage areas must be equipped with appropriate ventilation systems and gas detection equipment. Keep containers upright and secure to prevent tipping. Store away from oxidizing agents and incompatible materials. Maintain storage temperatures below 25°C and ensure containers are properly labeled and dated according to safety regulations.

What to do in case of contact with cyclobutane?

Cyclobutane exposure typically occurs through inhalation since it's a gas at room temperature. In case of inhalation, immediately move the affected person to fresh air and keep them at rest. If breathing difficulties occur, provide oxygen and seek immediate medical attention. For skin contact with liquid cyclobutane, remove contaminated clothing and flush the affected area with water. In case of eye contact, rinse thoroughly with water for at least 15 minutes and seek medical advice promptly.

How to dispose of cyclobutane properly?

Cyclobutane disposal must comply with local and national waste management regulations as a flammable hydrocarbon waste. Small quantities can be carefully vented in well-ventilated areas away from ignition sources, following local environmental guidelines. Larger quantities should be collected by licensed waste disposal companies specializing in flammable gas handling. Never dispose of cyclobutane through regular waste streams or sewer systems. Contact local environmental authorities for specific disposal requirements and approved waste management facilities.

How to transport cyclobutane?

Cyclobutane is classified under ADR Class 2 (gases) for transportation purposes. It must be transported in approved pressure vessels or gas cylinders meeting relevant transportation standards. Vehicles must be properly placarded and drivers require appropriate hazardous materials training. Transport should avoid extreme temperatures and direct sunlight. Ensure proper documentation including transport permits and safety data sheets accompany shipments. Use specialized carriers experienced in handling flammable gases for safe transportation.

Is cyclobutane subject to specific regulations?

Cyclobutane is regulated under various chemical safety frameworks including REACH in Europe, where it requires registration for commercial use. It falls under CLP regulation for classification and labeling, though it currently has no specific hazard classification. As a flammable gas, it's subject to workplace safety regulations and transportation laws. It is not listed as a Substance of Very High Concern (SVHC) under REACH. Users must comply with local occupational safety standards and environmental regulations.

Where to buy cyclobutane in Europe?

Cyclobutane is available through specialized chemical distributors in Europe, including OYSI, which supplies high-quality research chemicals and industrial intermediates across European markets. As a specialty chemical, it's typically available in various purities and packaging options suitable for research and industrial applications. Contact OYSI's technical sales team for specific product specifications, availability, and delivery options. Ensure your intended use complies with local regulations before placing orders for this specialized hydrocarbon compound.

Data Sources

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