Oxolane

C4H8O

oxolane

CAS109-99-9
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
Danger

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Identification

CAS Number
109-99-9
EC Number
203-726-8
UN Number
2056
Index Number
603-025-00-0
PubChem CID
8028

Physical-chemical properties

Molecular Formula
C4H8O
Molar Mass
72.11 g/mol
IUPAC Name
oxolane

Chemical Identifiers

InChI
InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2
InChI Key
WYURNTSHIVDZCO-UHFFFAOYSA-N

Overview

Oxolane (CAS 109-99-9) is a cyclic ether with high flammability and solvent properties used extensively in chemical synthesis and industrial applications. Oxolane, also known by its common name tetrahydrofuran (THF), represents one of the most important cyclic ethers in modern chemical industry. This colorless, volatile organic compound with the molecular formula C4H8O serves as both a crucial reaction medium and industrial solvent across numerous applications. With its five-membered ring structure containing one oxygen atom, oxolane exhibits unique chemical properties that make it invaluable in polymer chemistry, pharmaceutical synthesis, and laboratory operations. The compound's excellent solvating ability stems from its ability to dissolve both polar and nonpolar substances, positioning it as a versatile solvent for various chemical processes. Unlike aromatic solvents such as ethylbenzene or styrene, oxolane's ether functionality provides superior coordination properties with metal ions and reactive intermediates, making it particularly valuable in organometallic chemistry and polymerization reactions. Safety considerations are paramount when handling oxolane, as it carries significant hazard classifications including flammable liquid category 2 and carcinogenic category 2 properties. The substance requires careful storage under inert atmosphere due to its tendency to form explosive peroxides upon exposure to air and light. Proper ventilation and fire prevention measures are essential in industrial applications. Primary industrial applications include its use as a polymerization solvent for PVC production, as a reaction medium in pharmaceutical manufacturing, and as a specialized solvent in electronics cleaning applications. The compound also serves as an important intermediate in the synthesis of various fine chemicals and specialty polymers. OYSI maintains reliable supply chains for oxolane to support European industrial customers' technical requirements.

Safety & Classification

Danger
Classification:

Flam. Liq. 2; Carc. 2; STOT SE 3; Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H225

Highly flammable liquid and vapour.

H351

Suspected of causing cancer.

H335

May cause respiratory 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

Irritant

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:

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:

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 Number2056
ADR Class3
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameTetrahydrofuran
Marine PollutantNo

Frequently Asked Questions

What is oxolane?

Oxolane is a heterocyclic organic compound with the molecular formula C4H8O and CAS number 109-99-9. Also known as tetrahydrofuran (THF), it is a five-membered ring ether with a molecular weight of 72.11 g/mol. This colorless, volatile liquid is classified as a flammable liquid and potential carcinogen, requiring careful handling in industrial applications.

What are the physicochemical properties of oxolane?

Oxolane is a colorless, volatile liquid with a characteristic ether-like odor at room temperature. It has excellent solvent properties and is miscible with water and most organic solvents. The compound has a low boiling point and high vapor pressure, contributing to its flammability. Its cyclic ether structure makes it highly polar and reactive, particularly prone to peroxide formation upon exposure to air.

What is oxolane used for?

Oxolane serves primarily as a versatile aprotic solvent in chemical synthesis and industrial processes. It is extensively used in pharmaceutical manufacturing, polymer production (particularly for polyurethanes), and as a reaction medium for organometallic chemistry. Additionally, it functions as a solvent for resins, varnishes, and adhesives, and plays a crucial role in lithium battery electrolyte formulations and extraction processes.

How to handle oxolane safely?

Oxolane requires strict safety measures due to its flammable and carcinogenic properties. Use appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Eliminate all ignition sources and work away from heat, sparks, and flames. Implement proper grounding procedures to prevent static electricity buildup and ensure emergency eyewash stations are readily available.

How to store oxolane correctly?

Oxolane must be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed and protected from light to prevent peroxide formation. Store separately from oxidizing agents, acids, and bases. Use appropriate secondary containment and ensure storage areas are equipped with fire suppression systems. Regular testing for peroxide formation is recommended for long-term storage.

What to do in case of contact with oxolane?

Immediate first aid measures are essential upon oxolane contact. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. In case of eye contact, flush immediately with water for 15-20 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical assistance.

How to dispose of oxolane appropriately?

Oxolane disposal must comply with local and international waste regulations as hazardous chemical waste. The substance cannot be disposed of through regular waste streams due to its flammable and carcinogenic classification. Contact licensed hazardous waste disposal companies for proper treatment, which typically involves high-temperature incineration in authorized facilities. Always consult local environmental authorities for specific disposal requirements and documentation procedures.

How to transport oxolane?

Oxolane is classified under ADR as Class 3 (Flammable Liquids), Packing Group II, requiring specialized transportation procedures. Use UN-approved packaging and ensure proper labeling with hazard diamonds and transport documentation. Vehicles must be equipped with appropriate fire extinguishers and emergency equipment. Drivers require ADR certification, and transport routes should avoid populated areas where possible. Ensure proper loading and securing procedures are followed.

Is oxolane subject to particular regulations?

Oxolane is regulated under multiple European frameworks including REACH and CLP regulations due to its carcinogenic classification (Carc. 2). It requires safety data sheets and risk assessments for industrial use. The substance is subject to workplace exposure limits and requires notification for certain uses. Companies handling oxolane must implement appropriate risk management measures and may need authorization for specific applications under REACH.

Where to buy oxolane in Europe?

Oxolane is available through OYSI, a trusted European distributor of technical chemicals. OYSI provides high-quality oxolane with proper documentation, safety data sheets, and regulatory compliance support across European markets. As a specialized chemical distributor, OYSI ensures reliable supply chains and technical expertise for industrial customers requiring this important solvent for their manufacturing processes and research applications.

Data Sources

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