Oxetan-2-one

C3H4O2

oxetan-2-one

CAS57-57-8
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
Danger

Consulting for Oxetan-2-one

Our experts support you with application, dosage, and compliance.

Request Consultation

Identification

CAS Number
57-57-8
EC Number
200-340-1
UN Number
3382
Index Number
606-031-00-1
PubChem CID
2365

Physical-chemical properties

Molecular Formula
C3H4O2
Molar Mass
72.06 g/mol
IUPAC Name
oxetan-2-one

Chemical Identifiers

InChI
InChI=1S/C3H4O2/c4-3-1-2-5-3/h1-2H2
InChI Key
VEZXCJBBBCKRPI-UHFFFAOYSA-N

Overview

Oxetan-2-one (CAS 57-57-8) is a four-membered cyclic lactone with high reactivity and significant industrial applications. This β-lactone compound, also known by its IUPAC name oxetan-2-one, represents one of the smallest ring lactones with the molecular formula C3H4O2 and a molecular weight of 72.06 g/mol. The highly strained four-membered ring structure makes oxetan-2-one exceptionally reactive, particularly toward nucleophilic attack, which drives its utility in various synthetic applications. Due to its ring strain and electrophilic nature, this compound readily undergoes ring-opening reactions under mild conditions, making it a valuable building block in organic synthesis. The compound presents significant safety considerations, classified as a Category 1B carcinogen and acute toxin Category 2, requiring careful handling protocols and appropriate personal protective equipment. The hazard classification includes skin and eye irritation properties, with transport classification under ADR Class 6.1 for toxic substances. These safety characteristics necessitate specialized storage conditions and trained personnel for handling operations. In industrial applications, oxetan-2-one serves primarily as a chemical intermediate in pharmaceutical synthesis, where its reactive lactone functionality enables the construction of complex molecular frameworks. The compound finds use in polymer chemistry for creating specialized materials with unique properties, and as a reagent in fine chemical manufacturing. Unlike related aromatic compounds such as chloromethylbenzene or N-methylaniline, oxetan-2-one's aliphatic cyclic structure provides distinct reactivity patterns particularly valuable in stereoselective synthesis. OYSI maintains technical-grade oxetan-2-one inventory to support European chemical manufacturers requiring this specialized intermediate for their production processes.

Safety & Classification

Danger
Classification:

Carc. 1B; Acute Tox. 2 *; Skin Irrit. 2; Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H330

Fatal if inhaled.

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

Fatal

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:

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 Number3382
ADR Class6.1
Packing GroupI
Tunnel CodeC/D
Proper Shipping Namebeta-Propiolacton
Marine PollutantNo

Frequently Asked Questions

What is oxetan-2-one?

Oxetan-2-one is a four-membered cyclic organic compound with the molecular formula C3H4O2 and CAS number 57-57-8. This lactone has a molecular weight of 72.06 g/mol and belongs to the oxetane family of heterocyclic compounds. It is classified as a highly hazardous substance due to its carcinogenic properties (Carc. 1B) and acute toxicity (Acute Tox. 2). The compound requires careful handling and is subject to strict safety regulations in industrial applications.

What are the physicochemical properties of oxetan-2-one?

Oxetan-2-one is a colorless liquid at room temperature with a characteristic sharp odor. As a polar lactone, it exhibits good solubility in polar solvents such as water and alcohols. The compound has a relatively low molecular weight of 72.06 g/mol and contains a highly strained four-membered ring structure, making it chemically reactive. Its physical properties include moderate volatility and the ability to polymerize under certain conditions, which influences its storage and handling requirements.

What is oxetan-2-one used for?

Oxetan-2-one serves primarily as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. It is used in the production of specialty polymers, resins, and coating materials due to its reactive lactone functionality. The compound finds applications in the synthesis of complex organic molecules and as a building block for pharmaceutical compounds. Additionally, it may be employed in research laboratories for chemical synthesis projects requiring four-membered ring intermediates.

How to handle oxetan-2-one safely?

Oxetan-2-one requires extremely careful handling due to its carcinogenic and acute toxic properties. Personnel must wear complete personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection when working with this substance. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Direct skin and eye contact must be avoided at all costs, and emergency procedures should be readily available before handling begins.

How to store oxetan-2-one correctly?

Oxetan-2-one must be stored in a cool, dry, well-ventilated area away from heat sources, ignition sources, and incompatible materials. The substance should be kept in tightly sealed, chemically compatible containers to prevent contamination and vapor release. Storage areas must be equipped with appropriate safety measures including spill containment systems and emergency washing facilities. Access should be restricted to authorized personnel only, and inventory should be regularly monitored due to the substance's hazardous classification.

What to do in case of contact with oxetan-2-one?

Immediate medical attention is required for any exposure to oxetan-2-one due to its high toxicity. In case of skin contact, remove contaminated clothing immediately and flush the affected area with plenty of water for at least 15 minutes. For eye contact, rinse thoroughly with water and seek immediate medical care. If inhaled, move the person to fresh air and provide oxygen if breathing is difficult. Never induce vomiting if ingested - rinse mouth and seek emergency medical treatment immediately.

How to dispose of oxetan-2-one appropriately?

Oxetan-2-one disposal must comply with local, national, and international hazardous waste regulations due to its carcinogenic classification. The substance cannot be disposed of through regular waste streams and requires specialized hazardous waste treatment facilities. Disposal should be arranged through licensed hazardous waste contractors who can ensure proper incineration or chemical treatment. All containers must be properly labeled and documented according to waste tracking requirements, and disposal records must be maintained for regulatory compliance.

How to transport oxetan-2-one?

Oxetan-2-one is classified under ADR Class 6.1 (Toxic substances), Packing Group I, indicating its high toxicity level during transport. Transportation requires specialized packaging meeting UN specifications and proper hazardous goods documentation. Vehicles must display appropriate hazard placards and carry emergency response information. Only trained personnel with hazardous materials certification should handle the transport logistics. Shipping documentation must include proper shipping names, hazard classes, and emergency contact information as required by dangerous goods regulations.

Is oxetan-2-one subject to specific regulations?

Oxetan-2-one is subject to extensive regulatory oversight under multiple frameworks including REACH, CLP, and national chemical safety regulations. As a carcinogenic substance (Carc. 1B), it falls under strict occupational exposure limits and requires specialized risk assessments. Users must comply with notification requirements, safety data sheet provisions, and worker protection measures. The substance may also be subject to import/export licensing requirements and industrial emissions regulations depending on the specific application and jurisdiction.

Where to buy oxetan-2-one in Europe?

Oxetan-2-one is available through specialized chemical distributors in Europe, including OYSI, which supplies high-quality chemical products to industrial customers across the European market. Due to its hazardous classification, purchase requires proper documentation, safety certifications, and compliance with regulatory requirements. Buyers must demonstrate legitimate industrial use and appropriate handling capabilities. Contact OYSI's technical team for availability, specifications, and regulatory guidance to ensure compliant procurement of this controlled substance.

Data Sources

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