Oxetan-2-one

C3H4O2

oxetan-2-one

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

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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 importance as a chemical intermediate. This compound, also known by its IUPAC name oxetan-2-one, represents a unique class of strained ring compounds with the molecular formula C3H4O2 and a molecular weight of 72.06 g/mol. The four-membered oxetane ring structure containing a carbonyl group makes this lactone particularly reactive, enabling it to participate in various chemical transformations that are valuable in synthetic chemistry and industrial processes. Due to its highly strained ring system, oxetan-2-one exhibits exceptional reactivity compared to larger ring lactones, making it both a useful synthetic intermediate and a substance requiring careful handling. The compound is classified with serious health hazards, including carcinogenicity (Carc. 1B) and acute toxicity (Acute Tox. 2), necessitating strict safety protocols during storage, handling, and transportation. It also presents risks of skin and eye irritation, reflected in its ADR Class 6.1 classification and "Danger" signal word with corresponding GHS08 and GHS06 pictograms. The primary industrial applications of oxetan-2-one include its use as a building block in pharmaceutical synthesis, where its ring-opening reactions provide access to various functionalized compounds. It also serves as an intermediate in the production of specialty polymers and in fine chemical manufacturing. Unlike related aromatic compounds such as chloromethylbenzene or N-methylaniline, oxetan-2-one's aliphatic cyclic structure offers distinct reactivity patterns particularly valuable in creating complex molecular frameworks. OYSI supplies high-quality oxetan-2-one to European industrial customers, ensuring compliance with all relevant safety and regulatory requirements for this specialized chemical intermediate.

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 lactone with the molecular formula C3H4O2 and CAS number 57-57-8. This organic compound has a molecular weight of 72.06 g/mol and features a strained ring structure that makes it highly reactive. It is classified as a dangerous substance with carcinogenic properties (Carc. 1B) and acute toxicity (Acute Tox. 2), requiring careful handling and specialized safety measures 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. Due to its polar lactone structure, it exhibits good solubility in polar organic solvents and moderate solubility in water. The compound has a relatively low molecular weight of 72.06 g/mol and contains a highly strained four-membered ring, which contributes to its high reactivity and tendency to undergo ring-opening reactions under various conditions.

What is oxetan-2-one used for?

Oxetan-2-one serves primarily as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. Its reactive lactone structure makes it valuable for producing various derivatives and polymers. The compound is used in specialized chemical reactions where ring-opening polymerization or nucleophilic substitution is required. Due to its carcinogenic classification, its use is strictly limited to controlled industrial environments with appropriate safety measures and qualified personnel.

How to handle oxetan-2-one safely?

Oxetan-2-one requires extensive safety precautions due to its carcinogenic and acutely toxic properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas or fume hoods. Direct skin and eye contact must be avoided, and inhalation prevented. Work should only be conducted by trained personnel in controlled environments with emergency procedures in place, following strict occupational exposure limits and safety protocols.

How to store oxetan-2-one correctly?

Oxetan-2-one must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Storage areas should be secure and accessible only to authorized personnel due to the carcinogenic classification. The compound should be kept away from strong bases and nucleophiles that could cause ring-opening reactions. Regular container inspection and proper labeling with appropriate hazard warnings are essential for safe storage.

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

Immediate action is critical for oxetan-2-one exposure due to its toxicity. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. For all exposure types, seek immediate medical attention and provide safety data sheet information to healthcare providers. Never induce vomiting if swallowed.

How to dispose of oxetan-2-one appropriately?

Oxetan-2-one disposal requires specialized hazardous waste management due to its carcinogenic classification and toxicity. The compound cannot be disposed of through regular waste streams and must be handled by licensed hazardous waste disposal companies. Incineration at high temperatures in approved facilities is typically the preferred method. All disposal activities must comply with local, national, and European waste regulations, with proper documentation and tracking throughout the disposal process.

How to transport oxetan-2-one?

Oxetan-2-one is classified under ADR as Class 6.1 (Toxic substances), Packing Group I, indicating high toxicity requiring stringent transport regulations. Specialized packaging, labeling with appropriate hazard symbols (GHS06, GHS08), and documentation are mandatory. Transportation must be performed by certified carriers familiar with dangerous goods regulations. Proper emergency response information and safety data sheets must accompany shipments, and drivers require ADR training for toxic substance transport.

Is oxetan-2-one subject to specific regulations?

Oxetan-2-one is subject to comprehensive European chemical regulations under REACH and CLP due to its hazardous properties. The compound's carcinogenic classification (Carc. 1B) places it under strict occupational exposure controls and requires specialized risk assessment procedures. While not currently listed as an SVHC, its toxicity profile means it may face additional regulatory scrutiny. Users must ensure compliance with workplace exposure limits and implement appropriate risk management measures.

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 chemicals to industrial customers. Due to its hazardous classification, purchase is typically restricted to qualified industrial users with appropriate handling capabilities and safety infrastructure. Buyers must demonstrate proper storage facilities, trained personnel, and compliance with relevant safety regulations. Contact OYSI's technical team for availability, specifications, and regulatory guidance for your specific application requirements.

Data Sources

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