4-methylideneoxetan-2-one

C4H4O2

CAS674-82-8
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
674-82-8
EC Number
211-617-1
UN Number
2521
Index Number
606-017-00-5
PubChem CID
12661

Physical-chemical properties

Molecular Formula
C4H4O2
Molar Mass
84.07 g/mol
IUPAC Name
4-methylideneoxetan-2-one

Chemical Identifiers

InChI
InChI=1S/C4H4O2/c1-3-2-4(5)6-3/h1-2H2
InChI Key
WASQWSOJHCZDFK-UHFFFAOYSA-N

Overview

4-methylideneoxetan-2-one (CAS 674-82-8) is a cyclic lactone compound with high reactivity and polymerization potential. This four-membered ring lactone represents a specialized chemical intermediate characterized by its unique oxetane structure and exocyclic methylene group. The compound's molecular formula C4H4O2 and relatively low molecular weight of 84.07 g/mol contribute to its distinctive chemical behavior and industrial utility. The presence of both the strained four-membered ring and the reactive methylene substituent makes this substance particularly valuable in polymer chemistry and organic synthesis applications. From a safety perspective, 4-methylideneoxetan-2-one is classified as a flammable liquid (Category 3) and presents acute toxicity concerns (Category 4), requiring appropriate handling protocols in industrial environments. The compound displays GHS02 and GHS07 pictograms with a "Warning" signal word, indicating the need for proper ventilation, fire prevention measures, and personal protective equipment during handling and storage. The compound finds primary application in specialty polymer synthesis, where its ring-opening polymerization properties enable the production of unique polyester materials with specific mechanical and thermal characteristics. Additionally, it serves as a valuable building block in pharmaceutical intermediate synthesis and advanced materials research. Unlike more common ketones such as cyclohexanone, this oxetane derivative offers distinct reactivity patterns that make it particularly suitable for creating specialized chemical architectures. Industrial applications also extend to the development of biodegradable polymers and specialty coatings, where its unique structural features contribute to desired material properties. OYSI provides reliable access to 4-methylideneoxetan-2-one for European industrial customers, ensuring consistent quality and regulatory compliance for specialized chemical applications.

Safety & Classification

Warning
Classification:

Flam. Liq. 3; Acute Tox. 4 *

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H332

Harmful if inhaled.

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

Harmful

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:

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 Number2521
ADR Class6.1
Packing GroupI
Tunnel CodeC/D
Proper Shipping NameDiketen, stabilisiert
Marine PollutantNo

Frequently Asked Questions

What is 4-methylideneoxetan-2-one?

4-methylideneoxetan-2-one is an organic compound with the molecular formula C4H4O2 and CAS number 674-82-8. This chemical belongs to the oxetanone family, featuring a four-membered lactone ring with an exocyclic double bond. With a molecular weight of 84.07 g/mol, it is classified as a flammable liquid and acute toxicity hazard under GHS classification, requiring careful handling in industrial applications.

What are the physicochemical properties of 4-methylideneoxetan-2-one?

4-methylideneoxetan-2-one is a liquid at room temperature with specific physicochemical characteristics typical of small lactone compounds. The compound exhibits flammable properties as indicated by its Flam. Liq. 3 classification. Its compact molecular structure (C4H4O2) and relatively low molecular weight of 84.07 g/mol influence its volatility and handling requirements. Detailed physical properties should be confirmed through safety data sheets for specific applications.

What is 4-methylideneoxetan-2-one used for?

4-methylideneoxetan-2-one serves as a versatile chemical intermediate in organic synthesis and pharmaceutical manufacturing. Its reactive oxetanone structure makes it valuable for polymer chemistry applications and as a building block for more complex molecules. The compound is particularly useful in research and development activities where four-membered lactone functionality is required. Industrial applications may include specialty chemical synthesis and materials science research.

How to handle 4-methylideneoxetan-2-one safely?

4-methylideneoxetan-2-one requires careful handling due to its flammable and acute toxicity properties. Personal protective equipment including chemical-resistant gloves, safety goggles, and appropriate respiratory protection should be worn. Work in well-ventilated areas away from ignition sources, as the compound is classified as Flam. Liq. 3. Follow standard chemical handling procedures and ensure emergency equipment is readily available. Always consult the safety data sheet before use.

How to store 4-methylideneoxetan-2-one correctly?

4-methylideneoxetan-2-one should be stored in a cool, dry, well-ventilated area away from heat sources and ignition points due to its flammable nature. Use appropriate chemical storage cabinets designed for flammable liquids. Keep containers tightly sealed to prevent moisture ingress and contamination. Store away from incompatible materials and ensure proper labeling with GHS pictograms GHS02 and GHS07. Regular inventory checks and temperature monitoring are recommended.

What to do in case of contact with 4-methylideneoxetan-2-one?

Immediate action is required in case of contact with 4-methylideneoxetan-2-one due to its acute toxicity classification. 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 and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical care. Always consult the safety data sheet for specific first aid measures.

How to dispose of 4-methylideneoxetan-2-one appropriately?

4-methylideneoxetan-2-one must be disposed of according to local and national hazardous waste regulations due to its flammable and toxic properties. The compound cannot be disposed of through regular waste streams and requires specialized hazardous waste treatment facilities. Contact licensed waste disposal companies for proper collection and treatment. Empty containers should also be handled as hazardous waste. Documentation of disposal activities is typically required for regulatory compliance.

How to transport 4-methylideneoxetan-2-one?

4-methylideneoxetan-2-one is classified under ADR Class 6.1 (toxic substances), Packing Group I, indicating high danger level for transport. Specialized packaging meeting UN specifications is required, along with proper hazard labeling and documentation. Transport must comply with dangerous goods regulations, requiring certified drivers and appropriate vehicle equipment. Emergency response information must accompany shipments. Coordination with logistics providers experienced in hazardous materials transport is essential.

Is 4-methylideneoxetan-2-one subject to specific regulations?

4-methylideneoxetan-2-one is subject to various chemical regulations including REACH registration requirements in Europe and CLP classification obligations. The compound is not currently listed as a Substance of Very High Concern (SVHC), but its Acute Tox. 4 and Flam. Liq. 3 classifications impose specific labeling and safety requirements. Users must comply with occupational exposure limits, transport regulations (ADR), and workplace safety legislation. Regular regulatory updates should be monitored.

Where to buy 4-methylideneoxetan-2-one in Europe?

4-methylideneoxetan-2-one is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides reliable supply chains for laboratory and industrial customers across Europe, ensuring proper handling, documentation, and regulatory compliance. As a professional chemical distributor, OYSI can provide technical support, safety data sheets, and certificates of analysis. Contact OYSI directly for availability, specifications, and delivery options for your specific requirements.

Data Sources

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