Furan-2,5-dione

C4H2O3

furan-2,5-dione

CAS108-31-6
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
108-31-6
EC Number
203-571-6
UN Number
2215
Index Number
607-096-00-9
PubChem CID
7923

Physical-chemical properties

Molecular Formula
C4H2O3
Molar Mass
98.06 g/mol
IUPAC Name
furan-2,5-dione

Chemical Identifiers

InChI
InChI=1S/C4H2O3/c5-3-1-2-4(6)7-3/h1-2H
InChI Key
FPYJFEHAWHCUMM-UHFFFAOYSA-N

Overview

Furan-2,5-dione (CAS 108-31-6) is a highly reactive cyclic anhydride with strong acylating properties and significant industrial applications. This organic compound, also known by its IUPAC name furan-2,5-dione, represents a critical building block in modern chemical synthesis and manufacturing processes. With the molecular formula C4H2O3 and a molecular weight of 98.06 g/mol, this cyclic anhydride exhibits exceptional reactivity due to its strained ring structure and dual carbonyl functionalities. The compound's versatility stems from its ability to undergo ring-opening reactions with various nucleophiles, making it invaluable in polymer chemistry and organic synthesis. From a safety perspective, furan-2,5-dione requires careful handling protocols due to its corrosive nature and multiple hazard classifications. The substance presents acute toxicity concerns, can cause severe skin and eye damage, and may lead to respiratory sensitization upon exposure. Its classification under ADR Class 8 as a corrosive substance necessitates specialized storage and transportation procedures. The GHS pictograms GHS05, GHS07, and GHS08 clearly indicate the corrosive, harmful, and health hazard properties that demand appropriate personal protective equipment and engineering controls. In industrial applications, furan-2,5-dione serves primarily as a curing agent and cross-linking component in epoxy resin systems, contributing to enhanced thermal and mechanical properties. It also functions as an intermediate in pharmaceutical synthesis and specialty polymer production. Unlike simpler amines such as cyclohexanamine or ethane-1,2-diamine, this anhydride provides unique reactivity patterns essential for creating complex molecular architectures. OYSI maintains reliable supply chains for furan-2,5-dione, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Acute Tox. 4; STOT RE 1; Skin Corr. 1B; Eye Dam. 1; Resp. Sens. 1; Skin Sens. 1A

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H372

Causes damage to organs through prolonged or repeated exposure.

H314

Causes severe skin burns and eye damage.

H318

Causes serious eye damage.

H334

May cause allergy or asthma symptoms or breathing difficulties if inhaled.

H317

May cause an allergic skin reaction.

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:

Skin Contact

Harmful

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

Harmful

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:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call 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 Number2215
ADR Class8
Packing GroupIII
Tunnel CodeE
Proper Shipping NameMaleinsäureanhydrid, geschmolzen
Marine PollutantNo

Frequently Asked Questions

What is furan-2,5-dione?

Furan-2,5-dione is an organic chemical compound with the molecular formula C4H2O3 and CAS number 108-31-6. Also known as maleic anhydride, it is a highly reactive cyclic anhydride with a molecular weight of 98.06 g/mol. This compound is classified as a hazardous substance with multiple danger classifications including acute toxicity, skin corrosion, eye damage, and respiratory sensitization properties.

What are the physicochemical properties of furan-2,5-dione?

Furan-2,5-dione appears as white crystalline needles or pellets at room temperature with a sharp, acrid odor. It has a melting point of 52.8°C and readily sublimes, creating vapors that can be irritating. The compound is highly soluble in water, undergoing hydrolysis to form maleic acid, and is also soluble in acetone, chloroform, and dioxane but insoluble in petroleum ether.

What is furan-2,5-dione used for?

Furan-2,5-dione serves as a crucial industrial intermediate in the production of unsaturated polyester resins, alkyd resins, and copolymers. It is extensively used in manufacturing synthetic fibers, plasticizers, and agricultural chemicals. The compound also finds applications in the production of malic acid, tartaric acid, and various pharmaceutical intermediates, making it essential for chemical synthesis processes across multiple industries.

How to handle furan-2,5-dione safely?

Furan-2,5-dione requires strict safety measures due to its corrosive and sensitizing properties. Always wear appropriate PPE including chemical-resistant gloves, safety goggles, and respiratory protection. Work in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin and eye contact, and ensure emergency shower and eyewash stations are readily accessible. Handle with non-sparking tools and avoid generating dust.

How to store furan-2,5-dione correctly?

Furan-2,5-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep away from bases, alcohols, and strong oxidizing agents to prevent dangerous reactions. Storage areas must be equipped with appropriate spill containment measures and maintain temperatures below 25°C to prevent sublimation. Ensure containers are properly labeled and stored according to segregation requirements.

What to do in case of contact with furan-2,5-dione?

Immediate action is critical upon contact with furan-2,5-dione due to its corrosive nature. For skin contact, immediately remove contaminated clothing and flush with copious amounts of water for at least 15 minutes. In case of eye contact, rinse thoroughly with water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. Seek medical attention promptly for all exposure routes.

How to dispose of furan-2,5-dione properly?

Furan-2,5-dione disposal must comply with local, national, and international waste regulations as it is classified as hazardous waste. Do not discharge into sewers, waterways, or soil. Small quantities can be neutralized carefully with dilute alkali solution under controlled conditions. Large quantities require disposal through licensed hazardous waste contractors. Contaminated packaging should also be treated as hazardous waste and disposed of accordingly.

How to transport furan-2,5-dione?

Furan-2,5-dione is classified as ADR Class 8 (corrosive substances) Packing Group III for transportation purposes. It must be packaged in approved containers meeting UN specification requirements and properly labeled with appropriate hazard placards. Transport vehicles must carry appropriate emergency equipment and documentation. Drivers require ADR certification, and transport must comply with routing restrictions and quantity limitations for dangerous goods.

Is furan-2,5-dione subject to specific regulations?

Furan-2,5-dione is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. While not currently listed as an SVHC, it requires safety data sheets and hazard communication due to its multiple danger classifications. Industrial users must implement appropriate risk management measures and may be subject to occupational exposure limits and workplace monitoring requirements under national health and safety legislation.

Where to buy furan-2,5-dione in Europe?

Furan-2,5-dione is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across Europe. As an established chemical supplier, OYSI provides high-quality furan-2,5-dione with proper documentation, safety data sheets, and regulatory compliance support. Contact OYSI directly for availability, specifications, and delivery options to meet your specific industrial requirements while ensuring full regulatory compliance.

Data Sources

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