2-benzofuran-1,3-dione

C8H4O3

CAS85-44-9
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
Danger

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Identification

CAS Number
85-44-9
EC Number
201-607-5
UN Number
2214
Index Number
607-009-00-4
PubChem CID
6811

Physical-chemical properties

Molecular Formula
C8H4O3
Molar Mass
148.11 g/mol
IUPAC Name
2-benzofuran-1,3-dione

Chemical Identifiers

InChI
InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H
InChI Key
LGRFSURHDFAFJT-UHFFFAOYSA-N

Overview

2-benzofuran-1,3-dione (CAS 85-44-9) is a cyclic anhydride compound with strong reactivity toward nucleophiles and significant industrial applications in chemical synthesis. This organic compound, also known by its IUPAC name 2-benzofuran-1,3-dione, represents an important class of aromatic anhydrides widely utilized in industrial chemistry. With the molecular formula C8H4O3 and a molar mass of 148.11 g/mol, this white to pale yellow crystalline solid exhibits the characteristic reactivity of cyclic anhydrides, readily participating in ring-opening reactions with various nucleophiles including water, alcohols, and amines. The compound's classification under multiple hazard categories requires careful handling protocols. It presents acute toxicity concerns (Category 4), causes serious eye damage (Category 1), and acts as both a respiratory and skin sensitizer (Category 1). Additionally, it demonstrates skin irritation properties (Category 2) and specific target organ toxicity following single exposure (Category 3). The ADR Class 8 classification reflects its corrosive nature, necessitating appropriate storage and transportation measures with proper safety equipment and ventilation systems. In industrial applications, 2-benzofuran-1,3-dione serves primarily as a versatile intermediate in organic synthesis, particularly in the production of specialty chemicals and pharmaceutical precursors. Its reactivity with compounds such as ethane-1,2-diamine makes it valuable for creating complex molecular structures through controlled ring-opening reactions. The compound also finds application in polymer chemistry and as a building block for various fine chemicals. Unlike simpler anhydrides such as furan-2,5-dione, this benzene-fused variant offers enhanced stability and selectivity in certain synthetic pathways. OYSI maintains reliable supplies of high-quality 2-benzofuran-1,3-dione to support diverse industrial applications across European markets.

Safety & Classification

Danger
Classification:

Acute Tox. 4 *; STOT SE 3; Skin Irrit. 2; Eye Dam. 1; Resp. Sens. 1; Skin Sens. 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

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

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

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 Number2214
ADR Class8
Packing GroupIII
Tunnel CodeE
Proper Shipping NamePhthalsäureanhydrid, Maleinsäureanhydrid > 0,05 %, fest
Marine PollutantNo

Frequently Asked Questions

What is 2-benzofuran-1,3-dione?

2-benzofuran-1,3-dione is an organic chemical compound with the molecular formula C8H4O3 and CAS number 85-44-9. Also known as phthalic anhydride, it is a white crystalline solid with a molecular weight of 148.11 g/mol. This aromatic anhydride belongs to the class of cyclic acid anhydrides and is characterized by its benzofuran ring structure with two carbonyl groups, making it highly reactive in chemical synthesis applications.

What are the physicochemical properties of 2-benzofuran-1,3-dione?

2-benzofuran-1,3-dione appears as white crystalline needles or flakes at room temperature. It has a characteristic acrid odor and sublimes readily upon heating. The compound is sparingly soluble in cold water but hydrolyzes to form phthalic acid. It demonstrates good solubility in organic solvents such as alcohol, ether, and acetone. Its melting point is approximately 131°C, and it exhibits high reactivity due to its anhydride functional groups.

What is 2-benzofuran-1,3-dione used for?

2-benzofuran-1,3-dione serves as a crucial intermediate in the production of phthalate plasticizers, polyester resins, and alkyd resins used in paints and coatings. It is extensively utilized in the manufacture of polyethylene terephthalate (PET) plastics and unsaturated polyester resins for fiberglass applications. Additionally, it finds applications in the pharmaceutical industry as a synthetic intermediate and in the production of dyes, pigments, and flame retardants.

How to handle 2-benzofuran-1,3-dione safely?

2-benzofuran-1,3-dione requires careful handling due to its classification as Acute Tox. 4, Skin Irrit. 2, Eye Dam. 1, Resp. Sens. 1, and Skin Sens. 1. Essential PPE includes respiratory protection with P2 filters, chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume extraction to prevent inhalation. Avoid skin and eye contact, and ensure emergency eyewash stations are accessible. Handle with non-sparking tools and ground equipment properly.

How to store 2-benzofuran-1,3-dione correctly?

2-benzofuran-1,3-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers away from moisture as the compound hydrolyzes in the presence of water. Store separately from bases, alcohols, and strong oxidizing agents to prevent unwanted reactions. Maintain storage temperatures below 25°C and ensure adequate ventilation to prevent vapor accumulation in storage areas.

What to do in case of contact with 2-benzofuran-1,3-dione?

Skin contact with 2-benzofuran-1,3-dione requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, rinse immediately with copious amounts of water for at least 15 minutes and seek immediate medical attention due to its Eye Dam. 1 classification. If inhaled, move to fresh air immediately. In case of ingestion, rinse mouth and seek medical attention. Never induce vomiting and provide fresh air in all exposure scenarios.

How to dispose of 2-benzofuran-1,3-dione appropriately?

2-benzofuran-1,3-dione disposal must comply with local and national hazardous waste regulations as it is classified as hazardous waste. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may be neutralized carefully with sodium bicarbonate solution under controlled conditions by trained personnel. Never dispose of this chemical in regular waste streams, sewers, or water bodies. Maintain proper documentation of disposal activities and follow waste tracking requirements.

How to transport 2-benzofuran-1,3-dione?

2-benzofuran-1,3-dione is classified under ADR Class 8 (corrosive substances), Packing Group III for transportation purposes. It requires appropriate UN-specification packaging and proper hazard labeling including corrosive substance markings. Transport documentation must include proper shipping name, UN number, and emergency response information. Vehicles must carry appropriate emergency equipment, and drivers require ADR certification. Ensure packages are secured against movement and protected from moisture during transport.

Is 2-benzofuran-1,3-dione subject to specific regulations?

2-benzofuran-1,3-dione is subject to REACH regulation requiring registration for manufacture or import above one tonne per year in the EU. It must be classified and labeled according to CLP regulation with GHS07, GHS05, and GHS08 pictograms and 'Danger' signal word. While not currently listed as SVHC, it requires safety data sheets for professional users and is subject to occupational exposure limits in many jurisdictions. Transport regulations under ADR also apply.

Where to buy 2-benzofuran-1,3-dione in Europe?

2-benzofuran-1,3-dione is available through OYSI, a specialized European chemical distributor offering professional-grade chemicals to industrial customers. OYSI provides this compound with full regulatory compliance including proper CLP labeling, safety data sheets, and ADR-compliant packaging for safe transport. As a professional chemical supplier, OYSI ensures product quality and regulatory conformity for European customers requiring this important industrial intermediate for their manufacturing processes.

Data Sources

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