Cyclohexa-2,5-diene-1,4-dione

C6H4O2

cyclohexa-2,5-diene-1,4-dione

CAS106-51-4
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
106-51-4
EC Number
203-405-2
UN Number
2587
Index Number
606-013-00-3
PubChem CID
4650

Physical-chemical properties

Molecular Formula
C6H4O2
Molar Mass
108.09 g/mol
IUPAC Name
cyclohexa-2,5-diene-1,4-dione

Chemical Identifiers

InChI
InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
InChI Key
AZQWKYJCGOJGHM-UHFFFAOYSA-N

Overview

Cyclohexa-2,5-diene-1,4-dione (CAS 106-51-4) is an organic quinone compound with strong oxidizing properties and distinctive yellow crystalline appearance. This chemical substance, also known by its IUPAC name cyclohexa-2,5-diene-1,4-dione, represents a fundamental quinone structure widely utilized in industrial chemistry applications. With the molecular formula C6H4O2 and a molecular weight of 108.09 g/mol, this compound exhibits characteristic properties of the quinone family, including its ability to participate in redox reactions and electron transfer processes. The substance presents significant safety considerations requiring careful handling protocols. Classified under multiple hazard categories including Acute Toxicity 3, Skin Irritation 2, and Eye Irritation 2, it demands appropriate personal protective equipment and controlled storage conditions. The compound also carries aquatic toxicity concerns, classified as Aquatic Acute 1, necessitating environmental protection measures during handling and disposal. Its ADR classification of 6.1 reflects its toxic nature for transportation purposes. Industrial applications of cyclohexa-2,5-diene-1,4-dione span several sectors, particularly in organic synthesis as an oxidizing agent and in the production of specialized chemical intermediates. The compound finds significant use in analytical chemistry applications and serves as a key component in certain polymerization processes. Its oxidizing properties make it valuable in various redox chemistry applications, distinguishing it from other aromatic compounds like N-methylaniline or phenylhydrazine which serve different chemical functions. The yellow crystalline appearance and distinctive chemical reactivity of this quinone compound make it readily identifiable and suitable for controlled industrial processes requiring precise oxidation chemistry. OYSI maintains reliable supply chains for cyclohexa-2,5-diene-1,4-dione to support European industrial customers' technical requirements.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Acute Tox. 3 *; STOT SE 3; Skin Irrit. 2; Eye Irrit. 2; Aquatic Acute 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H301

Toxic if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H319

Causes serious eye irritation.

H400

Very toxic to aquatic life.

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

Toxic

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:

Ingestion

Toxic

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 Number2587
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameBenzochinon, fest
Marine PollutantNo

Frequently Asked Questions

What is cyclohexa-2,5-diene-1,4-dione?

Cyclohexa-2,5-diene-1,4-dione is an organic chemical compound with the molecular formula C6H4O2 and CAS number 106-51-4. This cyclic diketone has a molecular weight of 108.09 g/mol and belongs to the quinone family. It is classified as a hazardous substance with acute toxicity and irritant properties, requiring careful handling in industrial applications.

What are the physicochemical properties of cyclohexa-2,5-diene-1,4-dione?

Cyclohexa-2,5-diene-1,4-dione typically appears as yellow crystalline solid at room temperature with a characteristic pungent odor. The compound has moderate solubility in organic solvents and limited water solubility. Its quinone structure makes it susceptible to reduction reactions and it can undergo various chemical transformations typical of α,β-unsaturated carbonyl compounds.

What is cyclohexa-2,5-diene-1,4-dione used for?

Cyclohexa-2,5-diene-1,4-dione serves as an important intermediate in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of dyes, pigments, and various chemical compounds. The substance also finds applications in research laboratories for organic synthesis reactions and as a reagent in chemical analysis processes.

How to handle cyclohexa-2,5-diene-1,4-dione safely?

Cyclohexa-2,5-diene-1,4-dione requires careful handling due to its Acute Tox. 3 classification and irritant properties. Workers must wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Ensure adequate ventilation in work areas and avoid skin and eye contact. Handle only in well-ventilated areas or under fume hoods to prevent inhalation exposure.

How to store cyclohexa-2,5-diene-1,4-dione correctly?

Cyclohexa-2,5-diene-1,4-dione should be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly closed and protected from light and moisture. Store away from strong reducing agents and bases. Ensure storage areas are equipped with appropriate spill containment measures and maintain temperatures within recommended ranges to prevent degradation.

What to do in case of contact with cyclohexa-2,5-diene-1,4-dione?

Skin contact with cyclohexa-2,5-diene-1,4-dione requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15-20 minutes and seek medical attention. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention.

How to dispose of cyclohexa-2,5-diene-1,4-dione properly?

Cyclohexa-2,5-diene-1,4-dione disposal must comply with local and national hazardous waste regulations due to its toxic and environmentally hazardous properties. The substance should be collected as hazardous chemical waste and disposed of through licensed waste management facilities. Never dispose of in regular trash, sewers, or water systems due to its Aquatic Acute 1 classification.

How to transport cyclohexa-2,5-diene-1,4-dione?

Cyclohexa-2,5-diene-1,4-dione is classified under ADR Class 6.1 (toxic substances), Packing Group II, indicating significant transport restrictions. Shipments require appropriate UN-specification packaging, proper labeling with GHS06 and GHS09 pictograms, and transport documentation. Only authorized carriers trained in hazardous materials transport should handle shipments of this substance across European borders.

Is cyclohexa-2,5-diene-1,4-dione subject to specific regulations?

Cyclohexa-2,5-diene-1,4-dione is subject to REACH regulation and CLP classification requirements in Europe. While not currently listed as an SVHC substance, its Acute Tox. 3 and environmental hazard classifications require compliance with safety data sheet provisions, risk assessments, and worker protection measures. Users must follow occupational exposure limits and environmental discharge restrictions.

Where to buy cyclohexa-2,5-diene-1,4-dione in Europe?

Cyclohexa-2,5-diene-1,4-dione is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this substance to industrial customers across Europe with proper documentation, safety data sheets, and regulatory compliance support. Contact OYSI directly for availability, technical specifications, and delivery options to your specific European location.

Data Sources

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