Cyclohexa-2,5-diene-1,4-dione
C6H4O2
cyclohexa-2,5-diene-1,4-dione
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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 characteristic yellow crystalline appearance. This versatile chemical intermediate, commonly known as para-benzoquinone, plays a crucial role in various industrial applications due to its unique electrochemical and oxidative characteristics. With the molecular formula C6H4O2 and a molecular mass of 108.09 g/mol, this compound exhibits distinctive properties that make it valuable for synthetic chemistry and industrial processes. The substance appears as bright yellow crystals with a pungent, chlorine-like odor and demonstrates good solubility in organic solvents. From a safety perspective, cyclohexa-2,5-diene-1,4-dione requires careful handling due to its classification under multiple hazard categories. The compound carries acute toxicity warnings (Acute Tox. 3) for both oral and dermal exposure routes, along with specific target organ toxicity concerns (STOT SE 3). It also presents skin and eye irritation risks (Skin Irrit. 2, Eye Irrit. 2) and poses acute aquatic toxicity hazards (Aquatic Acute 1). The GHS06 and GHS09 pictograms reflect these health and environmental concerns, while its ADR classification of 6.1 indicates toxic substance transport requirements. Primary industrial applications include its use as an oxidizing agent in organic synthesis, as a polymerization inhibitor for vinyl monomers, and in the production of hydroquinone derivatives. The compound also serves in photographic chemistry and as an intermediate in dye manufacturing. Unlike related aromatic amines such as N-methylaniline or phenylhydrazine, this quinone structure provides distinct redox chemistry capabilities. OYSI maintains reliable supply chains for cyclohexa-2,5-diene-1,4-dione to support European industrial customers' technical requirements.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; STOT SE 3; Skin Irrit. 2; Eye Irrit. 2; Aquatic Acute 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Measures if vapours or dust are inhaled
Skin Contact
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
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
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 Number | 2587 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Benzochinon, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is cyclohexa-2,5-diene-1,4-dione?
Cyclohexa-2,5-diene-1,4-dione is an organic compound with the molecular formula C6H4O2 and CAS number 106-51-4. Also known as para-benzoquinone or 1,4-benzoquinone, it is a yellow crystalline solid with a molecular weight of 108.09 g/mol. This quinone derivative features a six-membered ring with two ketone groups in para position, making it an important intermediate in organic synthesis and various industrial applications.
What are the physicochemical properties of cyclohexa-2,5-diene-1,4-dione?
Cyclohexa-2,5-diene-1,4-dione appears as yellow crystalline needles or prisms at room temperature. It has a characteristic pungent, chlorine-like odor that is detectable at low concentrations. The compound is moderately soluble in water and readily soluble in organic solvents such as ethanol, ether, and benzene. It sublimates readily at room temperature and has a relatively low melting point, making it volatile under normal conditions.
What is cyclohexa-2,5-diene-1,4-dione used for?
Cyclohexa-2,5-diene-1,4-dione serves as a crucial intermediate in organic synthesis, particularly in the production of hydroquinone and other quinone derivatives. It is widely used in the manufacture of dyes, pigments, and photographic chemicals. The compound also finds applications in polymerization inhibitors, fungicides, and as an oxidizing agent in various chemical processes. Additionally, it is employed in the production of certain pharmaceuticals and fine chemicals.
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 skin/eye irritant properties. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to avoid inhalation exposure. Prevent skin and eye contact, and avoid generating dust or vapors. Wash hands thoroughly after handling and ensure emergency eyewash and shower facilities are readily accessible.
How to store cyclohexa-2,5-diene-1,4-dione correctly?
Cyclohexa-2,5-diene-1,4-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep away from incompatible materials such as strong reducing agents, alkalis, and organic materials that may cause unwanted reactions. Store in original containers with proper labeling and maintain temperatures below 25°C to prevent sublimation. Ensure storage areas are equipped with appropriate spill containment measures and restrict access to authorized personnel only.
What to do in case of contact with cyclohexa-2,5-diene-1,4-dione?
In case of skin contact with cyclohexa-2,5-diene-1,4-dione, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air and keep at rest. If ingested, do not induce vomiting and rinse mouth with water. Seek immediate medical attention in all cases of exposure and provide safety data sheet information to medical personnel.
How to dispose of cyclohexa-2,5-diene-1,4-dione appropriately?
Cyclohexa-2,5-diene-1,4-dione must be disposed of as hazardous waste according to local, national, and international regulations. Contact licensed waste disposal companies for proper collection and treatment. The compound cannot be disposed of through normal waste streams due to its toxic and environmentally hazardous properties. Ensure proper packaging and labeling for waste collection, and maintain disposal records for regulatory compliance. Consider waste minimization and recovery options where technically and economically feasible.
How to transport cyclohexa-2,5-diene-1,4-dione?
Cyclohexa-2,5-diene-1,4-dione is classified as ADR Class 6.1 (Toxic substances), Packing Group II, requiring specific transport regulations compliance. Use appropriate UN-specification packaging designed for toxic substances and ensure proper hazard labeling with GHS06 and GHS09 pictograms. Transport vehicles must carry appropriate emergency equipment and documentation including safety data sheets. Only authorized and trained personnel should handle transportation, and emergency response procedures must be readily available during transit.
Is cyclohexa-2,5-diene-1,4-dione subject to specific regulations?
Cyclohexa-2,5-diene-1,4-dione is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification as a hazardous substance. It is not currently listed as a Substance of Very High Concern (SVHC), but its Acute Tox. 3 and environmental hazard classifications impose strict handling, labeling, and safety data sheet requirements. Users must comply with occupational exposure limits, waste disposal regulations, and transport classifications under ADR for safe and legal use.
Where to buy cyclohexa-2,5-diene-1,4-dione in Europe?
Cyclohexa-2,5-diene-1,4-dione is available through OYSI, a trusted European distributor of technical chemicals serving industrial customers across Europe. OYSI provides high-quality chemical products with proper documentation, safety data sheets, and regulatory compliance support. As a specialized chemical distributor, OYSI ensures reliable supply chains and technical support for professional users requiring cyclohexa-2,5-diene-1,4-dione for industrial applications, research, or manufacturing processes.
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Cyclohexa-2,5-diene-1,4-dione is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.