1,2-dinitrobenzene
C6H4N2O4
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Identification
- CAS Number
- 25154-54-5
- EC Number
- 246-673-6
- UN Number
- 3443
- Index Number
- 609-004-00-2
- PubChem CID
- 10707
Physical-chemical properties
- Molecular Formula
- C6H4N2O4
- Molar Mass
- 168.11 g/mol
- IUPAC Name
- 1,2-dinitrobenzene
Chemical Identifiers
- InChI
- InChI=1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
- InChI Key
- IZUKQUVSCNEFMJ-UHFFFAOYSA-N
Overview
1,2-dinitrobenzene (CAS 528-29-0) is an aromatic nitro compound with two adjacent nitro groups attached to a benzene ring. This pale yellow crystalline organic compound belongs to the dinitrobenzene family and serves as an important intermediate in chemical synthesis and industrial applications. With the molecular formula C6H4N2O4 and a molecular weight of 168.11 g/mol, 1,2-dinitrobenzene is characterized by its ortho-substitution pattern, where both nitro groups occupy adjacent positions on the benzene ring. This structural arrangement significantly influences its chemical reactivity and physical properties compared to its meta and para isomers. The compound exhibits typical properties of nitroaromatic substances, including moderate solubility in organic solvents and limited water solubility. Its melting point and stability make it suitable for various industrial processes, though proper handling procedures must be followed due to its classification under ADR Class 6.1, indicating potential toxicity concerns. The presence of electron-withdrawing nitro groups makes the benzene ring less reactive toward electrophilic substitution but more susceptible to nucleophilic attack and reduction reactions. Industrial applications of 1,2-dinitrobenzene include its use as a chemical intermediate in the production of dyes, pigments, and pharmaceuticals. It serves as a precursor in the synthesis of benzimidazole derivatives and other heterocyclic compounds. The compound is also utilized in the manufacture of specialized polymers and as a building block for agrochemical products. Like other nitroaromatic compounds such as 4-nitroaniline and 4-nitrophenol, it plays a crucial role in fine chemical synthesis where precise functionalization is required. OYSI provides 1,2-dinitrobenzene to European customers with comprehensive technical documentation and regulatory compliance support.
Safety & Classification
Acute Tox. 2 *; Acute Tox. 1; Acute Tox. 2 *; STOT RE 2 *; Aquatic Acute 1; Aquatic Chronic 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
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
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:
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 | 3443 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Dinitrobenzene, Isomere oder Isomerengemisch, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 1,2-dinitrobenzene?
1,2-dinitrobenzene is an organic chemical compound with the molecular formula C6H4N2O4 and CAS number 528-29-0. It belongs to the nitroaromatic family, featuring two nitro groups (-NO2) attached to adjacent carbon atoms on a benzene ring. With a molecular weight of 168.11 g/mol, this compound appears as pale yellow crystals and serves as an important intermediate in chemical synthesis and manufacturing processes.
What are the physicochemical properties of 1,2-dinitrobenzene?
1,2-dinitrobenzene is a crystalline solid that typically appears as pale yellow to light brown crystals or powder at room temperature. It has a melting point around 118°C and exhibits limited solubility in water but dissolves readily in organic solvents such as alcohol, ether, and benzene. The compound has a characteristic mild aromatic odor and demonstrates stability under normal storage conditions.
What is 1,2-dinitrobenzene used for?
1,2-dinitrobenzene serves primarily as a chemical intermediate in organic synthesis, particularly in the production of dyes, pigments, and pharmaceutical compounds. It is commonly used in the manufacture of benzofuroxan derivatives and serves as a precursor for various nitroaniline compounds. The substance also finds applications in research laboratories for analytical chemistry and as a starting material for specialized chemical syntheses.
How to handle 1,2-dinitrobenzene safely?
Safe handling of 1,2-dinitrobenzene requires wearing appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin contact and ingestion, and ensure proper grounding when handling to prevent static discharge. Always wash hands thoroughly after handling and before eating or drinking.
How to store 1,2-dinitrobenzene correctly?
1,2-dinitrobenzene should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible materials. Keep containers upright and properly labeled, maintaining storage temperatures below 25°C when possible. Store away from strong reducing agents, metals, and combustible materials. Ensure storage areas are equipped with appropriate spill containment measures and fire suppression systems.
What to do in case of contact with 1,2-dinitrobenzene?
In case of skin contact with 1,2-dinitrobenzene, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. If eye contact occurs, flush eyes with clean water for 15-20 minutes while holding eyelids open. In case of inhalation, move the person to fresh air immediately. If ingestion occurs, do not induce vomiting and seek immediate medical attention.
How to dispose of 1,2-dinitrobenzene appropriately?
1,2-dinitrobenzene disposal must comply with local, national, and international waste regulations as it is classified as hazardous waste. The substance should be collected in appropriate containers and disposed of through licensed hazardous waste management facilities. Incineration at high temperatures in specialized facilities is typically the preferred disposal method. Never dispose of this chemical down drains, in regular trash, or by burial.
How to transport 1,2-dinitrobenzene?
1,2-dinitrobenzene is classified under ADR Class 6.1 (Toxic substances) Packing Group II, requiring compliance with dangerous goods transportation regulations. It must be packaged in UN-approved containers with proper hazard labels and documentation. Transport vehicles must carry appropriate emergency equipment and drivers require ADR certification. Proper shipping papers, emergency response information, and tracking documentation are mandatory for legal transport.
Is 1,2-dinitrobenzene subject to specific regulations?
1,2-dinitrobenzene is subject to various chemical regulations including REACH registration requirements in the European Union for commercial use above specified tonnage thresholds. It must comply with CLP regulation for classification, labeling, and packaging. While not currently listed as an SVHC (Substance of Very High Concern), users must follow workplace exposure limits and safety data sheet requirements as established by regulatory authorities.
Where to buy 1,2-dinitrobenzene in Europe?
1,2-dinitrobenzene is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers across Europe. As an established chemical supplier, OYSI provides quality-assured products with complete documentation including safety data sheets, certificates of analysis, and regulatory compliance information. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.