1,4-dinitrobenzene

C6H4N2O4

CAS100-25-4

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Identification

CAS Number
100-25-4
EC Number
202-833-7
UN Number
3443
Index Number
609-004-00-2
PubChem CID
7492

Physical-chemical properties

Molecular Formula
C6H4N2O4
Molar Mass
168.11 g/mol
IUPAC Name
1,4-dinitrobenzene

Chemical Identifiers

InChI
InChI=1S/C6H4N2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H
InChI Key
FYFDQJRXFWGIBS-UHFFFAOYSA-N

Overview

1,4-Dinitrobenzene (CAS 100-25-4) is an aromatic nitro compound characterized by two nitro groups in para position on the benzene ring. This yellow crystalline organic compound serves as a crucial intermediate in various chemical synthesis processes and industrial applications. With the molecular formula C6H4N2O4 and a molecular weight of 168.11 g/mol, 1,4-dinitrobenzene features two nitro groups (-NO2) positioned symmetrically on opposite sides of the benzene ring, creating a highly stable para-disubstituted aromatic structure. The compound exhibits distinctive physical and chemical properties that make it valuable for specific industrial processes. Its crystalline structure provides excellent stability under normal storage conditions, while the electron-withdrawing nature of the nitro groups significantly influences its reactivity patterns. The symmetric arrangement of the nitro groups creates unique electronic properties that distinguish it from other nitroaromatic compounds in the same chemical family, such as 4-nitroaniline and 4-nitrophenol, which contain different functional group combinations. In industrial applications, 1,4-dinitrobenzene primarily serves as an intermediate in the production of specialty dyes and pigments, where its stable aromatic structure provides the foundation for complex color compounds. It also finds use in the synthesis of pharmaceuticals and agrochemicals, particularly in processes requiring controlled nitro group reduction or substitution reactions. Additionally, the compound plays a role in polymer chemistry as a precursor for certain high-performance materials. The substance requires careful handling due to its classification under ADR transport class 6.1, indicating potential toxicity concerns that necessitate appropriate safety protocols during storage, handling, and transportation. OYSI maintains reliable supply chains for 1,4-dinitrobenzene to support European industrial customers across multiple sectors.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Transport (ADR)

UN Number3443
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name1,4-Dinitrobenzen, fest
Marine PollutantNo

Frequently Asked Questions

What is 1,4-dinitrobenzene?

1,4-dinitrobenzene is an aromatic nitro compound with the molecular formula C6H4N2O4 and CAS number 100-25-4. This organic chemical features a benzene ring with two nitro groups (-NO2) positioned at the 1 and 4 positions, making it a para-dinitrobenzene isomer. With a molecular weight of 168.11 g/mol, it serves as an important intermediate in chemical synthesis and industrial applications.

What are the physicochemical properties of 1,4-dinitrobenzene?

1,4-dinitrobenzene appears as pale yellow crystalline solid at room temperature with a melting point around 173-174°C. The compound is sparingly soluble in water but dissolves well in organic solvents like ethanol, acetone, and benzene. It exhibits typical aromatic compound characteristics with enhanced reactivity due to the electron-withdrawing nitro groups, making it useful for further chemical transformations.

What is 1,4-dinitrobenzene used for?

1,4-dinitrobenzene serves primarily as a chemical intermediate in the synthesis of dyes, pharmaceuticals, and agrochemicals. It is commonly used in the production of para-phenylenediamine through reduction processes, which is essential for hair dyes and rubber chemicals. Additionally, it finds applications in the manufacture of antioxidants, corrosion inhibitors, and as a precursor for various specialty chemicals in industrial processes.

How to handle 1,4-dinitrobenzene safely?

1,4-dinitrobenzene requires careful handling with 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 avoid inhalation exposure. Avoid skin contact and ingestion, as nitro compounds can be toxic. Always wash hands thoroughly after handling and ensure proper training on safe handling procedures before use.

How to store 1,4-dinitrobenzene correctly?

1,4-dinitrobenzene should be stored in a cool, dry, well-ventilated area away from heat sources, ignition sources, and direct sunlight. Keep containers tightly closed and store in original packaging or compatible containers. Avoid storage near strong reducing agents, metals, and incompatible materials. Maintain storage temperature below 25°C and ensure adequate separation from other chemicals according to compatibility guidelines.

What to do in case of contact with 1,4-dinitrobenzene?

In case of skin contact with 1,4-dinitrobenzene, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms develop.

How to dispose of 1,4-dinitrobenzene appropriately?

1,4-dinitrobenzene disposal must comply with local, national, and European waste regulations as it is considered hazardous waste. Contact licensed waste disposal companies for proper treatment and disposal. Do not discharge into drains, soil, or water bodies. Small quantities may require incineration at approved facilities with adequate pollution control. Always consult current waste classification codes and disposal requirements before disposal.

How to transport 1,4-dinitrobenzene?

1,4-dinitrobenzene is classified under ADR Class 6.1 (Toxic substances), Packing Group II, indicating moderate toxicity for transport purposes. It requires appropriate UN-specification packaging and proper labeling with toxic substance markings. Transport vehicles must carry appropriate documentation, emergency response information, and comply with routing restrictions. Only qualified personnel should handle transportation according to dangerous goods regulations.

Is 1,4-dinitrobenzene subject to specific regulations?

1,4-dinitrobenzene is subject to European REACH regulation requiring registration for manufacture or import above one tonne per year. It falls under CLP regulation for classification and labeling of chemicals. The substance is not currently listed as SVHC (Substance of Very High Concern). Companies must comply with occupational health and safety regulations, environmental discharge limits, and maintain safety data sheets for workplace use.

Where to buy 1,4-dinitrobenzene in Europe?

1,4-dinitrobenzene is available through OYSI, a specialized European distributor of chemical products serving industrial customers across Europe. OYSI provides technical-grade chemicals with proper documentation, safety data sheets, and regulatory compliance support. As professional chemical distributors, they ensure product quality, proper packaging, and adherence to transportation regulations for safe delivery to industrial facilities and research institutions throughout Europe.

Data Sources

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