2,4-dinitroaniline

C6H5N3O4

CAS97-02-9
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
97-02-9
EC Number
202-553-5
UN Number
1596
Index Number
612-040-00-1
PubChem CID
7321

Physical-chemical properties

Molecular Formula
C6H5N3O4
Molar Mass
183.12 g/mol
IUPAC Name
2,4-dinitroaniline

Chemical Identifiers

InChI
InChI=1S/C6H5N3O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H,7H2
InChI Key
LXQOQPGNCGEELI-UHFFFAOYSA-N

Overview

2,4-dinitroaniline (CAS 97-02-9) is an aromatic nitro compound with significant toxicological properties and industrial applications in chemical synthesis. This yellow crystalline solid belongs to the dinitroaniline family, characterized by two nitro groups attached to an aniline backbone at the 2 and 4 positions. With the molecular formula C6H5N3O4 and a molecular weight of 183.12 g/mol, 2,4-dinitroaniline exhibits distinctive chemical properties that make it valuable in various industrial processes while requiring careful handling protocols. The compound presents serious safety considerations, classified under multiple acute toxicity categories and displaying systemic target organ toxicity after repeated exposure. Its hazard profile includes acute toxicity through oral, dermal, and inhalation routes, necessitating strict adherence to safety protocols during handling and storage. The substance also shows aquatic chronic toxicity, requiring appropriate environmental protection measures. Transport regulations classify it under ADR Class 6.1, reflecting its toxic nature. From a chemical perspective, 2,4-dinitroaniline shares structural similarities with other nitroaniline derivatives such as 3-chloro-4-nitroaniline, though each exhibits distinct reactivity patterns and applications. The compound's aromatic structure with electron-withdrawing nitro groups influences its chemical behavior and makes it particularly useful in synthetic chemistry. Primary industrial applications include its use as an intermediate in dye manufacturing, particularly for producing various colorants and pigments. The compound also serves as a precursor in pharmaceutical synthesis and finds applications in the production of specialty chemicals where its unique reactivity profile is advantageous. OYSI maintains reliable supply chains for 2,4-dinitroaniline, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 1; Acute Tox. 2 *; STOT RE 2 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H310

Fatal in contact with skin.

H300

Fatal if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H411

Toxic to aquatic life with long lasting effects.

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

Fatal

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

Fatal

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

Fatal

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 Number1596
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name2,4-Dinitroanilin, fest
Marine PollutantNo

Frequently Asked Questions

What is 2,4-dinitroaniline?

2,4-dinitroaniline is an organic chemical compound with the molecular formula C6H5N3O4 and CAS number 97-02-9. This aromatic amine features two nitro groups (-NO2) attached to positions 2 and 4 of an aniline ring. With a molecular weight of 183.12 g/mol, it appears as a yellow to orange crystalline solid. The compound is classified as highly toxic and poses significant health and environmental hazards, requiring careful handling in industrial applications.

What are the physicochemical properties of 2,4-dinitroaniline?

2,4-dinitroaniline is a yellow to orange crystalline solid at room temperature with a characteristic aromatic odor. The compound has a molecular weight of 183.12 g/mol and is poorly soluble in water but soluble in organic solvents like alcohol and acetone. It exhibits stability under normal conditions but can decompose when heated, releasing toxic nitrogen oxides. The presence of nitro groups makes it electron-deficient and reactive toward nucleophiles.

What is 2,4-dinitroaniline used for?

2,4-dinitroaniline is primarily used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. It serves as a precursor for manufacturing various organic compounds in the chemical industry, particularly in the production of azo dyes and other colorants. The compound is also utilized in research and development applications for organic synthesis. Its reactive nitro groups make it valuable for creating more complex molecular structures through reduction or substitution reactions.

How to handle 2,4-dinitroaniline safely?

2,4-dinitroaniline requires strict safety measures due to its high toxicity classification (Acute Tox. 1 and 2). Personnel must wear full personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation. Avoid skin contact and ingestion completely. Emergency shower and eyewash stations should be readily accessible. Only trained personnel should handle this substance following established safety protocols.

How to store 2,4-dinitroaniline correctly?

2,4-dinitroaniline must be stored in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible materials. Keep containers tightly closed and properly labeled in designated chemical storage areas. Avoid storage near strong acids, bases, and reducing agents due to potential reactions. The storage area should have appropriate containment measures for spills and be accessible only to authorized personnel. Regular inspection of containers for integrity is essential to prevent leaks.

What to do in case of contact with 2,4-dinitroaniline?

2,4-dinitroaniline exposure requires immediate action due to its high toxicity. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, flush with clean water for 15 minutes while holding eyelids open. If ingested, do not induce vomiting and seek immediate medical help. Always consult a physician after any exposure incident.

How to dispose of 2,4-dinitroaniline properly?

2,4-dinitroaniline disposal must comply with local and national hazardous waste regulations due to its toxic and environmentally harmful properties. The substance cannot be disposed of in regular waste streams and requires specialized hazardous waste treatment facilities. Contact licensed waste disposal companies for proper collection and destruction. Contaminated materials, containers, and protective equipment must also be treated as hazardous waste. Maintain proper documentation of all disposal activities for regulatory compliance.

How to transport 2,4-dinitroaniline?

2,4-dinitroaniline is classified under ADR as Class 6.1 (toxic substances), Packing Group II, indicating significant transport hazards. Packages must bear proper hazard labels including GHS06, GHS08, and GHS09 pictograms with 'Danger' signal word. Transportation requires appropriate packaging specifications, proper documentation, and trained personnel. Vehicles must carry emergency response information and appropriate firefighting equipment. Compliance with international dangerous goods regulations (ADR/IMDG/IATA) is mandatory for all transport modes.

Is 2,4-dinitroaniline subject to specific regulations?

2,4-dinitroaniline is subject to extensive chemical regulations including REACH registration requirements in Europe and CLP classification as a hazardous substance. The compound's classification includes multiple acute toxicity categories and environmental hazards, triggering various regulatory obligations for manufacturers and users. Companies must maintain safety data sheets, conduct risk assessments, and implement appropriate risk management measures. Regular monitoring of regulatory updates is essential as restrictions may evolve based on ongoing safety evaluations.

Where to buy 2,4-dinitroaniline in Europe?

2,4-dinitroaniline is available through OYSI, a specialized European distributor of technical chemicals serving industrial clients across the continent. OYSI provides comprehensive support including technical documentation, safety data sheets, and regulatory compliance assistance for this controlled substance. As a professional chemical distributor, OYSI ensures proper handling, packaging, and transportation according to ADR requirements. Contact OYSI directly for availability, specifications, and ordering information for your industrial applications requiring 2,4-dinitroaniline.

Data Sources

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