1-chloro-2,3-dinitrobenzene

C6H3ClN2O4

CAS25567-67-3
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
25567-67-3
EC Number
247-109-1
UN Number
1577
Index Number
610-003-00-4
PubChem CID
33096

Physical-chemical properties

Molecular Formula
C6H3ClN2O4
Molar Mass
202.55 g/mol
IUPAC Name
1-chloro-2,3-dinitrobenzene

Chemical Identifiers

InChI
InChI=1S/C6H3ClN2O4/c7-4-2-1-3-5(8(10)11)6(4)9(12)13/h1-3H
InChI Key
KYDXWCHDUCDNGR-UHFFFAOYSA-N

Overview

1-chloro-2,3-dinitrobenzene (CAS 602-02-8) is a substituted aromatic compound with chloro and dinitro functional groups providing distinct reactivity patterns for chemical synthesis applications. This halogenated nitrobenzene derivative represents an important intermediate in organic chemistry, featuring a benzene ring substituted with one chlorine atom and two nitro groups in specific positions. The molecular formula C6H3ClN2O4 reflects its relatively compact structure with a molecular weight of 202.55 g/mol, making it suitable for various synthetic transformations where controlled reactivity is essential. The compound's structural arrangement places the chlorine substituent adjacent to both nitro groups, creating unique electronic effects that influence its chemical behavior. This positioning makes 1-chloro-2,3-dinitrobenzene particularly valuable in nucleophilic aromatic substitution reactions, where the electron-withdrawing nitro groups activate the aromatic system toward nucleophilic attack. The compound shares similar reactivity patterns with related nitroaromatic compounds such as 4-nitroaniline, though with distinct selectivity profiles. Safety considerations are paramount when handling this material, as it falls under ADR transport class 6.1, indicating potential toxicity concerns. Proper personal protective equipment, adequate ventilation, and adherence to established safety protocols are essential during storage, handling, and processing operations. Primary industrial applications include its use as a chemical intermediate in pharmaceutical synthesis, where its controlled reactivity enables the construction of complex molecular architectures. The compound also finds application in specialty dye manufacturing and as a building block for agrochemical intermediates, particularly in synthetic routes requiring selective aromatic functionalization. OYSI maintains reliable supply chains for 1-chloro-2,3-dinitrobenzene to support European industrial customers requiring consistent quality and technical support for their specialized chemical synthesis needs.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; STOT RE 2 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H301

Toxic if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H400

Very toxic to aquatic life.

H410

Very 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

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

Toxic

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

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 Number1577
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameChlordinitrobenzene, Isomere oder Isomerengemisch, flüssig
Marine PollutantNo

Frequently Asked Questions

What is 1-chloro-2,3-dinitrobenzene?

1-chloro-2,3-dinitrobenzene is an aromatic organic compound with the molecular formula C6H3ClN2O4 and CAS number 602-02-8. This chemical features a benzene ring substituted with one chlorine atom and two nitro groups in specific positions. With a molecular weight of 202.55 g/mol, it belongs to the class of chloronitrobenzenes, which are important intermediates in organic synthesis and industrial chemical processes.

What are the physicochemical properties of 1-chloro-2,3-dinitrobenzene?

1-chloro-2,3-dinitrobenzene is typically a crystalline solid at room temperature with a yellowish color. The compound has a molecular weight of 202.55 g/mol and contains both electron-withdrawing nitro groups and a chlorine substituent on the benzene ring. These functional groups significantly influence its chemical reactivity, solubility characteristics, and stability. The presence of multiple nitro groups makes it relatively dense and affects its melting point and vapor pressure properties.

What is 1-chloro-2,3-dinitrobenzene used for?

1-chloro-2,3-dinitrobenzene is primarily used as an intermediate in organic synthesis and chemical manufacturing processes. It serves as a building block for producing various specialized chemicals, pharmaceuticals, and agrochemicals. The compound's unique substitution pattern makes it valuable for creating complex aromatic molecules through nucleophilic substitution reactions. It may also be utilized in research applications and as a precursor for dyes, pigments, and other fine chemicals in industrial settings.

How to handle 1-chloro-2,3-dinitrobenzene safely?

1-chloro-2,3-dinitrobenzene should be handled 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 minimize inhalation exposure. Given its classification as ADR Class 6.1 Group II, it requires careful handling to prevent skin contact and ingestion. Always follow proper laboratory safety protocols, use appropriate containment measures, and ensure personnel are trained in safe handling procedures.

How to store 1-chloro-2,3-dinitrobenzene correctly?

1-chloro-2,3-dinitrobenzene should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly sealed to prevent moisture absorption and contamination. Store separately from strong reducing agents, metals, and incompatible materials that could cause dangerous reactions. The storage area should be equipped with appropriate spill containment measures and emergency equipment. Regular inspection of containers for signs of deterioration or leakage is recommended.

What to do in case of contact with 1-chloro-2,3-dinitrobenzene?

Immediate action is required in case of contact with 1-chloro-2,3-dinitrobenzene. For skin contact, remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15-20 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a healthcare professional after any significant exposure.

How to dispose of 1-chloro-2,3-dinitrobenzene properly?

1-chloro-2,3-dinitrobenzene must be disposed of through licensed hazardous waste disposal facilities in accordance with local, national, and European regulations. The compound cannot be disposed of with regular waste due to its chemical properties and potential environmental impact. Contact certified waste management companies that specialize in chemical waste disposal. Maintain proper documentation of disposal activities and ensure compliance with REACH and waste framework directive requirements. Never dispose of this substance down drains or in regular trash.

How to transport 1-chloro-2,3-dinitrobenzene?

1-chloro-2,3-dinitrobenzene is classified under ADR Class 6.1 (toxic substances) Group II, requiring specific transport regulations and packaging requirements. Transportation must comply with dangerous goods regulations including proper labeling, documentation, and packaging in approved containers. Only authorized carriers with dangerous goods training and appropriate vehicle equipment should handle the transport. Ensure proper emergency response information accompanies shipments and that all parties involved understand the handling requirements and potential hazards.

Is 1-chloro-2,3-dinitrobenzene subject to specific regulations?

1-chloro-2,3-dinitrobenzene is subject to various European chemical regulations including REACH registration requirements for importers and manufacturers. While not currently listed as a Substance of Very High Concern (SVHC), it must comply with CLP regulation requirements for classification, labeling, and packaging. Companies handling this substance must maintain safety data sheets, conduct appropriate risk assessments, and implement necessary risk management measures. Transport is regulated under ADR dangerous goods regulations due to its Class 6.1 classification.

Where to buy 1-chloro-2,3-dinitrobenzene in Europe?

1-chloro-2,3-dinitrobenzene is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across the continent. OYSI provides reliable supply chains for laboratory and industrial applications, ensuring proper handling, documentation, and regulatory compliance. As a professional chemical distributor, OYSI can assist with technical specifications, safety data sheets, and regulatory requirements. Contact OYSI directly to discuss availability, packaging options, and delivery arrangements for your specific requirements.

Data Sources

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