1,3-dichloro-2-methoxy-5-nitrobenzene

C7H5Cl2NO3

CAS17742-69-7
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
17742-69-7
EC Number
403-350-6
UN Number
2811
Index Number
610-008-00-1
PubChem CID
309716

Physical-chemical properties

Molecular Formula
C7H5Cl2NO3
Molar Mass
222.02 g/mol
IUPAC Name
1,3-dichloro-2-methoxy-5-nitrobenzene

Chemical Identifiers

InChI
InChI=1S/C7H5Cl2NO3/c1-13-7-5(8)2-4(10(11)12)3-6(7)9/h2-3H,1H3
InChI Key
GJYVJKPFYCKNEC-UHFFFAOYSA-N

Overview

1,3-dichloro-2-methoxy-5-nitrobenzene (CAS 17742-69-7) is a halogenated nitroaromatic compound featuring methoxy substitution and dual chlorine atoms on the benzene ring. This specialized chemical intermediate belongs to the family of substituted nitrobenzenes, characterized by its unique substitution pattern combining electron-withdrawing nitro and chlorine groups with an electron-donating methoxy group. The molecular formula C7H5Cl2NO3 reflects its complex aromatic structure, where the strategic positioning of substituents significantly influences its reactivity and applications. With a molecular weight of 222.02 g/mol, this compound exhibits distinct chemical properties that make it valuable in various synthetic pathways. The presence of multiple functional groups creates a versatile platform for further chemical transformations. The nitro group provides opportunities for reduction reactions, while the chlorine atoms serve as excellent leaving groups for nucleophilic substitution reactions. The methoxy substituent adds stability and influences the compound's electronic properties, making it particularly useful in pharmaceutical intermediate synthesis. Safety considerations are paramount when handling this substance, as it carries the classification Acute Tox. 3 with the danger signal word and requires careful attention to environmental impact due to its Aquatic Chronic 2 classification. The compound falls under ADR Class 6.1, necessitating appropriate handling protocols and storage conditions. In industrial applications, 1,3-dichloro-2-methoxy-5-nitrobenzene serves primarily as an intermediate in pharmaceutical synthesis, agrochemical production, and specialty chemical manufacturing. Its structural similarity to compounds like N-methylaniline makes it valuable in developing related aromatic compounds, while its unique substitution pattern offers advantages over simpler nitrobenzene derivatives in specific synthetic routes. OYSI maintains reliable supply chains for this technical-grade chemical intermediate, supporting European manufacturers with consistent quality and regulatory compliance.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H301

Toxic if swallowed.

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

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 Number2811
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping Name2,6-Dichlor-4-nitroanisol
Marine PollutantNo

Frequently Asked Questions

What is 1,3-dichloro-2-methoxy-5-nitrobenzene?

1,3-dichloro-2-methoxy-5-nitrobenzene is an aromatic organic compound with the molecular formula C7H5Cl2NO3 and CAS number 17742-69-7. This substituted benzene derivative features two chlorine atoms, one methoxy group, and one nitro group attached to the benzene ring. With a molecular weight of 222.02 g/mol, it is classified as a toxic substance requiring careful handling due to its acute toxicity and environmental hazards.

What are the physicochemical properties of 1,3-dichloro-2-methoxy-5-nitrobenzene?

1,3-dichloro-2-methoxy-5-nitrobenzene typically appears as a solid crystalline material at room temperature. As a chlorinated aromatic compound with nitro and methoxy substituents, it exhibits limited water solubility but good solubility in organic solvents. The presence of electron-withdrawing groups (chlorine and nitro) and the electron-donating methoxy group creates a compound with moderate polarity and specific reactivity patterns typical of substituted nitrobenzenes.

What is 1,3-dichloro-2-methoxy-5-nitrobenzene used for?

1,3-dichloro-2-methoxy-5-nitrobenzene serves as an important chemical intermediate in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of agrochemicals, dyes, and specialized pharmaceutical compounds. The multiple functional groups on the benzene ring make it valuable for further chemical transformations, including reduction reactions to form corresponding anilines and substitution reactions for developing complex molecular structures.

How to handle 1,3-dichloro-2-methoxy-5-nitrobenzene safely?

1,3-dichloro-2-methoxy-5-nitrobenzene requires strict safety measures due to its Acute Tox. 3 classification and 'Danger' signal word. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and appropriate respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. Handle containers carefully and ensure proper grounding when transferring to prevent static electricity buildup.

How to store 1,3-dichloro-2-methoxy-5-nitrobenzene correctly?

1,3-dichloro-2-methoxy-5-nitrobenzene should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers upright and properly labeled according to GHS requirements with pictograms GHS06 and GHS09. Storage areas should be equipped with appropriate spill containment measures and restricted access. Avoid exposure to strong bases, reducing agents, and oxidizing materials that could cause dangerous reactions.

What to do in case of contact with 1,3-dichloro-2-methoxy-5-nitrobenzene?

Immediate action is required if contact occurs with 1,3-dichloro-2-methoxy-5-nitrobenzene due to its acute toxicity. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. If inhaled, move to fresh air immediately. In case of eye contact, flush with water for 15 minutes. If ingested, do not induce vomiting. Seek immediate medical attention in all cases and provide safety data sheet information to medical personnel.

How to dispose of 1,3-dichloro-2-methoxy-5-nitrobenzene appropriately?

1,3-dichloro-2-methoxy-5-nitrobenzene must be disposed of as hazardous waste through licensed waste management companies in accordance with local and EU regulations. Due to its toxic and environmentally hazardous properties (Aquatic Chronic 2), it cannot be disposed of in regular waste streams. Incineration at authorized high-temperature facilities is typically the preferred disposal method. Maintain proper documentation of waste disposal and ensure compliance with REACH and waste framework directive requirements.

How to transport 1,3-dichloro-2-methoxy-5-nitrobenzene?

1,3-dichloro-2-methoxy-5-nitrobenzene is classified under ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. Packages must bear appropriate hazard labels and UN identification numbers. Transport vehicles require proper placarding and documentation including transport documents with emergency response information. Drivers must hold appropriate ADR certification for Class 6.1 substances. Packaging must meet UN specification standards and be properly sealed and labeled before shipment.

Is 1,3-dichloro-2-methoxy-5-nitrobenzene subject to particular regulations?

1,3-dichloro-2-methoxy-5-nitrobenzene is subject to REACH registration requirements and CLP regulation for classification and labeling within the EU. While not currently listed as a SVHC (Substance of Very High Concern), its Acute Tox. 3 and Aquatic Chronic 2 classifications require compliance with specific handling, storage, and disposal regulations. Users must maintain safety data sheets, implement appropriate risk management measures, and ensure worker protection according to occupational health and safety directives.

Where to buy 1,3-dichloro-2-methoxy-5-nitrobenzene in Europe?

1,3-dichloro-2-methoxy-5-nitrobenzene is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound with full regulatory compliance including proper CLP labeling, safety data sheets, and REACH documentation. As a professional chemical distributor, OYSI ensures quality standards and regulatory compliance for industrial and research applications. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.

Data Sources

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