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 aromatic compound featuring both nitro and methoxy functional groups with significant industrial applications. This specialized chemical intermediate belongs to the class of substituted nitrobenzenes, characterized by its unique substitution pattern of two chlorine atoms, one methoxy group, and one nitro group on the benzene ring. With the molecular formula C7H5Cl2NO3 and a molecular weight of 222.02 g/mol, this compound exhibits distinct chemical properties that make it valuable in various synthetic applications. The EC number 403-350-6 provides additional regulatory identification for this substance in European markets. The compound presents significant safety considerations, classified under Acute Toxicity Category 3 and Aquatic Chronic Category 2 according to GHS standards. The presence of GHS06 and GHS09 pictograms indicates both acute toxicity and environmental hazards, requiring careful handling protocols. Transportation falls under ADR Class 6.1, reflecting its toxic nature and necessitating specialized logistics procedures. Primary industrial applications include use as an intermediate in pharmaceutical synthesis, specialty dye manufacturing, and agrochemical production. The compound's multiple functional groups enable diverse chemical transformations, making it particularly valuable in complex organic synthesis routes. Similar to other nitro-substituted aromatics, it can undergo reduction reactions to form corresponding amino derivatives, expanding its utility in chemical manufacturing. In the broader context of substituted aromatics, this compound shares synthetic pathways with various nitrogen-containing heterocycles, including compounds like 8-azaspiro[4.5]decane-7,9-dione, though serving different end applications. The methoxy and nitro functionalities also relate to carbamate chemistry, as seen in [2-(1,3-dioxolan-2-yl)phenyl] N-methylcarbamate synthesis. OYSI maintains reliable supply chains for 1,3-dichloro-2-methoxy-5-nitrobenzene, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

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 (-OCH3), and one nitro group (-NO2) attached to the benzene ring. With a molecular weight of 222.02 g/mol, it is classified as an acute toxic substance and poses environmental hazards to aquatic life.

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

1,3-dichloro-2-methoxy-5-nitrobenzene is a solid crystalline compound at room temperature, typically appearing as pale yellow to light brown crystals or powder. Due to its aromatic structure with electron-withdrawing groups (nitro and chloro), it exhibits limited water solubility but dissolves well in organic solvents like alcohols and ethers. The compound has a characteristic aromatic odor and demonstrates stability under normal storage conditions.

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

1,3-dichloro-2-methoxy-5-nitrobenzene serves primarily as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of agrochemicals, dyes, and specialty chemicals where its unique substitution pattern provides specific reactivity. The compound also finds applications in research laboratories for synthetic chemistry studies and as a building block for developing more complex molecular structures in medicinal chemistry.

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

1,3-dichloro-2-methoxy-5-nitrobenzene requires careful handling due to its Acute Tox. 3 classification and Danger signal word. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation. Avoid skin and eye contact, and ensure proper hygiene practices including thorough handwashing after handling.

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, and well-ventilated area away from heat sources and direct sunlight. Keep containers upright and properly labeled with hazard information. Store separately from incompatible materials such as strong oxidizing agents and bases. Ensure storage areas are equipped with appropriate spill containment measures and emergency response equipment for safe handling.

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

Immediate action is required upon contact with 1,3-dichloro-2-methoxy-5-nitrobenzene due to its acute toxicity. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15-20 minutes. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician after any exposure incident.

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

1,3-dichloro-2-methoxy-5-nitrobenzene disposal must comply with local, national, and EU waste regulations due to its toxic and environmentally hazardous classification. The compound should be treated as hazardous waste and disposed of through licensed waste management facilities capable of handling toxic organic compounds. Incineration at high temperatures in authorized facilities is typically the preferred disposal method. Never dispose of in regular waste streams or pour down drains.

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 be properly labeled with appropriate hazard labels and documentation. Transport should comply with ADR regulations including proper packaging, labeling, and documentation requirements. Vehicles must carry appropriate emergency response information, and drivers require proper training for handling toxic substances during transport.

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

1,3-dichloro-2-methoxy-5-nitrobenzene is subject to European chemicals legislation including REACH and CLP regulations. Under CLP, it carries specific hazard classifications (Acute Tox. 3, Aquatic Chronic 2) requiring appropriate labeling with GHS06 and GHS09 pictograms. The substance is not currently listed as a SVHC (Substance of Very High Concern), but users must comply with safety data sheet requirements and downstream user obligations under REACH.

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

1,3-dichloro-2-methoxy-5-nitrobenzene is available through OYSI, a trusted European distributor of specialty chemicals. OYSI provides this compound to research institutions, pharmaceutical companies, and chemical manufacturers across Europe. As a professional chemical supplier, OYSI ensures proper packaging, documentation, and regulatory compliance for safe delivery. Contact OYSI directly for availability, technical specifications, and pricing information for your specific application requirements.

Data Sources

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