2-chloro-6-nitro-3-phenoxyaniline
C12H9ClN2O3
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Identification
- CAS Number
- 74070-46-5
- EC Number
- 277-704-1
- UN Number
- 3077
- Index Number
- 612-120-00-6
- PubChem CID
- 92389
Physical-chemical properties
- Molecular Formula
- C12H9ClN2O3
- Molar Mass
- 264.66 g/mol
- IUPAC Name
- 2-chloro-6-nitro-3-phenoxyaniline
Chemical Identifiers
- InChI
- InChI=1S/C12H9ClN2O3/c13-11-10(18-8-4-2-1-3-5-8)7-6-9(12(11)14)15(16)17/h1-7H,14H2
- InChI Key
- DDBMQDADIHOWIC-UHFFFAOYSA-N
Overview
2-chloro-6-nitro-3-phenoxyaniline (CAS 74070-46-5) is an aromatic amine derivative with chloro, nitro, and phenoxy substituents on the aniline backbone. This specialized aromatic compound belongs to the substituted aniline family and represents an important intermediate in organic synthesis applications. With the molecular formula C12H9ClN2O3 and a molecular weight of 264.66 g/mol, this substance features a complex structure containing multiple functional groups that contribute to its unique chemical properties and reactivity profile. The presence of electron-withdrawing groups such as the chloro and nitro substituents, combined with the electron-donating phenoxy group, creates distinctive electronic properties that make this compound valuable in various synthetic pathways. The compound is structurally related to other substituted aromatics, though it differs significantly from simpler derivatives like 1,4-dichlorobenzene in terms of complexity and applications. From a safety perspective, 2-chloro-6-nitro-3-phenoxyaniline requires careful handling protocols due to its classification as a Category 2 carcinogen and Category 1A skin sensitizer. The compound also presents aquatic toxicity concerns, necessitating appropriate environmental protection measures during storage, handling, and disposal. These safety characteristics are indicated by GHS08, GHS07, and GHS09 pictograms with a "Warning" signal word. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, agrochemical production, and specialty dye manufacturing. The compound's unique substitution pattern makes it particularly valuable in the development of complex organic molecules where specific electronic and steric properties are required. OYSI maintains reliable supplies of 2-chloro-6-nitro-3-phenoxyaniline to support European chemical manufacturing requirements.
Safety & Classification
Carc. 2; Skin Sens. 1A; Aquatic Acute 1; Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Skin Contact
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:
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 Number | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Aclonifen (ISO) |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-chloro-6-nitro-3-phenoxyaniline?
2-chloro-6-nitro-3-phenoxyaniline is an organic compound with the molecular formula C12H9ClN2O3 and CAS number 74070-46-5. This aromatic amine derivative contains chloro, nitro, and phenoxy functional groups attached to an aniline core structure. With a molecular weight of 264.66 g/mol, it is classified as a hazardous substance requiring careful handling due to its carcinogenic potential and environmental toxicity.
What are the physicochemical properties of 2-chloro-6-nitro-3-phenoxyaniline?
2-chloro-6-nitro-3-phenoxyaniline is typically a solid crystalline compound at room temperature with a molecular weight of 264.66 g/mol. The presence of multiple functional groups (chloro, nitro, phenoxy) influences its solubility characteristics and stability. As an aromatic amine derivative, it exhibits typical properties of substituted anilines, though specific physical parameters like melting point and solubility require detailed technical documentation for precise values.
What is 2-chloro-6-nitro-3-phenoxyaniline used for?
2-chloro-6-nitro-3-phenoxyaniline is primarily used as an intermediate in organic synthesis and pharmaceutical manufacturing. Its complex aromatic structure with multiple reactive sites makes it valuable for developing specialized chemicals, dyes, and potentially pharmaceutical compounds. The compound serves as a building block in chemical research and industrial applications where specific substitution patterns on aniline derivatives are required for targeted synthetic pathways.
How to handle 2-chloro-6-nitro-3-phenoxyaniline safely?
2-chloro-6-nitro-3-phenoxyaniline requires strict safety measures due to its carcinogenic classification (Carc. 2) and skin sensitizing properties (Skin Sens. 1A). Essential protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Avoid direct skin contact and inhalation. Work in fume hoods when possible, wear appropriate protective clothing, and ensure emergency washing facilities are readily available during handling operations.
How to store 2-chloro-6-nitro-3-phenoxyaniline correctly?
2-chloro-6-nitro-3-phenoxyaniline should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers in secondary containment to prevent environmental release, given its aquatic toxicity classification. Store separately from strong oxidizers, reducing agents, and food products. Maintain proper labeling with GHS pictograms (GHS07, GHS08, GHS09) and ensure access is restricted to trained personnel only.
What to do in case of contact with 2-chloro-6-nitro-3-phenoxyaniline?
Immediate action is required upon contact with 2-chloro-6-nitro-3-phenoxyaniline due to its skin sensitizing properties. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush with clean water for 15 minutes. If inhaled, move to fresh air immediately. Seek medical attention promptly for any exposure, especially considering the compound's carcinogenic classification.
How to dispose of 2-chloro-6-nitro-3-phenoxyaniline properly?
2-chloro-6-nitro-3-phenoxyaniline disposal must comply with local and European waste regulations due to its hazardous classification. The compound requires disposal as hazardous waste through authorized waste management companies capable of handling carcinogenic and environmentally toxic substances. Never discharge into sewers or the environment given its aquatic toxicity classification. Consult local authorities for specific disposal codes and approved treatment facilities for safe destruction or treatment.
How to transport 2-chloro-6-nitro-3-phenoxyaniline?
2-chloro-6-nitro-3-phenoxyaniline is classified as ADR Class 9 (miscellaneous dangerous goods), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Shipments must include proper shipping papers, emergency response information, and comply with quantity limitations for different transport modes. Use UN-approved packaging and ensure drivers have appropriate dangerous goods training certification.
Is 2-chloro-6-nitro-3-phenoxyaniline subject to specific regulations?
2-chloro-6-nitro-3-phenoxyaniline is subject to multiple European regulations including REACH registration requirements and CLP classification as Carc. 2, Skin Sens. 1A, and environmentally hazardous. While not currently listed as an SVHC, its carcinogenic classification means it may face future regulatory scrutiny. Users must comply with occupational exposure limits, waste disposal regulations, and may require authorization for certain uses under chemical safety legislation.
Where to buy 2-chloro-6-nitro-3-phenoxyaniline in Europe?
2-chloro-6-nitro-3-phenoxyaniline is available through OYSI, a specialized European distributor of technical chemicals. As an established chemical supplier, OYSI provides this compound to qualified industrial customers with appropriate handling capabilities and regulatory compliance. Given the substance's hazardous classification, purchases typically require verification of proper storage facilities, safety training, and intended use documentation to ensure responsible distribution and handling throughout the supply chain.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.