4-ethoxyaniline

C8H11NO

CAS156-43-4
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
156-43-4
EC Number
205-855-5
UN Number
2311
Index Number
612-207-00-9
PubChem CID
9076

Physical-chemical properties

Molecular Formula
C8H11NO
Molar Mass
137.18 g/mol
IUPAC Name
4-ethoxyaniline

Chemical Identifiers

InChI
InChI=1S/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3
InChI Key
IMPPGHMHELILKG-UHFFFAOYSA-N

Overview

4-ethoxyaniline (CAS 156-43-4) is an aromatic amine compound with ethoxy substitution commonly used in chemical synthesis and pharmaceutical intermediates. This organic compound, also known by its IUPAC name 4-ethoxyaniline, belongs to the family of substituted anilines and plays a significant role in various industrial chemical processes. With a molecular formula of C8H11NO and molecular weight of 137.18 g/mol, this crystalline substance exhibits the characteristic properties of aromatic amines while offering unique reactivity due to its ethoxy functional group at the para position. The compound requires careful handling due to its classification as a Category 2 mutagen and Category 4 acute toxin, earning it GHS08 and GHS07 pictograms with a Warning signal word. Safety considerations include potential eye irritation and skin sensitization properties, necessitating appropriate personal protective equipment during handling and storage. Under ADR transportation regulations, it falls under Class 6.1 as a toxic substance. 4-ethoxyaniline serves primarily as an intermediate in pharmaceutical synthesis, particularly in the production of active pharmaceutical ingredients where its amine functionality enables various coupling reactions. The chemical industry utilizes this compound in dye manufacturing processes, where it can serve as a precursor for azo dyes and other colorants. Additionally, it finds application in the synthesis of specialty chemicals and research compounds, often in processes similar to those involving related compounds like 4-aminophenol. The substance's versatility in organic synthesis stems from its dual functionality, combining the nucleophilic properties of the amino group with the electron-donating effects of the ethoxy substituent, making it valuable for various chemical transformations. OYSI provides high-quality 4-ethoxyaniline to meet the demanding requirements of European chemical manufacturers and research institutions.

Safety & Classification

Warning
Classification:

Muta. 2; Acute Tox. 4 *; Acute Tox. 4 *; Acute Tox. 4 *; Eye Irrit. 2; Skin Sens. 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H341

Suspected of causing genetic defects.

H332

Harmful if inhaled.

H312

Harmful in contact with skin.

H302

Harmful if swallowed.

H319

Causes serious eye irritation.

H317

May cause an allergic skin reaction.

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

Harmful

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

Harmful

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:

Eye Contact

Irritant

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

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 Number2311
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping Name4-Phenetidin
Marine PollutantNo

Frequently Asked Questions

What is 4-ethoxyaniline?

4-ethoxyaniline is an aromatic amine compound with the molecular formula C8H11NO and CAS number 156-43-4. This organic chemical belongs to the aniline derivative family, characterized by an ethoxy group (-OC2H5) attached to the benzene ring at the para position relative to the amino group. With a molecular weight of 137.18 g/mol, it appears as a crystalline solid and is classified as a mutagenic substance requiring careful handling procedures.

What are the physicochemical properties of 4-ethoxyaniline?

4-ethoxyaniline is a solid crystalline compound at room temperature, typically appearing as white to light brown crystals or powder. It has a molecular weight of 137.18 g/mol and contains an ethoxy substituent that influences its solubility properties. The compound is moderately soluble in organic solvents like ethanol and acetone, while having limited water solubility. Its aromatic amine structure gives it basic properties and makes it reactive toward electrophilic substitution reactions.

What is 4-ethoxyaniline used for?

4-ethoxyaniline is primarily used as an intermediate in the synthesis of dyes, pigments, and pharmaceutical compounds. It serves as a building block in organic synthesis for producing various aromatic compounds, particularly in the manufacture of azo dyes and other colorants. The compound is also utilized in the production of specialty chemicals and as a precursor for pharmaceutical active ingredients, making it valuable in both the chemical and pharmaceutical industries.

How to handle 4-ethoxyaniline safely?

4-ethoxyaniline requires careful handling due to its mutagenic properties and acute toxicity. Personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing must be worn. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact, and ensure no eating, drinking, or smoking in work areas. Emergency eyewash stations and safety showers should be readily accessible during handling operations.

How to store 4-ethoxyaniline correctly?

4-ethoxyaniline should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers away from incompatible materials such as strong oxidizing agents and acids. Storage areas should be equipped with appropriate spill containment measures and maintained at stable temperatures. Ensure proper labeling with hazard warnings and restrict access to authorized personnel only. Regular inspection of containers for damage or leakage is recommended.

What to do in case of contact with 4-ethoxyaniline?

In case of skin contact with 4-ethoxyaniline, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with clean water for 15-20 minutes and seek medical attention. If inhaled, move the person to fresh air and monitor breathing. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to dispose of 4-ethoxyaniline properly?

4-ethoxyaniline disposal must comply with local and national hazardous waste regulations due to its mutagenic classification. The substance 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 approved facilities is typically the preferred method. Never dispose of this chemical through regular waste streams or pour it down drains. Consult local environmental authorities for specific disposal requirements.

How to transport 4-ethoxyaniline?

4-ethoxyaniline is classified as ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. It must be packaged in UN-approved containers with appropriate hazard labels and documentation. Transport vehicles require proper placarding and drivers need hazardous materials certification. The substance should be secured to prevent movement during transit and separated from incompatible materials. Emergency response information must accompany shipments, and transport should follow designated routes where applicable.

Is 4-ethoxyaniline subject to specific regulations?

4-ethoxyaniline is subject to various chemical regulations including REACH registration requirements in the European Union and CLP classification obligations. Its mutagenic properties (Muta. 2) place it under strict regulatory oversight for occupational health and safety. Users must comply with worker protection regulations and may need to implement specific risk management measures. The substance requires proper classification, labeling, and safety data sheet provision according to GHS standards and local chemical legislation.

Where to buy 4-ethoxyaniline in Europe?

4-ethoxyaniline is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across the continent. OYSI provides high-quality chemical products with proper documentation, safety data sheets, and regulatory compliance support. As a professional chemical distributor, OYSI ensures reliable supply chains and technical expertise for industrial applications. Contact OYSI directly for availability, specifications, and pricing information tailored to your specific requirements and application needs.

Data Sources

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