N-methylaniline

C7H9N

CAS100-61-8
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
100-61-8
EC Number
202-870-9
UN Number
2294
Index Number
612-015-00-5
PubChem CID
7515

Physical-chemical properties

Molecular Formula
C7H9N
Molar Mass
107.15 g/mol
IUPAC Name
N-methylaniline

Chemical Identifiers

InChI
InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
InChI Key
AFBPFSWMIHJQDM-UHFFFAOYSA-N

Overview

N-methylaniline (CAS 100-61-8) is an aromatic amine compound with distinctive chemical reactivity and industrial applications in organic synthesis. N-methylaniline represents a significant aromatic amine derivative widely utilized in chemical manufacturing and industrial processes. This organic compound features a benzene ring directly bonded to a methylated amino group, creating a structure that exhibits both the characteristics of anilines and the enhanced reactivity provided by N-methylation. The substance appears as a pale yellow to colorless liquid with a characteristic amine odor, demonstrating moderate solubility in water and excellent miscibility with most organic solvents. From a safety perspective, N-methylaniline requires careful handling due to its classification as Acute Tox. 3 across multiple exposure routes and STOT RE 2 for repeated exposure toxicity. The compound also presents environmental concerns with its Aquatic Acute 1 and Aquatic Chronic 1 classifications, necessitating appropriate containment and disposal measures. These hazard classifications mandate the use of GHS06, GHS08, and GHS09 pictograms, along with the "Danger" signal word on product labeling. The primary industrial applications of N-methylaniline include its role as an intermediate in dye manufacturing, particularly for producing various azo dyes and pigments. The compound also serves as a crucial building block in pharmaceutical synthesis and as a reagent in organic chemical processes. Its chemical versatility makes it valuable for producing specialty chemicals where controlled amine reactivity is essential. Unlike related compounds such as N-phenylaniline, N-methylaniline offers enhanced nucleophilicity due to its methylated nitrogen atom. OYSI maintains reliable supply chains for N-methylaniline, ensuring consistent availability for European industrial customers requiring this essential chemical intermediate.

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 Number2294
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameN-Methylanilin
Marine PollutantNo

Frequently Asked Questions

What is N-methylaniline?

N-methylaniline is an organic aromatic amine compound with the chemical formula C7H9N and CAS number 100-61-8. This substance consists of an aniline molecule where one hydrogen atom on the amino group is replaced by a methyl group. With a molecular weight of 107.15 g/mol, N-methylaniline is classified as a hazardous chemical requiring careful handling due to its acute toxicity and potential for repeated dose toxicity.

What are the physicochemical properties of N-methylaniline?

N-methylaniline is typically a colorless to pale yellow liquid at room temperature with a characteristic aniline-like odor. As an aromatic amine, it exhibits moderate polarity and is partially soluble in water while being miscible with most organic solvents such as alcohol and ether. The compound is sensitive to light and air, which can cause discoloration over time, and it has a tendency to darken upon exposure to oxidizing conditions.

What is N-methylaniline used for?

N-methylaniline is primarily used as an intermediate in the synthesis of dyes, pharmaceuticals, and agrochemicals. It serves as a key building block in the production of various organic compounds, particularly in the manufacture of azo dyes and pigments. The compound is also utilized in the synthesis of certain pharmaceutical active ingredients and as a chemical intermediate in specialty chemical manufacturing processes within industrial applications.

How to handle N-methylaniline safely?

N-methylaniline requires strict safety measures due to its Acute Tox. 3 classification and STOT RE 2 hazard class. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Avoid skin contact, inhalation, and ingestion as the substance can cause serious health effects. Work in fume hoods when possible and ensure emergency eyewash and shower facilities are readily accessible in the work area.

How to store N-methylaniline correctly?

N-methylaniline must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep away from oxidizing agents, acids, and incompatible materials to prevent dangerous reactions. Storage areas should be equipped with appropriate containment measures for spill control. Due to its aquatic toxicity classification, special precautions must be taken to prevent environmental release during storage.

What to do in case of contact with N-methylaniline?

Immediate action is critical due to N-methylaniline's 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 and seek medical attention. For eye contact, flush with water for at least 15 minutes and remove contact lenses if present. In all cases of exposure, seek immediate medical attention and provide the safety data sheet to medical personnel.

How to dispose of N-methylaniline properly?

N-methylaniline disposal must comply with local and international hazardous waste regulations due to its toxic and environmentally hazardous properties. The substance cannot be disposed of in regular waste streams or sewage systems due to its aquatic toxicity classification. Disposal should only be conducted by licensed hazardous waste disposal companies through appropriate treatment methods such as incineration at authorized facilities with proper emission controls.

How to transport N-methylaniline?

N-methylaniline is classified under ADR regulations as Class 6.1 (Toxic substances), Packing Group III. Transport requires appropriate UN-approved packaging and proper hazard labeling including GHS06, GHS08, and GHS09 pictograms. Shipping documents must include the correct shipping name and hazard declarations. Carriers must be trained in hazardous materials handling and emergency response procedures for toxic substances during transportation.

Is N-methylaniline subject to specific regulations?

N-methylaniline is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. The substance carries multiple hazard classifications requiring specific labeling with 'Danger' signal word and appropriate pictograms. While not currently listed as an SVHC substance, it remains under regulatory scrutiny due to its toxic properties and environmental impact, requiring compliance with occupational exposure limits and environmental protection measures.

Where to buy N-methylaniline in Europe?

N-methylaniline is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across Europe. As an established chemical supplier, OYSI provides N-methylaniline with complete regulatory documentation, safety data sheets, and technical support. Professional buyers can contact OYSI directly for product availability, specifications, and delivery arrangements to European locations while ensuring full regulatory compliance for this controlled substance.

Data Sources

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