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N-Methylaniline Basic information
N-Methylaniline Chemical Properties
  • Melting point:−57 °C(lit.)
  • Boiling point:196 °C(lit.)
  • Density 0.989 g/mL at 25 °C(lit.)
  • vapor pressure 0.5 hPa (20 °C)
  • refractive index n20/D 1.571(lit.)
  • Flash point:174 °F
  • storage temp. Store below +30°C.
  • solubility water: slightly soluble30g/L
  • form Liquid
  • pka4.84(at 25℃)
  • color Clear yellow to brown
  • OdorModerate aniline-type.
  • PH7.6 (1g/l, H2O, 20℃)
  • Water Solubility 30 g/L
  • Sensitive Air Sensitive
  • Merck 14,6019
  • BRN 741982
  • Henry's Law Constant(x 10-5 atm?m3/mol): 1.19 at 25 °C (approximate - calculated from water solubility and vapor pressure)
  • Exposure limitsNIOSH REL: TWA 0.5 ppm (2 mg/m3), IDLH 100 ppm; OSHA PEL: TWA 2 ppm (9 mg/m3); ACGIH TLV: TWA 0.5 ppm (adopted).
  • Stability:Stability Combustible. Incompatible with strong oxidizing agents. Discolours upon exposure to air.
  • CAS DataBase Reference100-61-8(CAS DataBase Reference)
  • NIST Chemistry ReferenceAniline, N-methyl-(100-61-8)
  • EPA Substance Registry SystemN-Methylaniline (100-61-8)
Safety Information
  • Hazard Codes T,N
  • Risk Statements 23/24/25-33-50/53
  • Safety Statements 28-36/37-45-60-61-28A
  • RIDADR UN 2294 6.1/PG 3
  • WGK Germany 3
  • RTECS BY4550000
  • 8
  • Autoignition Temperature500 °C
  • TSCA Yes
  • HazardClass 6.1
  • PackingGroup III
  • HS Code 29214200
  • Hazardous Substances Data100-61-8(Hazardous Substances Data)
  • ToxicityLD in rabbits (g/kg): 0.28 orally; in rabbits, cats (mg/kg): 24, 24 i.v. (Treon)
N-Methylaniline Usage And Synthesis
  • Chemical PropertiesN-Methylaniline is a yellow to light brown oily liquid with a weak, ammonia-like odor. Turns reddishbrown if left standing. The odor threshold is 1.7 ppm
  • Physical propertiesColorless to yellow to pale brown liquid with a faint, ammonia-like odor. Odor threshold concentration is 1.7 ppm (quoted, Amoore and Hautala, 1983).
  • UsesN-Methylaniline is used as a solvent and in organic synthesis.
  • UsesChemical syntheses
  • UsesOrganic synthesis, solvent, acid acceptor.
  • DefinitionChEBI: A methylaniline that is aniline carrying a methyl substituent at the nitrogen atom.
  • Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 14, p. 1007, 1966 DOI: 10.1248/cpb.14.1007
    Journal of the American Chemical Society, 107, p. 493, 1985 DOI: 10.1021/ja00288a037
    Synthetic Communications, 13, p. 601, 1983 DOI: 10.1080/00397918308059535
  • HazardToxic by ingestion, inhalation, and skin absorption. Methemoglobinemia and central nervous system impairment.
  • Health HazardRecommended Personal Protective Equipment: Approved respirator; rubber gloves; splash proof goggles; Symptoms Following Exposure: Inhalation causes dizziness and headache. Ingestion causes bluish discoloration (cyanosis) of lips, ear lobes, and fingernail beds. Liquid irritates eyes. Absorption through skin produces same symptoms as for ingestion; General Treatment for Exposure: INHALATION: remove victim to fresh air and call a physician at once; administer oxygen until physician arrives. INGESTION: give large amount of water; get medical attention at once. EYES or SKIN: flush with plenty of water for at least 15 min.; if cyanosis is present, shower with soap and warm water, with special attention to scalp and finger nails; remove any contaminated clothing; Toxicity by Inhalation (Threshold Limit Value): Data not available; Short-Term Inhalation Limits: Data not available; Toxicity by Ingestion: Data not available; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: Data not available; Liquid or Solid Irritant Characteristics: Data not available; Odor Threshold: Data not available.
  • Chemical ReactivityReactivity with Water No reaction; Reactivity with Common Materials: May attack some forms of plastic; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
  • Safety ProfilePoison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
  • Potential ExposureThe material is used as an intermediate in organic synthesis, as a solvent and as an acid acceptor
  • CarcinogenicityN-methyl aniline (1.95 g/kg of food) given together with sodium nitrite (1.0 g/l of drinking water) to Swiss mice resulted in a 17% incidence of lung adenomas and a 14% incidence of malignant lymphomas; there were no carcinogenic effects in animals treated with Nmethyl aniline alone, suggesting that in vivo nitrosation is necessary for forming carcinogenic nitrosamines.
    In bacterial mutagenicity assays N-methyl aniline was negative with or without metabolic activation.
  • Environmental FateSoil. Reacts slowly with humic acids or humates forming quinoidal structures (Parris, 1980).
  • ShippingUN2294 N-Methylaniline, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
  • Purification MethodsDry it with KOH pellets and fractionally distil it under vacuum. Acetylate, and the acetyl derivative is recrystallised to constant melting point (m 101-102o), then hydrolysed with aqueous HCl and distilled from zinc dust under reduced pressure. [Hammond & Parks J Am Chem Soc 77 340 1955, Beilstein 12 IV 241.]
  • Waste DisposalControlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.
N-Methylaniline Preparation Products And Raw materials
N-Methylaniline(100-61-8)Related Product Information
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