N-Methylaniline

N-Methylaniline
Names
Preferred IUPAC name
N-Methylaniline
Other names
N-methylbenzenamine
N-Monomethylaniline
Anilinomethane
N-phenylmethylamine
Monomethylaniline
N-methylaminobenzene
Methylbenzeneamine
N-Methyl-phenylamine
(methylamino) benzene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.610
EC Number
  • 249-927-4
KEGG
RTECS number
  • BY4550000
UNII
UN number 2294
  • InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
    Key: AFBPFSWMIHJQDM-UHFFFAOYSA-N
  • CNC1=CC=CC=C1
Properties
C7H9N
Molar mass 107.156 g·mol−1
Appearance colorless liquid
Odor weak, ammonia-like
Density 0.99 g/mL
Melting point −57 °C (−71 °F; 216 K)
Boiling point 194 to 196 °C (381 to 385 °F; 467 to 469 K)
Insoluble
Vapor pressure 0.3 mmHg (20 °C)
−82.74·10−6 cm3/mol
Hazards
GHS labelling:
Danger
H301, H311, H331, H373, H410
P260, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Preview warning: Omit Rules: keep P260, omit P261
Flash point 79 °C; 175 °F; 353 K
Lethal dose or concentration (LD, LC):
280 mg/kg (rabbit, oral)
1200 mg/kg (guinea pig, oral)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 2 ppm (9 mg/m3) [skin]
REL (Recommended)
TWA 0.5 ppm (2 mg/m3) [skin]
IDLH (Immediate danger)
100 ppm
Related compounds
Aniline
Dimethylaniline
Related compounds
Toluidines
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

N-Methylaniline (NMA) is an aniline derivative. It is an organic compound with the chemical formula C6H5NH(CH3). The substance is a colorless viscous liquid, Samples turn brown when exposed to air. The chemical is insoluble in water. It is used as a latent and coupling solvent and is also used as an intermediate for dyes, agrochemicals and other organic products manufacturing. NMA is toxic and exposure can cause damage to the central nervous system and can also cause liver and kidney failure. The comprehensive evaluation of N-methylaniline by the Bureau for Chemical Substances in Poland, completed in 2024 as a part of the European Union's REACH regulation, has confirmed significant concerns regarding the carcinogenicity and mutagenicity of N-methylaniline.