Anisidine

Title: Anisidine
Molecular Formula: C7H9NO
Molecular Weight: 123.15
Percent Composition: C 68.27%, H 7.37%, N 11.37%, O 12.99%
Literature References: Prepn of p-isomer: Cahours, Ann. 74, 298 (1850); of o-isomer: Mühlhäuser, Ann. 207, 235 (1881); of m-isomer: Kadaba, Massie, J. Org. Chem. 22, 333 (1957).
Derivative Type: m-Anisidine
Additional Names: 3-Methoxybenzenamine; 3-methoxyaniline; 3-aminoanisole
Properties: Pale yellow, oily liquid. Remains fluid even at -10°. bp 251°, bp2 81-86°. Sparingly sol in water; sol in alc, acids.
Boiling point: bp 251°; bp2 81-86°
Derivative Type: o-Anisidine
Additional Names: 2-Methoxybenzenamine
Properties: Yellowish liquid; becomes brownish on exposure to air. Volatile with steam. bp 225°. mp 5°. d1515 1.098. Practically insol in water. Miscible with alc, ether, acetone, benzene. Keep well closed and protected from light.
Melting point: mp 5°
Boiling point: bp 225°
Density: d1515 1.098
Derivative Type: p-Anisidine
Additional Names: 4-Methoxybenzenamine
Properties: Crystals, mp 57°. bp 246°. Sparingly sol in water; freely sol in methanol, ethanol.
Melting point: mp 57°
Boiling point: bp 246°
CAUTION: o-Anisidine hydrochloride is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-17.
Use: In the manuf of azo dyes.
Anisindione Anisole Anisomycin Anisotropine Methylbromide Anistreplase

Anisidine can refer to any of the three possible isomers of methoxyaniline:

  • o-Anisidine (2-methoxyaniline)
  • m-Anisidine (3-methoxyaniline)
  • p-Anisidine (4-methoxyaniline)