667. Anisidine

C7H9NO; mol wt 123.15.
C 68.27%, H 7.37%, N 11.37%, O 12.99%.

Description and references

Prepn of p-isomer: Cahours, Ann. 74, 298 (1850); of o-isomer: Mühlhuser, Ann. 207, 235 (1881); of m-isomer: Kadaba, Massie, J. Org. Chem. 22, 333 (1957).

Chemical structure

Derivative

m-Anisidine.

Nomenclature

3-Methoxybenzenamine; 3-methoxyaniline; 3-aminoanisole.

Properties

Pale yellow, oily liquid. Poisonous. Remains fluid even at 10°. bp 251°, bp2 81-86°. Sparingly sol in water; sol in alc, acids.

Derivative

o-Anisidine.

Nomenclature

2-Methoxybenzenamine.

Properties

Yellowish liquid; becomes brownish on exposure to air. Poisonous. 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.

Derivative

p-Anisidine.

Nomenclature

4-Methoxybenzenamine.

Properties

Crystals, mp 57°. bp 246°. Poisonous. Sparingly sol in water; freely sol in methanol, ethanol.

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.