o-anisidine

Also known as ortho-Aminoanisole, 2-Anisidine, o-Methoxyaniline, 1-Amino-2-methoxybenzene, 2-Aminoanisole, 2-Methoxy-1-aminobenzene, 2-Methoxyaniline, 2-Methoxybenzenamine

'''o-Anisidine (2-anisidine''') is an organic compound with the formula CH3OC6H4NH2. A colorless liquid, commercial samples can appear yellow owing to air oxidation. It is one of three isomers of the methoxy-containing aniline derivative. It is a building block for other more complex compounds.

Chemical data

Formula: C7H9NO
Molecular weight: 123.15 g/mol
IUPAC name: 2-methoxyaniline
SMILES: COC1=CC=CC=C1N
InChIKey: VMPITZXILSNTON-UHFFFAOYSA-N
XLogP: 1.2
Polar surface area: 35.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 123.068413908
Autonomy: 415

Show 17 more facts

canonical SMILES: Nc1ccccc1OC
NIOSH Pocket Guide ID: 0034
density: 1.10
immediately dangerous to life or health: 50
melting point: 6.0
boiling point: 437
flash point: 244
solubility: 1
ionization energy: 7.44
vapor pressure: 0.1
time-weighted average exposure limit: 0.1
median lethal dose (LD50): 2000
short-term exposure limit: 1
ceiling exposure limit: 0.5
chemical formula: C₇H₉NO
subject has role: carcinogen
Commons category: 2-Methoxyaniline

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Encyclopedic overview

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Contents

Production and use
Safety and environmental aspects
References
External links

'''o-Anisidine (2-anisidine') is an organic compound with the formula CH3OC6H4NH2. A colorless liquid, commercial samples can appear yellow owing to air oxidation. It is one of three isomers of the methoxy-containing aniline derivative. It is a building block for other more complex compounds.

==Production and use== It is prepared via methanolysis of 2-chloronitrobenzene: NaOCH3 + ClC6H4NO2 → CH3OC6H4NO2 + NaCl The resulting o-nitroanisole is reduced to o-anisidine.

Excerpted from Wikipedia’s “o-anisidine” article, available under the CC BY-SA 4.0 licence.