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o-Anisidine

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Identification
Molecular formula
C7H9NO
CAS number
90-04-0
IUPAC name
2-methoxyaniline
State
State

At room temperature, o-Anisidine exists as a liquid.

Melting point (Celsius)
5.00
Melting point (Kelvin)
278.00
Boiling point (Celsius)
221.00
Boiling point (Kelvin)
494.00
General information
Molecular weight
123.15g/mol
Molar mass
123.1540g/mol
Density
1.0920g/cm3
Appearence

o-Anisidine is an oily, yellowish liquid with a characteristic slight aniline-like odor. Upon exposure to air, it is prone to darkening due to oxidation.

Comment on solubility

Solubility of 2-methoxyaniline

2-methoxyaniline, with its molecular formula C8H11NO, exhibits interesting solubility characteristics that are noteworthy for various applications in the field of organic chemistry. This compound is primarily known for its moderate solubility in polar solvents due to its functional groups.

Key Points on Solubility:

  • Solvent Compatibility: 2-methoxyaniline is soluble in water and organic solvents such as ethanol and methanol, which indicates its amphiphilic nature.
  • Temperature Influence: As is common with many organic compounds, the solubility of 2-methoxyaniline generally increases with temperature.
  • pH Factor: The solubility can be affected by the pH of the solution, where lower pH conditions may increase the solubility due to protonation of the amine group.

In summary, the solubility of 2-methoxyaniline can be described as moderate to good, particularly in solvents of varying polarity, making it a versatile compound for use in different chemical formulations. Understanding its solubility properties is essential in applications such as synthesis and material formulation.

Interesting facts

Interesting Facts About 2-Methoxyaniline

2-Methoxyaniline, also known as o-methoxyaniline, is an aromatic amine that plays a significant role in various chemical applications. Here are some intriguing insights about this compound:

  • Chemical Structure: The presence of a methoxy group (-OCH3) on the aniline ring substantially influences the compound's reactivity and properties, often making it more nucleophilic.
  • Applications: 2-Methoxyaniline is used in the synthesis of dyes, particularly azo dyes, which are essential in the textile and printing industries.
  • Biological Activity: Research has indicated that compounds related to 2-methoxyaniline can exhibit various biological activities, including potential anti-cancer properties, making it a subject of interest in medicinal chemistry.
  • Synthesis: The synthesis of 2-methoxyaniline can be achieved through several methods, including the methylation of aniline or by the reaction of aniline with methanol in the presence of catalysts.
  • Environmental Considerations: As with many aromatic amines, the environmental and health impact of 2-methoxyaniline is an area of concern, leading to regulations on its use and handling.
  • Further Research: Ongoing studies are focusing on the modification of 2-methoxyaniline to enhance its chemical reactivity and explore its potential uses in organic synthesis.

As a reactive aromatic amine, 2-methoxyaniline serves as an excellent example of how small structural changes can lead to varied and valuable chemical properties. Understanding such compounds opens doors to innovations in synthetic chemistry and materials science.

Synonyms
O-ANISIDINE
2-Methoxyaniline
90-04-0
2-Anisidine
2-Aminoanisole
o-Aminoanisole
o-Methoxyaniline
Ortho-anisidine
Benzenamine, 2-methoxy-
2-Methoxybenzenamine
o-Anisylamine
1-Amino-2-methoxybenzene
o-Methoxyphenylamine
ortho-Aminoanisole
2-Methoxy-1-aminobenzene
ortho-Methoxyaniline
2-Methoxy-phenylamine
2-methoxyphenylamine
ortho-Methoxyphenylamine
Anisidine, o-
NSC 3122
CCRIS 768
HSDB 2073
2-METHOXY-ANILINE
o-Aminophenol methyl ether
EINECS 201-963-1
UNII-NUX042F201
BRN 0386210
2-Aminomethoxybenzene
DTXSID5023877
Aniline, 2-methoxy-
CHEBI:82288
AI3-08584
NSC-3122
O-ANISIDINE [HSDB]
UN 2431 (Salt/Mix)
ORTHO-ANISIDINE [IARC]
DTXCID803877
EC 201-963-1
NUX042F201
4-13-00-00806 (Beilstein Handbook Reference)
MFCD00007688
ORTHO-ANISIDINE (IARC)
O-Anisidina
CAS-90-04-0
ORTHO ANISIDINE
oAminoanisole
oAnisylamine
oMethoxyaniline
2methoxyaniline
2Aminoanisole
o-anisidin
2-methoxyanilin
2Anisidine
orthoAminoanisole
2-Methoxianalina
2-methoxylaniline
oMethoxyphenylamine
orthoMethoxyaniline
2-methyloxyaniline
2-methoxy aniline
2-Metossi-anilina
2Methoxybenzenamine
2-methyoxy-aniline
2-methoxybenzeneamine
1Amino2methoxybenzene
2Methoxy1aminobenzene
2-(methyloxy)aniline
2-methoxyphenyl amine
Benzenamine, 2methoxy
orthoMethoxyphenylamine
2-amino-methoxybenzene
(2-methoxyphenyl)amine
2-(methyloxy) aniline
o-Anisidina (Spanish)
Benzolamin, 2-methoxy-
(2-methoxyphenyl)-amine
o-Anisidine, >=99%
2-Methoxyanilin (German)
2-Methoxianalina (German)
Amine, o-methoxyphenylamine
SCHEMBL14598
o-Anisidine (ACGIH:OSHA)
2-Metossi-anilina (Italian)
MLS001050112
BIDD:GT0815
Benzenamine, 2-methoxy-(9CI)
CHEMBL1612004
o-Anisidine, analytical standard
Benzolamin, 2-methoxy-(German)
NSC3122
Tox21_201460
Tox21_300053
STL169147
AKOS000102650
NCGC00091248-01
NCGC00091248-02
NCGC00091248-03
NCGC00091248-04
NCGC00254164-01
NCGC00259011-01
AC-11739
AS-10980
BP-21350
SMR001216591
2-Anisidine 100 microg/mL in Acetonitrile
DB-057180
A0486
NS00002777
EN300-19068
C19191
A843418
Q3295808
F2190-0439
201-963-1