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4-Amino-2-methoxyaniline

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Identification
Molecular formula
C7H10N2O
CAS number
96-70-8
IUPAC name
2-methoxybenzene-1,4-diamine
State
State

At room temperature, 4-Amino-2-methoxyaniline is a solid compound typically found in its crystalline form.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.00
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.00
General information
Molecular weight
138.18g/mol
Molar mass
138.1760g/mol
Density
1.2540g/cm3
Appearence

4-Amino-2-methoxyaniline appears as a pale pink to cream-colored crystalline solid. The color and form may vary slightly depending on purity and specific preparation.

Comment on solubility

Solubility of 2-methoxybenzene-1,4-diamine

2-methoxybenzene-1,4-diamine, also known as para-aminoanisole, exhibits intriguing solubility characteristics that are influenced by its unique molecular structure. This compound is primarily characterized by the presence of both an amine and a methoxy group, which grants it a polar nature. Consequently, this affects its behavior in various solvents:

  • Aqueous solubility: 2-methoxybenzene-1,4-diamine has limited solubility in water, often attributed to the hydrophobic benzene ring that reduces its overall interaction with water molecules.
  • Organic solvents: This compound shows significantly higher solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). This can be explained by the better compatibility of the non-polar benzene ring with organic solvent environments.
  • pH Influence: The solubility can also be significantly affected by the pH of the solution. In acidic conditions, protonation of the amine group can enhance solubility in water, making the amine more hydrophilic.

In conclusion, understanding the solubility of 2-methoxybenzene-1,4-diamine is crucial for its application in chemical processes and pharmaceutical formulations. As with many organic compounds, "like dissolves like" plays a key role in determining its solubility profile. This insight can guide researchers in selecting the ideal solvent for reactions or applications involving this compound.

Interesting facts

Interesting Facts about 2-Methoxybenzene-1,4-diamine

2-Methoxybenzene-1,4-diamine, also known as p-methoxyaniline, is a fascinating organic compound that belongs to the class of aromatic amines. Here are some compelling aspects of this compound:

  • Diverse Applications: This compound is primarily used in the dye industry, where it serves as a precursor for the synthesis of various azo dyes. The incorporation of the methoxy group increases the reactivity of the aniline, making it a valuable building block in dye production.
  • Pharmaceutical Significance: Researchers explore its potential in pharmaceutical applications, including the development of antimicrobial agents. Its substitution pattern offers intriguing avenues for creating new active compounds.
  • Environmental Considerations: As an aromatic amine, 2-methoxybenzene-1,4-diamine can pose environmental and health risks. Its impact on aquatic life and potential to form harmful metabolites necessitates careful handling and evaluation during manufacturing processes.
  • Structural Features: The structure features a methoxy group (-OCH3) attached to a benzene ring, along with two amino groups (-NH2). This specific arrangement contributes to the compound's unique chemical reactivity and properties.
  • Historical Context: With a background in organic synthesis dating back to the 19th century, studies involving this compound have contributed to the broader understanding of aromatic substituent effects in chemical reactions.

Overall, 2-methoxybenzene-1,4-diamine is more than just a chemical; it represents a blend of molecular structure, functionality, and significance in various fields of study. Its continued exploration unveils new insights into material science and medicinal chemistry, which emphasizes the importance of aromatic compounds in modern research.

Synonyms
2-methoxybenzene-1,4-diamine
2,5-Diaminoanisole
p-Diaminoanisole
2-Methoxy-p-phenylenediamine
1,4-Benzenediamine, 2-methoxy-
2-METHOXY-1,4-BENZENEDIAMINE
2-Mppd
2-methoxy-1,4-diaminobenzene
1,4-DIAMINO-2-METHOXYBENZENE
p-Phenylenediamine, 2-methoxy-
CCRIS 1980
HSDB 6250
methoxy-p-phenylenediamine
EINECS 226-161-9
BRN 2803125
UNII-Z99H0MF010
2-methoxy-1,4-phenylenediamine
DTXSID7063766
2-METHOXY-1,4-BENZENEDIAMINE [HSDB]
4-13-00-01431 (Beilstein Handbook Reference)
pDiaminoanisole
2,5Diaminoanisole
2Methoxypphenylenediamine
2MPPD
pPhenylenediamine, 2methoxy
1,4Benzenediamine, 2methoxy
DTXCID5041350
hguyblvglmauff-uhfffaoysa-n
5307-02-8
2-methoxy benzene-1,4-diamine
Z99H0MF010
MFCD00466319
SCHEMBL64099
2-Methoxy-1,4-benzenediamine #
AKOS012981120
AS-46678
DB-134962
CS-0162774
NS00022305
EN300-75950
E10141
Q27295183
Z1147221600