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3-Amino-4-methoxybenzoic acid

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Identification
Molecular formula
C8H9NO3
CAS number
581-54-8
IUPAC name
3-amino-4-methoxy-benzoic acid
State
State

At room temperature, 3-amino-4-methoxybenzoic acid is typically found as a solid. Due to its molecular structure, it is stable and non-volatile under standard conditions.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
167.17g/mol
Molar mass
167.1650g/mol
Density
1.3950g/cm3
Appearence

3-Amino-4-methoxybenzoic acid typically appears as a solid, crystalline powder that is pale yellow to light brown in color. It might have a faint aromatic odor depending on its purity and storage conditions.

Comment on solubility

Solubility of 3-amino-4-methoxy-benzoic acid

3-amino-4-methoxy-benzoic acid, a derivative of benzoic acid, exhibits interesting solubility characteristics that are influenced by its functional groups. The solubility of this compound can be summarized through several key points:

  • Polar Nature: Due to the presence of the amino (–NH2) and methoxy (–OCH3) groups, 3-amino-4-methoxy-benzoic acid is generally more polar than its non-functionalized counterparts, which facilitates solubility in polar solvents.

  • Solvent Interaction: The compound's solubility is notably enhanced in solvents such as water and alcohols due to the ability of the polar functional groups to form hydrogen bonds.

  • pH Dependence: As a carboxylic acid, its solubility can significantly increase in basic solutions where it is deprotonated, leading to the formation of an anionic species, which is more soluble due to its ionic nature.

  • Temperature Effects: Like many organic acids, its solubility is expected to rise with increasing temperature, aligning with the general trend for solubility in many substances.

In conclusion, the solubility of 3-amino-4-methoxy-benzoic acid is markedly influenced by its functional groups, solvent choice, pH, and temperature. This characteristic makes it a compound of interest in various chemical applications.

Interesting facts

Interesting Facts about 3-amino-4-methoxy-benzoic acid

3-amino-4-methoxy-benzoic acid, often referred to as an important derivative of benzoic acid, has several notable characteristics that make it a compound of interest in both organic chemistry and medicinal chemistry.

Chemical Structure and Properties

  • Functional Groups: The presence of amino and methoxy groups significantly affects its reactivity and biological properties.
  • Positioning of Substituents: The specific arrangement of the amino group at the 3-position and methoxy group at the 4-position influences the compound's acidity and potential interactions with biological targets.

Biological Significance

3-amino-4-methoxy-benzoic acid is known for its role in various biological processes, and its derivatives can serve as:

  • Pharmaceutical Intermediates: Used in the synthesis of drugs and biomolecules.
  • Building Blocks: Serve as essential components in the development of new therapeutic agents.

Applications in Research

This compound is a subject of intense research, particularly in:

  • Drug Design: Researchers explore its potential as a lead compound due to its specific substitution pattern which can enhance pharmacological activity.
  • Analytical Chemistry: Used as a reference standard in various analyses due to its well-defined structure.

Quotes from the Field

As a testament to its versatility, one researcher noted:

"The unique structural features of 3-amino-4-methoxy-benzoic acid open doors to innovative designs in drug discovery."

In summary, 3-amino-4-methoxy-benzoic acid is a fascinating compound with diverse applications, making it a valuable topic of study in modern chemistry.

Synonyms
3-Amino-4-methoxybenzoic acid
3-Amino-p-anisic acid
2840-76-8
DTXSID70951070
DTXCID501379203
220-634-3
2840-26-8
3-amino-4-methoxy-benzoic acid
3-Amino-4-anisic acid
p-Anisic acid, 3-amino-
MFCD00002521
BENZOIC ACID, 3-AMINO-4-METHOXY-
Kyselina 3-amino-4-methoxybenzoova
3-Amino-4-methoxybenzoic
3-Amino-4-methoxybenzoicacid
BRN 3243089
EINECS 220-634-3
5-Carboxy-2-methoxyaniline
Kyselina 3-amino-4-methoxybenzoova [Czech]
3-AMINO-4-METHOXY BENZOIC ACID
3-amino4methoxybenzoic acid
3-amino-methoxy benzoic acid
3-amino4-methoxybenzoic acid
2-14-00-00360 (Beilstein Handbook Reference)
SCHEMBL436586
4-methoxy-3-aminobenzoic acid
3-amino -4-methoxybenzoic acid
3-amino 4-methoxy benzoic acid
3-amino-4-(methyloxy)benzoic acid
BBL004466
STK727187
AKOS000103993
BS-3909
CS-W017841
FA71298
3-Amino-4-methoxybenzoic acid, >=98%
AC-16291
SY046669
DB-022225
A1955
NS00049250
EN300-49208
3-amino-4-methoxybenzoic acid; 3-amino-p-anisic acid
Z274783176
InChI=1/C8H9NO3/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4H,9H2,1H3,(H,10,11