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4-Aminophenylacetic acid

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Identification
Molecular formula
C8H9NO2
CAS number
1197-55-3
IUPAC name
2-(4-aminophenyl)acetic acid
State
State

At room temperature, 4-Aminophenylacetic acid is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
409.90
Boiling point (Kelvin)
683.05
General information
Molecular weight
151.16g/mol
Molar mass
151.1630g/mol
Density
1.2390g/cm3
Appearence

4-Aminophenylacetic acid appears as a white to pale yellow crystalline powder. It is typically odorless or has a slight amine-like odor. The compound is known to be relatively stable under normal conditions of use and storage.

Comment on solubility

Solubility of 2-(4-Aminophenyl)acetic Acid

2-(4-Aminophenyl)acetic acid, a compound that contains both amino and carboxylic functional groups, exhibits interesting solubility characteristics. Here is a comprehensive overview:

  • Polar Nature: Due to the presence of the carboxylic acid group (-COOH), this compound is relatively polar, enhancing its solubility in polar solvents.
  • Solubility in Water: 2-(4-Aminophenyl)acetic acid is known to be soluble in water. This is mainly attributed to the formation of hydrogen bonds between the –NH2 and –COOH groups and water molecules.
  • Solubility in Organic Solvents: It has limited solubility in non-polar organic solvents, which can be explained by its polar character, making it less compatible with such solvents.
  • pH Dependence: The solubility can also vary with pH. At lower pH values, the acidic group is protonated, potentially increasing solubility, while at higher pH values, the deprotonation may yield an anionic form that is more soluble.

Overall, the solubility profile of 2-(4-Aminophenyl)acetic acid showcases the intricate balance of polarity and the influence of functional groups on solvent interactions. As a result, it is generally soluble in aqueous solutions, making it an interesting candidate for various applications.

Interesting facts

Interesting Facts about 2-(4-aminophenyl)acetic acid

2-(4-aminophenyl)acetic acid, also known as 4-aminophenylacetic acid, is a fascinating compound in the field of organic chemistry due to its unique structure and properties. Here are some intriguing aspects of this compound:

  • Biological Activity: This compound is known for its significant pharmacological properties, making it an area of interest in medicinal chemistry. It serves as a potential candidate for developing anti-inflammatory agents and analgesics.
  • Synthesis: The synthesis of 2-(4-aminophenyl)acetic acid typically involves a straightforward organic reaction process, which can be a great topic for students learning about amine and carboxylic acid chemistry.
  • Intermediates: In many synthesis pathways, it acts as an important intermediate, which highlights its versatility in organic synthesis.
  • Structure-Activity Relationship: The study of this compound offers insights into the structure-activity relationship (SAR) in drug development, allowing chemists to explore how various modifications can influence biological activity.
  • Environmental Considerations: As with many chemical compounds, understanding the environmental impact and degradation pathways of 2-(4-aminophenyl)acetic acid is crucial, especially for those studying environmental chemistry.

In summary, 2-(4-aminophenyl)acetic acid is not merely a compound but a stepping stone into the intricate world of chemical research and drug development. Its multifaceted nature invites researchers and students alike to delve deeper, making it a staple in academic studies.

Synonyms
4-Aminophenylacetic acid
1197-55-3
Benzeneacetic acid, 4-amino-
P-AMINOPHENYLACETIC ACID
(p-Aminophenyl)acetic acid
CCRIS 3157
EINECS 214-828-7
UNII-1IED47A544
BRN 2208094
1IED47A544
NSC-7929
4-(CARBOXYMETHYL)ANILINE
DTXSID1061609
3-14-00-01182 (Beilstein Handbook Reference)
P-AMINOPHENYLACETIC ACID [MI]
4Carboxymethylaniline
pAminoalphatoluic acid
4aminophenylacetic acid
4Aminobenzeneacetic acid
(pAminophenyl)acetic acid
4-APAA
Benzeneacetic acid, 4amino
(paraAminophenyl)acetic acid
Acetic acid, (paminophenyl)
DTXCID3033519
csewaugpaqpmdc-uhfffaoysa-n
inchi=1/c8h9no2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4h,5,9h2,(h,10,11
2-(4-aminophenyl)acetic acid
4-Aminobenzeneacetic acid
Acetic acid, (p-aminophenyl)-
4-Carboxymethylaniline
(4-aminophenyl)acetic acid
(para-Aminophenyl)acetic acid
MFCD00007916
Desacetyl Actarit
NSC 7929
4-(Aminophenyl)acetic acid
p-Amino-.alpha.-toluic acid
p-Amino-alpha-toluic acid
(4-Amino-phenyl)-acetic acid
4-Aminophenylaceticacid
4-Aminophenylacetic acid, 98%
p-aminophenyl acetic acid
4-amino phenylacetic acid
4-amino-phenylacetic acid
4-aminophenyl acetic acid
4-aminophenyl-acetic acid
4-aminobenzene acetic acid
Para-aminophenylacetic acid
4-amino phenyl acetic acid
4-amino-phenyl acetic acid
4-amino-phenyl-acetic acid
(p-aminophenyl)-acetic acid
(4-amino-phenyl)acetic acid
(4-aminophenyl)-acetic acid
2-(4aminophenyl)acetic acid
Oprea1_658624
SCHEMBL39103
2-(4-aminophenyl)-acetic acid
CHEMBL3278327
2-(4-amino phenyl)-acetic acid
NSC7929
BDBM231635
BCP24945
KXB17446
STR03492
AC7503
BBL018950
STL139160
AKOS000104762
BS-3833
CS-W018535
BP-24384
HY-75476
SY001637
A0393
NS00023881
EN300-20755
AE-508/40191188
Q15726001
4-Aminophenylacetic acid, Vetec(TM) reagent grade, 98%
F0001-0324
Z104481066
4-Aminobenzeneacetic acid;4-Aminophenylacetic acid;NSC 7929