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4-(1H-indol-2-yl)aniline

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Identification
Molecular formula
C14H12N2
CAS number
1450-56-2
IUPAC name
4-(1H-indol-2-yl)aniline
State
State

At room temperature, 4-(1H-indol-2-yl)aniline is in a solid state. Due to its aromatic nature, it forms stable solid crystals that maintain their form under standard environmental conditions unless exposed to extreme temperatures or reactive chemicals.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.20
Boiling point (Celsius)
455.50
Boiling point (Kelvin)
728.60
General information
Molecular weight
208.26g/mol
Molar mass
208.2520g/mol
Density
1.2600g/cm3
Appearence

4-(1H-indol-2-yl)aniline is typically a pale yellow to off-white crystalline solid. This compound can appear as a powder or as small, defined crystals, which are characteristic of organic aromatic compounds. It may exhibit a mild aromatic odor.

Comment on solubility

Solubility of 4-(1H-indol-2-yl)aniline

4-(1H-indol-2-yl)aniline, also known by its IUPAC name, displays intriguing solubility characteristics. Understanding its behavior in various solvents is crucial for applications in both synthetic chemistry and pharmaceuticals.

Solubility Characteristics:

  • Polar Solvents: 4-(1H-indol-2-yl)aniline shows moderate solubility in polar solvents like water and alcohols. This is due to the ability of the aniline group to form hydrogen bonds.
  • Apolar Solvents: In contrast, it exhibits better solubility in non-polar solvents, such as benzene or chloroform, which can stabilize the indole moiety through hydrophobic interactions.
  • Solvent Effects: The solubility can be influenced by the pH of the solution. For instance, in acidic conditions, the amine group can become protonated, thereby increasing its solubility in aqueous environments.

As noted in various studies, “the solubility of compounds significantly impacts their biological activity and chemical reactivity.” Therefore, researchers should consider these factors when investigating the applications of 4-(1H-indol-2-yl)aniline in developing new drugs or materials.

In conclusion, while the solubility of 4-(1H-indol-2-yl)aniline may vary across different solvents, its unique properties allow for versatile applications, particularly in environments where solubility plays a critical role in performance.

Interesting facts

Interesting Facts about 4-(1H-indol-2-yl)aniline

4-(1H-indol-2-yl)aniline, also known as a derivative of indole, is a fascinating compound in the field of organic chemistry due to its structural complexity and biological significance.

Key Features

  • Indole Structure: The compound features an indole moiety, which is a bicyclic structure composed of a benzene ring fused to a pyrrole ring. This component contributes to the compound's unique properties.
  • Biological Relevance: Indole derivatives are known for their diverse biological activities, including antimicrobial, antiviral, and anticancer properties. This makes 4-(1H-indol-2-yl)aniline a candidate for pharmaceutical research.
  • Ligand Properties: Due to its ability to coordinate with metals, this compound can act as a ligand in coordination chemistry, which is important for developing new materials and catalysts.
  • Fluorescent Properties: Some indole derivatives, including this compound, exhibit fluorescence, making them useful in biological imaging and as fluorescent probes in research applications.

Applications in Research

The compound has garnered interest in various research fields. For instance:

  • It is investigated in designing new anticancer agents due to its potential to inhibit cancer cell growth.
  • Its unique spectral properties enable it to serve in the development of fluorescent sensors for detecting environmental pollutants.
  • Researchers explore its role in the synthesis of novel materials for optical and electronic devices.

Quote from Researchers

As some chemists put it, “The indole core is a versatile scaffold that allows for the exploration of various chemical and biological applications.” This epitomizes the importance of compounds like 4-(1H-indol-2-yl)aniline in advancing scientific knowledge and innovation.

Overall, 4-(1H-indol-2-yl)aniline represents an exciting area of study in the intersection of organic chemistry and pharmacology, paving the way for future discoveries!

Synonyms
21889-05-4
2-(4-Aminophenyl)indole
2-(p-Aminophenyl)indole
INDOLE, 2-(p-AMINOPHENYL)-
Benzenamine, 4-(1H-indol-2-yl)-
951PA1NR6Z
NSC 119095
NSC-119095
BRN 0474966
UNII-951PA1NR6Z
DTXSID60176290
4-(1H-INDOL-2-YL)BENZENAMINE
5-22-11-00067 (Beilstein Handbook Reference)
RefChem:84337
DTXCID3098781
Benzenamine, 4-(1H-indol-2-yl)-(9CI)
4-(1H-indol-2-yl)aniline
4-(1H-Indol-2-yl)-phenylamine
MFCD01719190
NSC119095
2-(4-Aminophenyl)-1H-indole
4-(1H-indol-2-yl)phenylamine
4-(2-Indolyl)aniline
Indole,2-(4-aminophenyl)
SCHEMBL529205
CHEMBL1897879
SCHEMBL29588121
ALBB-038267
STL237788
AKOS000216112
NCGC00186315-01
AS-58351
SY065077
DB-066654
Benzenamine, 4-(1H-indol-2-yl)- (9CI)
E74238
AT-051/42761821