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Indigo

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Identification
Molecular formula
C16H10N2O2
CAS number
482-89-3
IUPAC name
2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol
State
State

Indigo is a solid at room temperature. It is typically handled in its powdered form. As a solid dye, it remains stable under normal conditions and is used extensively in the textile industry, most notably for dyeing denim to produce blue jeans.

Melting point (Celsius)
390.00
Melting point (Kelvin)
663.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
262.27g/mol
Molar mass
262.2740g/mol
Density
1.4774g/cm3
Appearence

Indigo appears as a lustrous blue powder. It has a deep, rich blue color that has historically been used as a dye. Under microscopic examination, it may appear as small particles with a vitreous luster. Indigo's striking color makes it easily recognizable and it is insoluble in water, which influences its appearance when mixed with liquids.

Comment on solubility

Solubility of 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol

The solubility characteristics of 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol can be quite intriguing and are influenced by the compound's specific structure and functional groups. This compound, which includes multiple indole rings and hydroxyl groups, exhibits distinct solubility behaviors in various solvents.

Some key points about its solubility are:

  • Solvent Polarity: The presence of hydroxyl groups often enhances solubility in polar solvents such as water and alcohols because they can form hydrogen bonds.
  • Aromaticity: The indole moieties can promote solubility in non-polar solvents due to their hydrophobic nature, potentially making the compound soluble in organic solvents like chloroform or benzene.
  • pH Dependence: Alteration of pH may significantly affect solubility, especially with compounds having ionizable groups. The protonation state in different pH environments can either enhance or hinder solubility.

In summary, the compound 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol likely showcases a dual nature in solubility, being soluble in both polar and non-polar solvents under the right conditions. Understanding these properties is essential for practical applications, especially in pharmaceutical formulation where solubility can impact bioavailability.

Interesting facts

Interesting Facts about 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol

The compound 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol is a fascinating member of the indole family. Indoles are significant in the field of chemistry due to their diverse biological activities and well-recognized occurrences in nature. Here are some intriguing aspects of this compound:

  • Biological Importance: Compounds derived from indoles have been reported to exhibit a wide range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties.
  • Natural Occurrence: Indoles are commonly found in many plant species, contributing to their scent or flavor profiles. This compound, with its indole bases, likely contributes similarly to its source.
  • Synthetic Routes: The synthesis of such compounds can inspire innovative chemical reactions, providing a platform for students and researchers to explore novel methodologies in organic chemistry.
  • Research Interest: The structural complexity of 2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol makes it a subject of research in the field of medicinal chemistry, with ongoing studies focusing on its potential therapeutic applications.

Moreover, the potential for developing derivatives from this compound opens pathways for enhanced pharmacological characteristics. As highlighted in recent literature, indole-based compounds have drawn attention for their ability to interact with biological systems, embodying a bridge between organic synthesis and medicinal applications. As a chemistry student or researcher, delving into the study of such compounds not only sharpens one’s understanding of organic chemistry but also ignites a passion for discovering life-saving drugs and therapeutic agents.

Synonyms
Leucoindigo
6537-68-4
[2,2'-Bi-1H-indole]-3,3'-diol
EINECS 229-449-2
(2,2'-Bi-1H-indole)-3,3'-diol
DTXSID7074870
NSC 8648
DTXCID8044599
229-449-2
1H,1'H-[2,2'-BIINDOLE]-3,3'-DIOL
[2,3'-diol
Indigweiss
Leuco Indigo
NSC8648
2-(3-hydroxy-1H-indol-2-yl)-1H-indol-3-ol
2,2'-Biindoxyl
A1LWK
SCHEMBL13698928