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Indole-3-acetaldehyde

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Identification
Molecular formula
C10H9NO
CAS number
771-50-6
IUPAC name
2-(1H-indol-3-yl)acetaldehyde
State
State

Indole-3-acetaldehyde is typically found as a solid at room temperature, appearing in a crystalline form. It can be sensitive to air and light, and is usually stored in a cool, dark place to maintain its stability.

Melting point (Celsius)
96.00
Melting point (Kelvin)
369.15
Boiling point (Celsius)
304.00
Boiling point (Kelvin)
577.15
General information
Molecular weight
145.18g/mol
Molar mass
145.1680g/mol
Density
1.1836g/cm3
Appearence

Indole-3-acetaldehyde typically appears as a light yellow to brownish crystalline powder. It is known for its characteristic indole aromatic odor, similar to that of jasmine or orange blossoms.

Comment on solubility

Solubility of 2-(1H-indol-3-yl)acetaldehyde

2-(1H-indol-3-yl)acetaldehyde, with the chemical formula C10H9NO, exhibits interesting solubility characteristics due to its unique molecular structure. Here are some key points regarding its solubility:

  • Polar and Non-Polar Behavior: The compound contains both polar (amide functional group) and non-polar (aromatic ring) characteristics, which influence its solubility in various solvents.
  • In Water: Generally, 2-(1H-indol-3-yl)acetaldehyde has limited solubility in water due to the hydrophobic aromatic ring that resists interaction with polar water molecules.
  • In Organic Solvents: This compound shows increased solubility in organic solvents such as ethanol, methanol, and dichloromethane. This behavior is attributed to the similar non-polar characteristics of these solvents.
  • Impact of Temperature: Like many organic compounds, its solubility can vary with temperature; typically, solubility increases with rising temperature, allowing more of the compound to dissolve.
  • Potential Applications: Due to its moderate solubility in organic solvents, it can be effectively utilized in various chemical reactions and formulations in organic synthesis.

In summary, while 2-(1H-indol-3-yl)acetaldehyde may not be highly soluble in water, its solubility is enhanced in organic solvents, making it versatile for numerous applications. As noted in solubility studies, understanding the solubility profile is crucial for optimizing its use in various chemical practices.

Interesting facts

Interesting Facts About 2-(1H-indol-3-yl)acetaldehyde

2-(1H-indol-3-yl)acetaldehyde is a fascinating compound that falls within the class of indole derivatives. This compound is particularly notable for its structural and functional characteristics:

  • Biological Activity: The presence of the indole moiety contributes to the compound's biological activities. Indole derivatives are often studied for their potential pharmacological effects, including antidepressant and anti-inflammatory properties.
  • Natural Occurrence: Indole derivatives are found in many natural products, including tryptophan, an essential amino acid. This linkage highlights the importance of indoles in biological systems.
  • Synthesis Potential: The synthesis of 2-(1H-indol-3-yl)acetaldehyde can be approached using various synthetic routes. Its functional groups make it a valuable intermediate in organic synthesis.
  • Research Interest: This compound is the subject of various research studies, particularly in the fields of medicinal chemistry and organic synthesis. Scientists are intrigued by its potential to lead to new drug discoveries.

Quote from a prominent chemist: "The subtle nuances of indole derivatives potentially unlock a treasure trove of therapeutic agents." - Anonymous

In conclusion, 2-(1H-indol-3-yl)acetaldehyde is more than just a compound; it serves as a bridge connecting synthetic chemistry with biological relevance, illustrating the intricate web of nature and chemical synthesis.

Synonyms
2-(1H-indol-3-yl)acetaldehyde
indole-3-acetaldehyde
2591-98-2
Indoleacetaldehyde
1H-indole-3-acetaldehyde
indol-3-ylacetaldehyde
Tryptaldehyde
1H-Indol-3-ylacetaldehyde
2-(indol-3-yl)acetaldehyde
indole acetaldehyde
A346H8E8WU
CCRIS 5808
(indol-3-yl)acetaldehyde
2-(3-Indolyl)acetaldehyde
CHEBI:18086
DTXSID90180582
indoleacetaldehydes
UNII-A346H8E8WU
1H-Indol-3-ylacetaldehyde #
SCHEMBL107104
CHEBI:24823
DTXCID30103073
MSK157407
AKOS006237176
AB02302
1ST157407
DB-265285
C00637
EN300-1601797
3AA2B26B-6E90-473F-AE5E-CBF2BB1ACB49
Q27102813