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5-(Trimethylammonio)indole

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Identification
Molecular formula
C11H16N2O
CAS number
3296-90-0
IUPAC name
1H-indol-5-yl(trimethyl)ammonium
State
State

At room temperature, 5-(Trimethylammonio)indole is found in a solid state.

Melting point (Celsius)
80.00
Melting point (Kelvin)
353.00
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.00
General information
Molecular weight
204.28g/mol
Molar mass
204.2830g/mol
Density
1.0200g/cm3
Appearence

This compound typically appears as a crystalline solid. It may be white or off-white in color.

Comment on solubility

Solubility of 1H-indol-5-yl(trimethyl)ammonium

The solubility of 1H-indol-5-yl(trimethyl)ammonium is an intriguing characteristic influenced by its ionic nature and hydrophobic indole structure. This compound is generally regarded as:

  • Highly soluble in polar solvents: Due to the presence of the trimethylammonium group, which has a positive charge, it exhibits good solubility in water.
  • Limited solubility in non-polar solvents: The large indole moiety contributes to hydrophobic interactions, making it less soluble in organic solvents such as hexane or toluene.
  • pH dependency: Its solubility can vary with pH; as a quaternary ammonium salt, it remains soluble across a range of pH levels.

In conclusion, the solubility behavior of 1H-indol-5-yl(trimethyl)ammonium can be summarized as being predominantly soluble in aqueous environments, favoring applications where solubility in water is advantageous, while demonstrating poor solubility in organic solvents due to its structural characteristics.

Interesting facts

Interesting Facts about 1H-Indol-5-yl(trimethyl)ammonium

1H-Indol-5-yl(trimethyl)ammonium is a fascinating compound within the realm of organic chemistry, particularly due to its structure and potential applications. This compound belongs to the family of ammonium salts, which are notable for their diverse roles in biological systems and materials science.

Key Features of 1H-Indol-5-yl(trimethyl)ammonium:

  • Structure: It features an indole moiety, which is a cyclic compound that plays a crucial role in the structure of numerous important natural products and pharmaceuticals.
  • Biological Relevance: Indole derivatives are significant in biological chemistry, often playing roles in neurotransmission and as precursors to various bioactive compounds.
  • Applications: Given its ammonium group, it may have potential applications in drug design, where cationic species can enhance solubility and bioavailability.
  • Interactions: The trimethylammonium part can interact with anionic counterparts to form zwitterionic species, opening avenues for the study of complicated biochemical processes.

As a chemistry student, one might find it intriguing to explore the following:

  1. How does the presence of the trimethylammonium group affect the chemical reactivity of the indole framework?
  2. What are the implications of this compound in the study of neurotransmitter functions and mood regulation, given its relatedness to neurotransmitter serotonin?
  3. Could this compound serve as a potential lead for designing new drugs targeting specific receptors in the brain?

In summary, 1H-indol-5-yl(trimethyl)ammonium not only represents a unique amalgamation of structure and function but also provides a wealth of avenues for exploration in both biochemical and material science. Its versatility and relevance in various fields make it a compound worthy of study.

Synonyms
SCHEMBL17817941