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Tribenzylammonium chloride

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Identification
Molecular formula
C21H22ClN
CAS number
2186-68-9
IUPAC name
tribenzylammonium;chloride
State
State
Tribenzylammonium chloride is typically a solid at room temperature, and it generally remains stable if kept dry and at standard atmospheric conditions.
Melting point (Celsius)
203.00
Melting point (Kelvin)
476.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
395.99g/mol
Molar mass
395.9930g/mol
Density
1.1900g/cm3
Appearence

Tribenzylammonium chloride typically appears as a white crystalline solid. Its crystalline nature allows it to be stable under normal storage conditions.

Comment on solubility

Solubility of Tribenzylammonium Chloride

Tribenzylammonium chloride, a quaternary ammonium compound, presents interesting solubility characteristics that influence its applications in various fields. Its solubility profile can be summarized as follows:

  • Highly soluble in organic solvents: Due to its bulky benzyl groups, tribenzylammonium chloride is primarily soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Limited solubility in water: The presence of the ionic Cl- ion does allow for some solubility, but the overall structure significantly reduces its water solubility.
  • Influence of temperature: As with many ionic compounds, solubility can increase with temperature; however, the hydrophobic nature of the tribenzylammonium part continues to challenge solubility in aqueous solutions.

In practical terms, this means that when working with tribenzylammonium chloride, one should be aware that mixing with aqueous solutions may lead to precipitation or poor dissolution. The solubility might also be enhanced by adjusting the pH or choosing a compatible solvent system, but achieving significant solubility in water remains a challenge.

Understanding these solubility characteristics is crucial for optimizing its use in applications such as phase transfer catalysis and as a solvent in organic synthesis.

Interesting facts

Interesting Facts about Tribenzylammonium Chloride

Tribenzylammonium chloride is a fascinating compound that plays a pivotal role in various fields of chemistry and industry. Here are some intriguing aspects of this versatile compound:

  • Structure and Function: The structure of tribenzylammonium chloride features a quaternary ammonium ion at its core, which consists of a nitrogen atom bonded to three benzyl groups. This configuration is crucial for its function as a surfactant and a phase-transfer agent.
  • Applications: This compound is widely used in organic synthesis and in the extraction of metal ions from aqueous solutions, owing to its ability to facilitate the transfer of ions across phase boundaries. “It’s a bridge that connects different phases,” says many chemists in describing its utility!
  • Antimicrobial Properties: Tribenzylammonium chloride has been recognized for its antimicrobial activities. It can be effective against various bacteria and fungi, making it a candidate for disinfectants and preservatives in pharmaceutical and cosmetic formulations.
  • Biochemical Relevance: In biochemistry, it is often used to enhance the solubility of hydrophobic compounds, making it a valuable tool in drug formulation and delivery systems.

In conclusion, tribenzylammonium chloride is more than just a simple compound; it embodies a variety of functionalities that make it indispensable in both academic and industrial settings. Its unique properties continue to spur research and innovation, proving the enduring significance of chemistry in our daily lives.

Synonyms
Tribenzylammonium chloride
tribenzylazanium chloride
Tribenzylamine, hydrochloride
EINECS 231-647-9
NSC 21266
7673-07-6
Benzenemethanamine, N,N-bis(phenylmethyl)-, hydrochloride
Benzenemethanamine, N,N-bis(phenylmethyl)-, hydrochloride (1:1)
DTXSID10884414
DTXCID401023855
TRIBENZYLAMINE HYDROCHLORIDE