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Lobeline

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Identification
Molecular formula
C14H21NO
CAS number
90-69-7
IUPAC name
trimethyl-[2-(2-pyridyl)ethyl]ammonium
State
State

At room temperature, lobeline is typically in a solid state.

Melting point (Celsius)
131.50
Melting point (Kelvin)
404.65
Boiling point (Celsius)
313.20
Boiling point (Kelvin)
586.35
General information
Molecular weight
219.33g/mol
Molar mass
219.2980g/mol
Density
1.0450g/cm3
Appearence

Lobeline appears as white, crystalline powder or solid when isolated and pure. It may also present as slightly yellowish or beige if impurities are present. The compound is typically odorless or has a faint characteristic odor.

Comment on solubility

Solubility of Trimethyl-[2-(2-pyridyl)ethyl]ammonium

Trimethyl-[2-(2-pyridyl)ethyl]ammonium, often referred to as a quaternary ammonium compound, displays interesting solubility characteristics. As with many quaternary amines, its solubility is generally influenced by the following factors:

  • Polarity: The presence of the pyridine group contributes to the polarity of the molecule, potentially enhancing its solubility in polar solvents.
  • Alkyl Chain Length: The trimethyl groups confer hydrophobic character, which may reduce solubility in non-polar solvents.
  • Temperature: Increased temperatures often increase solubility, particularly in aqueous environments.
  • pH Levels: The solubility can also be affected by the pH of the solution due to the protonation state of the nitrogen in the ammonium group.

In summary, while trimethyl-[2-(2-pyridyl)ethyl]ammonium may be soluble in polar solvents such as water and alcohols, its overall solubility characteristics depend on the specific conditions of the environment. As stated, “solubility is a manifestation of the balance between attractive and repulsive forces,” and for this compound, that balance is influenced by its unique structural features.

Interesting facts

Interesting Facts About Trimethyl-[2-(2-pyridyl)ethyl]ammonium

Trimethyl-[2-(2-pyridyl)ethyl]ammonium is an intriguing compound that embodies a fascinating realm of chemistry. Here are some interesting aspects of this compound:

  • Quaternary Ammonium Compound: As a quaternary ammonium salt, it holds a positive charge and plays essential roles in various applications, particularly in chemistry and biochemistry.
  • Biological Significance: Its structure, which features a pyridine ring, is reminiscent of naturally occurring compounds, opening avenues for research in pharmaceuticals and agrochemicals.
  • Versatile Reactivity: The trimethylammonium group is known for its versatility in chemical reactions, such as nucleophilic substitutions and coordination with metals, making it a valuable compound in synthetic chemistry.
  • Solvent Properties: This compound often serves as a phase transfer catalyst because it can easily facilitate the movement of ions between immiscible phases, thus enhancing reaction efficiencies.
  • Cationic Properties: The cationic nature of trimethyl-[2-(2-pyridyl)ethyl]ammonium makes it highly effective in applications like antimicrobial agents, surfactants, and ion-exchange resins.

In summary, trimethyl-[2-(2-pyridyl)ethyl]ammonium is more than just a simple chemical compound; it is a bridge between fundamental chemical research and practical applications. Its unique structure and reactivity continue to inspire scientists and students alike, proving to be a vibrant subject of study.