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Trimethyl(phenyliminomethyl)ammonium iodide

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Identification
Molecular formula
C10H15IN2
CAS number
2859-23-8
IUPAC name
trimethyl(phenyliminomethyl)ammonium;iodide
State
State

At room temperature, trimethyl(phenyliminomethyl)ammonium iodide is in a solid state. It is stable under normal conditions, indicating that it remains a powder rather than liquefying or vaporizing at ambient temperatures.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.00
Boiling point (Celsius)
285.00
Boiling point (Kelvin)
558.00
General information
Molecular weight
265.11g/mol
Molar mass
265.1090g/mol
Density
1.5191g/cm3
Appearence

Trimethyl(phenyliminomethyl)ammonium iodide appears as a crystalline powder. It is typically white or off-white in color, exhibiting the fine, particulate properties typical of iodide salts.

Comment on solubility

Solubility of Trimethyl(phenyliminomethyl)ammonium iodide

Trimethyl(phenyliminomethyl)ammonium iodide, with the chemical formula [(C6H5CH=N(CH3)3)I], exhibits interesting solubility characteristics that can be influenced by several factors:

  • Polarity: This compound is a quaternary ammonium salt, leading to significant ionic character due to the iodide ion. Consequently, its solubility in polar solvents, particularly water, is expected to be favorable.
  • Solvent Compatibility: It is generally soluble in aqueous solutions and also shows solubility in various organic polar solvents like methanol and ethanol. The precise solubility may vary based on temperature and concentration.
  • Influence of Anions: The presence of iodide ions can enhance solubility in some cases due to its size and ability to stabilize the ammonium cation through ion-dipole interactions.

As with many ionic compounds, the solubility can be summarized in one quote: "Like dissolves like." Therefore, it should be noted that while Trimethyl(phenyliminomethyl)ammonium iodide is soluble in polar solvents, it may exhibit limited solubility in nonpolar solvents. Always consult specific solubility data for precise applications.

Interesting facts

Interesting Facts about Trimethyl(phenyliminomethyl)ammonium Iodide

Trimethyl(phenyliminomethyl)ammonium iodide is a remarkable compound that sits at the intersection of organic and inorganic chemistry. Its unique structure makes it a fascinating subject for study. Here are some intriguing aspects:

  • Quaternary Ammonium Salt: This compound is classified as a quaternary ammonium salt, which means it contains a positively charged nitrogen atom bonded to four organic groups. This property often imparts distinctive solubility and reactivity characteristics compared to regular amines.
  • Synthesis: The preparation of trimethyl(phenyliminomethyl)ammonium iodide often involves intriguing synthetic strategies, such as the reaction of trimethylamine with phenylacetaldehyde followed by the addition of an iodide source. This showcases the beauty of organic synthesis and the practical application of nucleophilic substitution reactions.
  • Applications: Compounds like trimethyl(phenyliminomethyl)ammonium iodide are utilized in various fields, including as catalysts and intermediates in organic reactions. They can also play roles in biological systems, potentially influencing cell membrane permeability and transport mechanisms.
  • Research Significance: Ongoing research into quaternary ammonium salts like this compound contributes to our understanding of chemical bonding, reactivity patterns, and applications in materials science.
  • Chemical Behavior: In aqueous solutions, the presence of the iodide ion allows for intriguing study of ionic interactions and how they affect the properties of the compound. Furthermore, the steric hindrance from the three methyl groups can lead to unique conformational properties that are of interest to chemists.

In summary, trimethyl(phenyliminomethyl)ammonium iodide is not just a simple compound; it's a key player in the realms of organic chemistry and material science, offering various avenues for exploration and application. Its unique structure and properties demonstrate the complexity and beauty of chemical compounds in nature.

Synonyms
N,N-Dimethyl-N'-phenylformamidine and methyl iodide
2151-85-1