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Michler's Ketone

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Identification
Molecular formula
C17H20N2O
CAS number
101-61-1
IUPAC name
[4-[4-[dimethyl-[(4-nitrophenyl)methyl]ammonio]phenyl]phenyl]-dimethyl-[(4-nitrophenyl)methyl]ammonium;dichloride
State
State
At room temperature, it exists as a solid. It can sublimate slowly even below its melting point, especially if the environment is warm or under vacuum. The solid form facilitates handling and integration into various applications.
Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
477.43g/mol
Molar mass
302.3760g/mol
Density
1.1180g/cm3
Appearence

The compound appears typically as a yellow to orange crystalline powder. It is not soluble in water but dissolves in organic solvents, giving a yellow-colored solution. The brightness of its coloration makes it useful in certain dye applications. Being a solid at room temperature, it is amenable for storage in powder form.

Comment on solubility

Solubility of 4-[4-[dimethyl-[(4-nitrophenyl)methyl]ammonio]phenyl]phenyl]-dimethyl-[(4-nitrophenyl)methyl]ammonium;dichloride

The solubility of 4-[4-[dimethyl-[(4-nitrophenyl)methyl]ammonio]phenyl]phenyl]-dimethyl-[(4-nitrophenyl)methyl]ammonium;dichloride exhibits some intriguing characteristics due to its complex structure. Here are a few important aspects to consider:

  • Polarity: The presence of dimethylammonio and nitrophenyl groups suggests a degree of polarity, which may enhance solubility in polar solvents such as water.
  • Ionic Nature: Being a dichloride salt indicates it likely dissociates into positively charged ions and chloride ions in solution, which can further facilitate solubility in aqueous environments.
  • Saturated Solutions: The formation of a saturated solution might depend on temperature and the specific solvent used, as solubility can vary based on these factors.

It’s notable that while salts tend to be soluble in water, the overall behavior of this compound can be influenced by:

  1. Temperature: Increased temperature typically enhances solubility.
  2. Presence of Co-solvents: Adding organic co-solvents can affect solubility.
  3. pH Levels: Changes in pH can significantly alter ionic species in solution, impacting solubility.

In summary, the solubility of this compound is likely to be high in polar solvents such as water, aided by its ionic nature and the functional groups it possesses. Understanding its solubility can be crucial for applications in chemical formulations and biological systems.

Interesting facts

Interesting Facts about 4-[4-[dimethyl-[(4-nitrophenyl)methyl]ammonio]phenyl]phenyl]-dimethyl-[(4-nitrophenyl)methyl]ammonium; dichloride

This compound is a fascinating example of a complex organic salt that showcases the intricate interplay of organic functionalities and charged species. Here are several notable aspects:

  • Structural Complexity: The compound features multiple phenyl groups and ammonium moieties, which lead to a high degree of steric and electronic interactions, making it an interesting subject for studying structure-activity relationships in organic chemistry.
  • Ion Association: As a dichloride, it contains chloride ions associated with the ammonium part of the molecule. This association can impact its solubility and reactivity, particularly in biological contexts.
  • Applications in Dyes and Sensors: Compounds with nitrophenyl groups often have applications in dye production and as sensors due to their ability to undergo electron transfer processes. This highlights their relevance in innovative materials science.
  • Potential Antimicrobial Activity: Certain ammonium salts have been investigated for their antimicrobial properties. The presence of the nitrophenyl group might enhance biological activity, making this compound an interesting candidate for further research in pharmacological contexts.
  • Research Implications: Investigating such compounds often leads to new discoveries in the fields of supramolecular chemistry and material synthesis due to their unique properties and roles in advanced technology.

As a chemistry student, exploring this compound can provide insights into multifunctional materials and stimulate discussions on its potential uses in various fields, from electronics to pharmaceuticals. Always remember the importance of understanding both the theoretical and practical aspects of compounds like this one.

Synonyms
Tetramethylbenzidine bis-chloro-p-nitrobenzylate
24660-78-4
4,4'-Biphenylylenebis(dimethyl(p-nitrobenzyl)ammonium) dichloride
AMMONIUM, 4,4'-BIPHENYLYLENEBIS(DIMETHYL(p-NITROBENZYL)-, DICHLORIDE
RefChem:319142
DTXSID40947607
N~4~,N~4~,N~4'~,N~4'~-Tetramethyl-N~4~,N~4'~-bis[(4-nitrophenyl)methyl][1,1'-biphenyl]-4,4'-bis(aminium) dichloride