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Michler's ketone

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Identification
Molecular formula
C28H22N2
CAS number
90-94-8
IUPAC name
4-[(4-anilinophenyl)-(4-phenyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N-phenyl-aniline
State
State

At room temperature, Michler's ketone is typically solid.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
479.60
Boiling point (Kelvin)
752.80
General information
Molecular weight
398.50g/mol
Molar mass
268.3400g/mol
Density
1.2638g/cm3
Appearence

It typically appears as a dark green to black solid powder. It can also exist in crystalline form.

Comment on solubility

Solubility of 4-[(4-anilinophenyl)-(4-phenyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N-phenyl-aniline

The solubility of the compound C28H22N2 can be influenced by several factors due to its complex structure. Here are some key points to consider:

  • Polarity: The presence of multiple aromatic rings and nitrogen atoms suggests that the compound may exhibit moderate polarity, which typically affects its solubility in different solvents.
  • Solvent Compatibility: This compound may be soluble in organic solvents such as chloroform or dimethyl sulfoxide (DMSO), but insoluble in water (due to low polarity).
  • Potential for Solubilization: Methods like the use of surfactants or co-solvents might enhance solubility in aqueous environments.
  • Thermal Stability: The temperature can also play a role in solubility; higher temperatures generally increase solubility for many compounds.

In conclusion, while the complex structure of C28H22N2 suggests varied solubility characteristics, its overall solubility profile will largely depend on the environment and specific conditions under which it is tested.

Interesting facts

Interesting Facts about 4-[(4-anilinophenyl)-(4-phenyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N-phenyl-aniline

This complex compound, often referred to in the realm of organic chemistry, showcases a fascinating interplay of structural elements that make it an interesting topic of study for both chemists and students. Here are some key highlights:

  • Diverse Structure: The molecular architecture features multiple functional groups, making it a representative example of a multifunctional organic compound!
  • Potential Applications: Compounds like this can serve significant roles in the development of dyes, pharmaceuticals, or organic electronics, as they exhibit unique electronic properties.
  • Synthetic Relevance: The compound can be synthesized through a variety of chemical reactions, showcasing the versatility of organic synthesis techniques.
  • Intriguing Resonance: The presence of conjugated systems within its structure allows for interesting electron delocalization, which can influence its reactivity and properties.

In organic chemistry, the study of such compounds involves understanding not just the chemical reactions they undergo but also their stereochemistry and reaction mechanisms. This compound serves as an example of how small changes in structure can lead to significant changes in physical and chemical properties.

In conclusion, 4-[(4-anilinophenyl)-(4-phenyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N-phenyl-aniline is more than just a mouthful of a name; it stands as a testament to the complexity and beauty of organic chemistry! Whether you are a seasoned researcher or an enthusiastic student, delving into its properties can lead to exciting discoveries and insights.

Synonyms
Benzenamine, 4,4'-((4-(phenylimino)-2,5-cyclohexadien-1-ylidene)methylene)bis(N-phenyl-
Benzenamine, 4,4'-[[4-(phenylimino)-2,5-cyclohexadien-1-ylidene]methylene]bis[N-phenyl-
22244-16-2
DTXSID3043865
SCHEMBL13139598
CHEBI:86491
MIIMIZNJMPQNKO-UHFFFAOYSA-N
4-[(4-anilinophenyl)-(4-phenyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N-phenylaniline
Benzenamine, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)-2,5-cyclohexadien-1-ylidene]methyl]-
Q27159192
N,N'-[{[4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methylene}di(4,1-phenylene)]dianiline