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Tropolone

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Identification
Molecular formula
C7H6O2
CAS number
533-75-5
IUPAC name
4-hydroxycyclohepta-2,4,6-trien-1-one
State
State

At room temperature, tropolone is a solid. Its aromatic ring gives it unique chemical properties and makes it an interesting subject of study in organic chemistry.

Melting point (Celsius)
52.00
Melting point (Kelvin)
325.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
124.14g/mol
Molar mass
124.1370g/mol
Density
1.2660g/cm3
Appearence

Tropolone appears as a pale yellow crystalline solid. It is a compound characterized by its unique seven-membered aromatic ring structure, distinct from the more common six-membered benzene ring typical in aromatic compounds.

Comment on solubility

Solubility of 4-hydroxycyclohepta-2,4,6-trien-1-one

The solubility of 4-hydroxycyclohepta-2,4,6-trien-1-one can be quite intriguing and merits attention due to its unique structure. Here are some key points regarding its solubility:

  • Polar vs. Non-Polar: The presence of the hydroxyl group (-OH) tends to enhance the compound's solubility in polar solvents, such as water and alcohols. This occurs due to hydrogen bonding capabilities, which facilitate interactions with solvent molecules.
  • Solvent Compatibility: This compound is likely to be soluble in organic solvents like ethanol and acetone, but may exhibit limited solubility in non-polar solvents such as hexane.
  • Temperature Effects: Solubility can also be affected by temperature. Typically, an increase in temperature can enhance the solubility of solids in liquids, suggesting that heating could improve dissolution rates of 4-hydroxycyclohepta-2,4,6-trien-1-one in appropriate solvents.
  • pH Influence: The ionic state of the hydroxyl group may be affected by the pH of the surrounding environment, potentially making the compound more or less soluble depending on acidity or basicity.

In summary, the solubility characteristics of 4-hydroxycyclohepta-2,4,6-trien-1-one reveal a fascinating interplay between molecular structure and solvent properties, highlighting the versatility of organic compounds in different mediums. Understanding these solubility aspects is essential for practical applications in fields such as pharmaceuticals and materials science.

Interesting facts

Interesting Facts about 4-Hydroxycyclohepta-2,4,6-trien-1-one

4-Hydroxycyclohepta-2,4,6-trien-1-one, often referred to as a bicyclic compound, stands out due to its unique structure and intriguing properties. Here are some engaging points about this interesting compound:

  • Structural Intricacies: This compound features a cycloheptatriene system that contributes to its aromatic character, making it a versatile target in organic synthesis.
  • Natural Occurrence: Compounds similar to 4-hydroxycyclohepta-2,4,6-trien-1-one are often found in nature, showcasing the compound's potential role in biological systems and natural products.
  • Reactivity Profiles: The presence of the hydroxyl group enhances reactivity, enabling various chemical transformations. This makes it a valuable intermediate for synthesizing more complex molecules.
  • Research and Applications: Its unique properties have drawn attention in medicinal chemistry, particularly for developing new pharmaceuticals. The ability to modify its structure offers possibilities for targeting specific biological pathways.
  • Thermodynamic Stability: The resonance stability provided by its conjugated system allows researchers to explore its thermodynamic and kinetic properties in detail.

Sample Studies:

Recent research has explored the photoactivation of this compound, where exposure to light leads to significant chemical transformations. Such studies can uncover novel mechanisms of action, especially in medicinal contexts.

Understanding the implications of 4-hydroxycyclohepta-2,4,6-trien-1-one can provide insights into both synthetic organic chemistry and biological applications. As scientists continue to unravel its potential, the contributions of this compound to the broader field of chemistry cannot be understated!

Synonyms
gamma-Tropolone
4-Hydroxytropone
5-Hydroxytropone
2,4,6-CYCLOHEPTATRIEN-1-ONE, 4-HYDROXY-
BRN 2238288
4-Hydroxy-2,4,6-cycloheptatrien-1-one
DTXSID90196820
4-08-00-00175 (Beilstein Handbook Reference)
DTXCID30119311
4636-39-9
SCHEMBL7165970
4-hydroxy-cyclohepta-2,4,6-trien-1-one