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Isophorone

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Identification
Molecular formula
C9H14O
CAS number
78-59-1
IUPAC name
3,5,5-trimethylcyclopent-2-en-1-one
State
State

At room temperature, isophorone is a liquid. It is capable of forming vapor and can be encountered in gaseous form under conditions of high temperature or reduced pressure.

Melting point (Celsius)
-8.10
Melting point (Kelvin)
265.05
Boiling point (Celsius)
215.20
Boiling point (Kelvin)
488.35
General information
Molecular weight
138.21g/mol
Molar mass
138.2070g/mol
Density
0.9240g/cm3
Appearence

Isophorone is a colorless to pale yellow liquid. It has a peppermint-like odor and is often used as a solvent in various industrial applications. Its appearance can also show slight yellowing upon exposure to air and light due to oxidation.

Comment on solubility

Solubility of 3,5,5-trimethylcyclopent-2-en-1-one

The solubility of 3,5,5-trimethylcyclopent-2-en-1-one is quite interesting due to its unique structure. As a carbonyl compound with karst-like cyclic composition, it interacts with solvents in specific ways. Here are some key points regarding its solubility:

  • Polar Solvents: This compound exhibits limited solubility in highly polar solvents due to the absence of extensive hydrogen bonding capabilities.
  • Non-Polar Solvents: It shows a higher solubility in non-polar solvents, aligning with its relatively hydrophobic character which is typical for many organic compounds.
  • Miscibility: 3,5,5-trimethylcyclopent-2-en-1-one is likely to be miscible with organic solvents such as ether and chloroform, providing versatility in chemical reactions and applications.

Furthermore, it is crucial to note that temperature plays an important role in solubility. Generally, as the temperature increases, the solubility for solid solutes in liquid solvents rises, making thermal conditions a significant factor for utilizing 3,5,5-trimethylcyclopent-2-en-1-one in various chemical processes.

In conclusion, while the solubility of this compound features a more pronounced affinity for non-polar environments, it serves as an intriguing example of how molecular structure influences solubility behavior in different chemical contexts.

Interesting facts

Interesting Facts about 3,5,5-Trimethylcyclopent-2-en-1-one

3,5,5-trimethylcyclopent-2-en-1-one is an intriguing organic compound that plays a significant role in various fields, including organic chemistry and industrial applications. Here are some captivating insights about this compound:

  • Chemical Structure: This compound features a cyclopentene ring, which provides unique properties due to its strained nature. The presence of double bonds and multiple methyl groups contributes to its reactivity and versatility.
  • Synthetic Utility: 3,5,5-trimethylcyclopent-2-en-1-one can be employed as a valuable intermediate in the synthesis of other organic compounds. Its structure makes it a potential candidate for various chemical transformations, allowing scientists to build more complex molecules.
  • Fragrance and Flavor: Similar compounds often find use in the fragrance and flavor industries due to their pleasant aromas. Compounds with similar structures can evoke fruity or floral scents, making them desirable in perfumes and food products.
  • Biological Activity: Some studies suggest that compounds like 3,5,5-trimethylcyclopent-2-en-1-one might exhibit biological activities, such as antimicrobial or antifungal properties, making them of interest in medicinal chemistry.
  • Stereochemistry: The compound exhibits interesting stereochemical characteristics, particularly with respect to the position and orientation of its substituents, which can greatly influence its chemical behavior and interactions.

With its unique structural aspects and potential applications, 3,5,5-trimethylcyclopent-2-en-1-one is a compound that certainly enhances our understanding of organic chemistry and the myriad of possibilities it offers.

Synonyms
3,5,5-TRIMETHYL-2-CYCLOPENTEN-1-ONE
3,5,5-trimethylcyclopent-2-en-1-one
24156-95-4
2-Cyclopenten-1-one, 3,5,5-trimethyl-
3,5,5-Trimethyl-2-cyclopentenone
3,5,5-Trimethyl-cyclopent-2-en-1-one
DTXSID40178858
RefChem:91304
DTXCID00101349
AVXVDNJFGZNVAB-UHFFFAOYSA-N
SCHEMBL1867990
CHEBI:195669