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Menthone

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Identification
Molecular formula
C10H16O
CAS number
89-80-5
IUPAC name
5-isopropenyl-2-methyl-cyclohexanone
State
State

At room temperature, menthone is a liquid.

Melting point (Celsius)
-6.00
Melting point (Kelvin)
267.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
152.24g/mol
Molar mass
152.2370g/mol
Density
0.8950g/cm3
Appearence

Menthone is a pale yellow oil with a pleasant minty aroma.

Comment on solubility

Solubility of 5-isopropenyl-2-methyl-cyclohexanone

Understanding the solubility of 5-isopropenyl-2-methyl-cyclohexanone can enhance our comprehension of its practical applications in various fields. Here are some key points about its solubility:

  • Polar vs Non-Polar: The presence of the carbonyl group in the cyclic structure suggests that this compound may exhibit some polar characteristics. However, the overall non-polar nature of the cyclohexane ring and the isopropenyl group may lead to limited solubility in polar solvents.
  • Potential Solvents: It is likely to be more soluble in organic solvents, such as:
    • Hexane
    • Cyclohexane
    • Chloroform
    • Ether
  • Solubility in Water: Given the non-polar characteristics, 5-isopropenyl-2-methyl-cyclohexanone is expected to have low solubility in water. This is typical for many organic compounds with similar structures.
  • Key Factors Influencing Solubility: Factors such as temperature, pressure, and the presence of other solutes can significantly affect the solubility of this compound.

In summary, while the precise solubility data may vary, it is reasonable to anticipate that 5-isopropenyl-2-methyl-cyclohexanone will demonstrate enhanced solubility in non-polar organic solvents, with limited solubility in polar solvents like water.

Interesting facts

Interesting Facts about 5-isopropenyl-2-methyl-cyclohexanone

5-isopropenyl-2-methyl-cyclohexanone is a fascinating organic compound that has garnered interest in various fields of chemistry, including synthetic, medicinal, and industrial chemistry due to its unique structure and properties.

Chemical Structure

The structure of 5-isopropenyl-2-methyl-cyclohexanone features a cyclohexanone ring that is substituted at two key positions, imparting interesting reactivity and behavior:

  • 5-isopropenyl group: This functional group allows the compound to participate in various chemical reactions such as Diels-Alder reactions, making it a valuable intermediate in organic synthesis.
  • 2-methyl group: The presence of this methyl group contributes to the compound's steric effects, which can influence its reactivity and interactions with other molecules.

Application in Synthesis

One notable aspect of 5-isopropenyl-2-methyl-cyclohexanone is its application in the synthesis of:

  • Natural Products: Its derivatives can be employed in synthesizing complex natural products, showcasing its significance in the field of natural product chemistry.
  • Pharmaceuticals: The unique structure allows it to be a valuable precursor in developing bioactive compounds, potentially leading to new therapeutic agents.

Role in Flavor and Fragrance Industry

Additionally, compounds similar to 5-isopropenyl-2-methyl-cyclohexanone are often utilized in the flavor and fragrance industries:

  • Essence and Aroma: Its distinctive scent can be appealing in creating perfumes and flavoring agents.
  • Market Demand: Due to its aroma profile, there is a continuous demand for such compounds in the cosmetics and food industries.

Fun Fact

Interestingly, the presence of the isopropenyl group introduces unsaturation into the molecule, making it a potential candidate for further reactions that might yield novel compounds with desired properties.

As research continues, the full potential of 5-isopropenyl-2-methyl-cyclohexanone and its derivatives is yet to be fully explored, making it an exciting topic for future studies in organic chemistry!

Synonyms
Dihydrocarvone
p-Menth-8-en-2-one
2-METHYL-5-(1-METHYLETHENYL)CYCLOHEXANONE
8-p-Menthen-2-one
2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-
Menth-8-en-2-one
p-Menth-8(9)-en-2-one
EINECS 231-857-0
2-Methyl-5-(1-methylvinyl)cyclohexan-1-one
2-methyl-5-isopropenylcyclohexanone
5-Isopropenyl-2-methylcyclohexanone
2-methyl-5-(prop-1-en-2-yl)cyclohexanone
CHEBI:23733
3-isopropenyl-6-methylcyclohexanone
P-MENTH-8-EN-2-ONE [FHFI]
7764-50-3
1,6-Dihydrocarvone
2-Methyl-5-(Prop-1-En-2-Yl)Cyclohexan-1-One
5948-04-9
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-rel-
UNII-YQS5CW1O1J
a dihydrocarvone
an isodihydrocarvone
2-Methyl-5-(1-methylethenyl)-Cyclohexanone
YQS5CW1O1J
Cyclohexanone,2-methyl-5-(1-methylethenyl)-
(2S,5R)-2-methyl-5-(1-methylethenyl)-1-cyclohexanone
SCHEMBL309206
FEMA 3565
DTXSID00863556
BCP30885
FAA52405
MFCD00001636
5-Isopropenyl-2-methylcyclohexanone #
AKOS015907251
LS-13847
DB-071963
CS-0031698
NS00012230
C18018
E76541
2-Methyl-5-(1-methylethenyl)cyclohexanone, 9CI
Q27109809