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Menthone

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Identification
Molecular formula
C10H18O
CAS number
14073-97-3
IUPAC name
(2R,5R)-5-isopropenyl-2-methyl-cyclohexanone
State
State

Menthone is a liquid at room temperature. Its pleasant peppermint aroma makes it widely used in flavor and fragrance industries.

Melting point (Celsius)
-4.50
Melting point (Kelvin)
268.65
Boiling point (Celsius)
211.00
Boiling point (Kelvin)
484.15
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
0.8991g/cm3
Appearence

Menthone appears as a colorless to pale yellow liquid. It has a characteristic odor reminiscent of peppermint, providing a pleasant and fresh scent commonly associated with minty products.

Comment on solubility

Solubility of (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone

The solubility of (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone is influenced by several factors due to its molecular structure. Here are some key considerations:

  • Polarity: The presence of the cyclohexanone group suggests some polar characteristics; however, the molecule overall remains predominantly non-polar due to the hydrophobic cyclohexane ring.
  • Solvent Compatibility: It tends to be soluble in organic solvents such as ethanol, acetone, and chloroform, but may show limited solubility in polar solvents like water.
  • Temperature Influence: Solubility can increase with temperature, which often helps in dissolving organic compounds in liquid mixtures.

It is often noted that "like dissolves like," which means that non-polar compounds generally dissolve well in non-polar solvents. Therefore, one can expect (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone to exhibit better solubility in non-polar environments. The solubility behavior in real-world applications is essential for fields such as pharmaceuticals and agrochemicals, where formulation and delivery systems greatly depend on solubility characteristics.

Interesting facts

Interesting Facts about (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone

(2R,5R)-5-isopropenyl-2-methyl-cyclohexanone is a captivating compound that belongs to the family of cyclohexanones, known for their importance in organic synthesis and potential applications in various industries.

Key Features

  • Structural Significance: This compound features a bicyclic structure that provides unique stereochemistry. The presence of double bonds in its configuration can influence the reactivity and interactions with other chemical species.
  • Natural Occurrence: Similar compounds have been identified in essential oils, especially those derived from plants, highlighting the compound's role in nature.
  • Applications: (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone can be used in the synthesis of other organic compounds, potentially serving as an intermediate in the production of fragrances or pharmaceuticals.
  • Research Potential: The compound's unique structure invites further investigation into its chemical properties, reaction mechanisms, and potential biological activities.

As stated by renowned chemist, "The complexity of natural products often lies in their stereochemical arrangements, which can drastically affect their properties." This quote perfectly encapsulates the significance of (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone and compounds like it, highlighting the ongoing mission in chemistry to explore and understand the molecular intricacies of such compounds.

Overall, (2R,5R)-5-isopropenyl-2-methyl-cyclohexanone stands out not only for its structural uniqueness but also for its broad implications within both synthetic chemistry and natural product research. Further studies could unveil even more potential uses and benefits of this intriguing compound.

Synonyms
d-Dihydrocarvone
(1R,4R)-Dihydrocarvone
(E)-dihydrocarvone
(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanone
(+)-trans-dihydrocarvone
CHEBI:154
VTA43H364Z
(1R,4R)-(+)-Dihydrocarvone
(2R-trans)-2-Methyl-5-(1-methylvinyl)cyclohexan-1-one
EINECS 226-872-4
Dihydrocarvone, (+)-trans-
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-
(2R,5R)-2-methyl-5-isopropenylcyclohexanone
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R-trans)-
DTXSID80881218
(1R,4R)-p-menth-8-en-2-one
DIHYDROCARVONE, TRANS-(+)-
trans-2-Methyl-5-(1-methylethenyl)cyclohexanone
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, trans-
Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2theta-trans)-
Dihydrocarvone, (+)-
DTXCID001022536
(+)-DIHYDROCARVONE [FCC]
(+)-dihydrocarvone
5524-05-0
(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one
(2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
(2R,5R)-5-Isopropenyl-2-methylcyclohexanone
(+)-Dihydrocarvone (Mixture of (2S)/(2R) isomers)
5948-04-9
UNII-VTA43H364Z
(+) dihydrocarvone
MFCD28125830
D-(+)-dihydrocarvone
(+/-)-dihydrocarvone
trans-(+)-dihydrocarvone
DIHYDROCARVONE, D-
Epitope ID:141511
SCHEMBL437688
CHEMBL2268553
HY-N8491A
DTXSID60895818
AKOS022185050
LMPR0102090033
AS-63585
CS-0227296
NS00080537
E85246
EN300-1608630
Q27105262
rel-(2R,5R)-2-Methyl-5-(prop-1-en-2-yl)cyclohexan-1-one