Skip to main content

Menthol

ADVERTISEMENT
Identification
Molecular formula
C10H20O
CAS number
89-78-1
IUPAC name
6-isopropyl-3-methyl-cyclohex-2-en-1-ol
State
State

At room temperature, menthol is a solid. It is readily transformed into a liquid state upon slight heating due to its low melting point, making it applicable in many industrial uses, such as flavoring and fragrances.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
156.27g/mol
Molar mass
156.2690g/mol
Density
0.8900g/cm3
Appearence

Menthol is a waxy, crystalline substance which is white or clear in color. It is solid at room temperature and gives off a characteristic strong minty odor. The compound has a cooling sensation when handled and is commonly found in two forms, left-handed and right-handed (optical isomers), with the levorotatory form being more common in nature.

Comment on solubility

Solubility of 6-isopropyl-3-methyl-cyclohex-2-en-1-ol

6-isopropyl-3-methyl-cyclohex-2-en-1-ol exhibits interesting solubility properties that are influenced by its unique structure. Here are some key points to consider:

  • Polar and Nonpolar Regions: The presence of the hydroxyl group (-OH) contributes a polar character, while the cyclohexene structure provides a mostly nonpolar framework, leading to:
    • An increased solubility in polar solvents such as water.
    • A good solubility in nonpolar solvents like hexane.
  • Hydrogen Bonding: The hydroxyl group enables the formation of hydrogen bonds, which enhances its solubility in:
    • Alcohols.
    • Ethers.
  • Solvent Effect: The solubility of 6-isopropyl-3-methyl-cyclohex-2-en-1-ol can significantly change based on the solvent used:
    • Miscibility with water: Moderate, due to the hydroxyl group.
    • Solubility with organic solvents: High, owing to its hydrophobic cyclohexyl moiety.

In summary, while 6-isopropyl-3-methyl-cyclohex-2-en-1-ol shows versatility in solubility, understanding its interactions with various solvents is crucial for optimal application in chemical processes. As always, the specific conditions such as temperature and concentration will greatly influence solubility behavior.

Interesting facts

Interesting Facts about 6-Isopropyl-3-methyl-cyclohex-2-en-1-ol

6-Isopropyl-3-methyl-cyclohex-2-en-1-ol is a fascinating compound known for its unique structural configuration and potential applications. Here are some captivating insights:

  • Structural Complexity: This compound features a cyclohexene ring, which introduces an unsaturation that is crucial for reactivity. The presence of substituents like isopropyl and methyl groups adds to its complexity and influences its physical and chemical properties.
  • Natural Occurrence: 6-Isopropyl-3-methyl-cyclohex-2-en-1-ol may be found in various natural sources, where it contributes to the aroma and flavor profiles of certain plants. This characteristic makes it interesting for studies in the field of natural products and fragrance chemistry.
  • Chemical Reactivity: The double bond within the cyclohexene structure can participate in various chemical reactions, such as electrophilic additions. This reactivity opens up opportunities for chemists to synthesize more complex molecules from this compound.
  • Potential Applications: Its unique structure makes it a candidate for applications in:
    • Fragrance industry, as it might enhance scent formulations.
    • Pharmaceutical sector, where similar compounds are often investigated for potential therapeutic properties.
    • Organic synthesis, where it could serve as an intermediate in the construction of larger molecules.
  • Scientific Interest: As a point of study, 6-isopropyl-3-methyl-cyclohex-2-en-1-ol raises questions regarding stereochemistry and the effects of various functional groups on reaction pathways, making it a valuable subject in organic chemistry courses.

In summary, 6-isopropyl-3-methyl-cyclohex-2-en-1-ol is not just a compound of chemical interest but also a gateway to understanding more complex chemical behaviors and applications. Its role in nature and potential use in various industries continues to be an exciting frontier in chemical research.

Synonyms
p-Menth-1-en-3-ol
3-methyl-6-propan-2-ylcyclohex-2-en-1-ol
Piperitol (monoterpene)
1-Methyl-4-isopropyl-1-cyclohexen-3-ol
HSDB 5666
EINECS 207-725-3
3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-ol
3-HYDROXY-4-ISOPROPYL-1-METHYLCYCLOHEXENE
3Carvomenthenol
pMenth1en3ol
PIPERITOL [HSDB]
1Methyl4isopropyl1cyclohexen3ol
6(Isopropyl)3methylcyclohex2en1ol
3Methyl6(1methylethyl)2cyclohexen1ol
P-MENTH-1-EN-3-OL [FHFI]
2Cyclohexen1ol, 3methyl6(1methylethyl)
4-((3s,3ar,6s,6ar)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro(3,4-c)furan-6-yl)-2-methoxyphenol
491-04-3
3-Carvomenthenol
2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-
6-(Isopropyl)-3-methylcyclohex-2-en-1-ol
(Z)-Piperitol
UNII-7UM0ILT6I7
FEMA No. 3179
Piperitol?
11063-75-5
7UM0ILT6I7
SCHEMBL1245098
DTXSID0052128
FEMA 3179
6-isopropyl-3-methyl-cyclohex-2-enol
AKOS025295367
6-Isopropyl-3-methyl-2-cyclohexen-1-ol
DB-323839
NS00022231
3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-ol, 9CI
Cyclohexane, 1-methyl-4-(1-methylethyl)-, didehydro monohydroxy deriv.