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Menthol

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Identification
Molecular formula
C10H18O
CAS number
2216-51-5
IUPAC name
3-isopropenyl-1,2-dimethyl-cyclopentanol
State
State

Menthol is typically a solid at room temperature, often forming crystals.

Melting point (Celsius)
36.00
Melting point (Kelvin)
309.15
Boiling point (Celsius)
216.00
Boiling point (Kelvin)
489.15
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
0.9235g/cm3
Appearence

Menthol is a colorless, waxy crystalline substance. It tends to form needle-like crystals. It has a strong minty odor and cooling sensation.

Comment on solubility

Solubility of 3-isopropenyl-1,2-dimethyl-cyclopentanol

The solubility of 3-isopropenyl-1,2-dimethyl-cyclopentanol in various solvents is an intriguing subject due to its unique structural features. This compound, known for its cyclopentanol ring, presents interesting solubility characteristics influenced by its functional groups.

General Solubility Characteristics:

  • Polar Solvents: The presence of the hydroxyl group (-OH) gives rise to some degree of polarity, allowing the compound to exhibit solubility in polar solvents like water to a limited extent.
  • Non-Polar Solvents: Conversely, due to its cyclic structure and isopropenyl group, 3-isopropenyl-1,2-dimethyl-cyclopentanol is expected to be more soluble in non-polar organic solvents such as hexane and toluene.
  • Hydrogen Bonding: The -OH group can engage in hydrogen bonding, which can enhance solubility in solvents capable of forming similar interactions.

Overall, while 3-isopropenyl-1,2-dimethyl-cyclopentanol may not be highly soluble in water, its solubility can be significantly influenced by the solvent's polarity and ability to engage in hydrogen bonding interactions. As always, empirical testing is recommended to confidently determine specific solubility parameters.

Interesting facts

Interesting Facts about 3-isopropenyl-1,2-dimethyl-cyclopentanol

3-isopropenyl-1,2-dimethyl-cyclopentanol is a fascinating compound that exhibits unique structural characteristics and potential applications in various fields. Here are some notable points about this compound:

  • Cyclic Structure: The presence of a cyclopentanol ring in the molecule lends it a distinctive *cyclic structure*, which often influences its reactivity and properties compared to open-chain structures.
  • Functional Groups: As a cyclopentanol derivative, it features a hydroxyl (-OH) functional group that can engage in hydrogen bonding, influencing solubility and reactivity in chemical reactions.
  • Isopropenyl Moiety: The isopropenyl group is significant in organic synthesis, often acting as a reactive electrophile or providing a site for further functionalization.
  • Potential Applications: Compounds like 3-isopropenyl-1,2-dimethyl-cyclopentanol are of interest in the fragrance industry and materials science, where they may serve as precursors to more complex molecules.

"The approach of synthesizing complex organic molecules often relies on simple yet versatile building blocks such as this compound."

This compound also serves as a reminder of the depth of organic chemistry—a field where molecular complexity often leads to diverse functional properties and applications.

Synonyms
72402-00-7
Cyclopentanol, 1,2-dimethyl-3-(1-methylethenyl)-
EINECS 276-639-6
3-Isopropenyl-1,2-dimethylcyclopentan-1-ol
1,2-Dimethyl-3-(1-methylethenyl)cyclopentanol
DTXSID10868138
DTXCID90816273
276-639-6
4028-59-5
1,2-dimethyl-3-prop-1-en-2-ylcyclopentan-1-ol
1,2-dimethyl-3-(prop-1-en-2-yl)cyclopentan-1-ol
Plinol A
(-)-Plinol A
4099-07-4
clary alcohol
SCHEMBL296212
Cyclopentanol, 3-isopropenyl-1,2-dimethyl-, (1R,2S,3R)-(-)-
1,2-Dimethyl-3-(1-methylethenyl)cyclopentanol (1R-(1alpha,2alpha,3beta))-
AKOS006282034
Cyclopentanol, 1,2-dimethyl-3-(1-methylethenyl)-, (1R-(1alpha,2alpha,3beta))-
Cyclopentanol, 1,2-dimethyl-3-(1-methylethenyl)-, [1R-(1.alpha.,2.alpha.,3.beta.)]-
NS00063413
1,2-DIMETHYL-3-ISOPROPYLCYCLOPENTANOL
EN300-1692487
3-Isopropenyl-1,2-dimethylcyclopentanol-, (1R,2S,3R)-
Cyclopentanol, 1,2-dimethyl-3-(1-methylethenyl)-, (1R,2S,3R)-
1,2-Dimethyl-3-(1-methylethenyl)cyclopentanol (1R-(1.alpha.,2.alpha.,3.beta.))-