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Perillyl alcohol

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Identification
Molecular formula
C10H16O
CAS number
536-59-4
IUPAC name
2-isopropenyl-5-methyl-cyclohexanol
State
State

At room temperature, perillyl alcohol is a liquid. This state is typical for many monoterpenes, which are organic compounds made of two isoprene units.

Melting point (Celsius)
-20.50
Melting point (Kelvin)
252.65
Boiling point (Celsius)
222.00
Boiling point (Kelvin)
495.15
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
0.9090g/cm3
Appearence

Perillyl alcohol typically appears as a colorless to pale yellow liquid with a pleasant floral odor. It is commonly used as a fragrance and flavoring agent due to its distinctive scent.

Comment on solubility

Solubility of 2-isopropenyl-5-methyl-cyclohexanol

The solubility of 2-isopropenyl-5-methyl-cyclohexanol can be influenced by various factors such as its molecular structure, polarity, and the solvent used. Being a cyclohexanol derivative, it possesses both hydrophobic and hydrophilic characteristics.

Key points regarding solubility:

  • Molecular Structure: This compound features a cyclohexane ring with an isopropenyl group and a hydroxyl (–OH) functional group, which may enhance its solubility in polar solvents.
  • Polarity: The presence of the hydroxyl group contributes to partial polar character, making it potentially soluble in water to some degree, although the non-polar cyclohexane part can limit this.
  • Solvents: 2-isopropenyl-5-methyl-cyclohexanol is likely to be more soluble in organic solvents such as ethanol, acetone, or even ether compared to water.
  • Temperature Effects: Solubility can also increase with rising temperature, causing the interactions between the compound and solvent to be more conducive.

In summary, while 2-isopropenyl-5-methyl-cyclohexanol demonstrates a degree of solubility in polar solvents, the overall solubility is moderate and can vary considerably depending on the solvent and environmental conditions. As stated, "like dissolves like," reinforcing the idea that matching the polarity of the solute and solvent is vital in predicting solubility.

Interesting facts

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

2-isopropenyl-5-methyl-cyclohexanol, also known as a bicyclic alcohol, presents a unique blend of structural characteristics and functional properties that make it a noteworthy compound in organic chemistry. Here are some intriguing highlights about this compound:

  • Natural Occurrence: Many compounds with structures similar to 2-isopropenyl-5-methyl-cyclohexanol are found in nature, particularly in essential oils and plant extracts, suggesting potential applications in natural product chemistry.
  • Functional Groups: The compound contains both a cyclohexanol structure and an isopropenyl functionality, which can lead to interesting chemical reactivity patterns, especially in reactions such as hydrogenation and alkylation.
  • Potential Use in Synthesis: As a precursor in organic synthesis, it can be employed to produce a variety of derivatives useful in pharmaceuticals and fragrances.
  • Reactivity Insights: The presence of the double bond in the isopropenyl group may provide avenues for further derivatization, making it an excellent candidate for developing new compounds with enhanced properties.
  • Applications in Sustainability: Compounds like 2-isopropenyl-5-methyl-cyclohexanol are being explored in sustainable chemistry, particularly in the development of eco-friendly solvents and as additives in biodegradable materials.
  • Research Interest: Increased interest is surrounding the biological activities of such compounds, with studies indicating potential antimicrobial and antifungal activities that merit further exploration.

In summary, 2-isopropenyl-5-methyl-cyclohexanol is more than just a chemical formula; it's a compound full of potential, waiting to be explored for its diverse applications in the fields of chemistry and materials science. As researchers continue to unpack the intricacies of its structure and properties, the possibilities for innovation are boundless.

Synonyms
8(9)-p-Menthen-3-ol
1-Methyl-4-isopropenylcyclohexan-3-ol
Cyclohexanol, 5-methyl-2-(1-methylethenyl)-
5-Methyl-2-(1-methylvinyl)cyclohexan-1-ol
EINECS 232-102-8
NSC 231369
DTXSID3044461
5-methyl-2-(1-methylethenyl)cyclohexanol
DTXCID1024461
EC 232-102-8
232-102-8
7786-67-6
p-Menth-8-en-3-ol
5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol
5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
dl-isopulegol
5-Methyl-2-(prop-1-en-2-yl)cyclohexanol
2-Isopropenyl-5-methylcyclohexanol
ISOPULEGOL (MIXTURE OF ISOMERS)
5-methyl-2-(1-methylethenyl)-cyclohexanol
Neo-isopulegol
Isopregol
MFCD00134655
2-isopropenyl-5-methyl-cyclohexanol
5-Methyl-2-(1-methylethenyl)cyclohexanol; 2-Isopropenyl-5-methylcyclohexanol;5-Methyl-2-(1-methylvinyl)cyclohexanol; p-Menth-8-en-3-ol
(+/-)Neo isopulegol
SCHEMBL80860
Isopulegol, (.+/-.)-
Epi-isopulegol (methyl axial)
(+/-)-(1alpha,2beta,5alpha)-5-methyl-2-(1-methylvinyl)cyclohexan-1-ol
CHEMBL3560085
FEMA 2962
BDBM248163
Tox21_303961
NSC231369
WLN: L6TJ AY1&U1 BQ D1
isopulegol (stereochemistry undefined)
AKOS015840798
HY-W355141
NCGC00356973-01
DA-02852
FI167371
SY211633
CAS-7786-67-6
DB-059211
CS-0466425
M0320
NS00008166
D91316
EN300-261554
5-Methyl-2-(1-methylethenyl)cyclohexanol, 9CI
Q54727900
(1R,2S,5R)-5-Methyl-2-(1-propen-2-yl)cyclohexanol
2-Isopropenyl-5-methylcyclohexanol, (1.alpha.,2.beta.,5.alpha.)-
Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1.alpha.,2.beta.,5.alpha.)-(.+/-.)-