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beta-Caryophyllene

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Identification
Molecular formula
C15H24
CAS number
87-44-5
IUPAC name
(2R,8aS)-1-[6-[(1S)-2,2-dimethyl-6-methylene-cyclohexyl]-4-methyl-hex-3-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol
State
State

At room temperature, beta-Caryophyllene is in a liquid state, showcasing its non-polar nature and tendency to dissolve in fats, oils, and ethanol.

Melting point (Celsius)
-1.00
Melting point (Kelvin)
272.15
Boiling point (Celsius)
266.00
Boiling point (Kelvin)
539.15
General information
Molecular weight
204.36g/mol
Molar mass
204.3570g/mol
Density
0.9004g/cm3
Appearence

Beta-Caryophyllene is a colorless to pale yellow oily liquid with a spicy or peppery aroma. It is less dense than water and exhibits a glossy or oily texture when viewed in a container.

Comment on solubility

Solubility of (2R,8aS)-1-[6-[(1S)-2,2-dimethyl-6-methylene-cyclohexyl]-4-methyl-hex-3-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol

The solubility of complex organic compounds like (2R,8aS)-1-[6-[(1S)-2,2-dimethyl-6-methylene-cyclohexyl]-4-methyl-hex-3-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol can be influenced by several factors:

  • Polarity: Given its extensive hydrocarbon structure, this compound is likely to be nonpolar or only slightly polar, which generally results in low solubility in polar solvents such as water.
  • Solvent Types: It may demonstrate better solubility in nonpolar solvents such as:
    • Hexane
    • Toluene
    • Chloroform
  • Structural Features: The branched and bulky nature of the cyclohexyl and decalin moieties suggests that steric factors may also play a significant role in solubility, potentially leading to decreased intermolecular interactions with solvent molecules.
  • Temperature: As with many organic compounds, an increase in temperature could enhance solubility due to increased molecular motion, thereby overcoming kinetic barriers.

In summary, the solubility of this compound is expected to be limited in polar solvents and may primarily be soluble in organic solvents that can accommodate its nonpolar characteristics. Understanding these solubility dynamics is crucial for applications in various chemical processes.

Interesting facts

Interesting Facts about (2R,8aS)-1-[6-[(1S)-2,2-dimethyl-6-methylene-cyclohexyl]-4-methyl-hex-3-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol

This fascinating compound belongs to a class of organic molecules known as terpenoids, which are primarily derived from plants and essential oils. Its complex structure and stereochemistry contribute to its remarkable properties and potential applications:

  • Chirality: The compound exhibits chirality, featuring multiple chiral centers. This results in different enantiomers that may exhibit distinct biological activities. As a chemist, understanding how chirality influences reactivity and interaction with biological systems is essential.
  • Natural Origins: Compounds like this are often found in natural substances, which can lead to various therapeutic applications. Certain terpenoids are known for their anti-inflammatory, analgesic, and antimicrobial properties.
  • Scent and Flavor: Many terpenoids contribute to the aromas and flavors of fruit and flowers, making them important in the fragrance and food industries. This compound's structure hints at a rich potential for such applications.
  • Scientific Exploration: The intriguing arrangement of functional groups in this compound encourages ongoing research into its chemical reactions and potential modifications, which may enhance its properties or make it suitable for novel applications.
  • Biochemical Pathways: Understanding the biosynthetic pathways that produce such complex compounds can unveil how plants harness simple building blocks to create intricate chemicals that play crucial roles in their survival and ecological interactions.

As you study this compound, consider the interplay between its chemical structure and the rich biological tapestry from which it originates. The synthesis and application of such compounds highlight the innovative potential that lies within the realm of organic chemistry.