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Borneol

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Identification
Molecular formula
C10H18O
CAS number
507-70-0
IUPAC name
(1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol
State
State

At room temperature, borneol exists as a solid crystalline substance.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
1.0110g/cm3
Appearence

Borneol is a colorless crystalline solid that has a camphoraceous and a distinctly pungent fragrance. It is often found in nature in a racemic form and is used in traditional medicine and as a fragrance in perfumery.

Comment on solubility

Solubility of (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol

The solubility of (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol is influenced by its unique molecular structure and functional groups. This compound, being an alcohol, exhibits certain characteristics regarding its interaction with solvents. Here are some key points to consider:

  • Polar Nature: The hydroxyl (–OH) group present in the molecule imparts a degree of polarity, which generally enhances the solubility of the compound in polar solvents like water.
  • Hydrophobic Interactions: The three methyl groups attached to the norbornane structure contribute to hydrophobic characteristics, which could limit solubility in highly polar solvents.
  • Solvent Compatibility: This compound may have better solubility in organic solvents such as ethanol, methanol, and acetone compared to water due to the balance between hydrophobic and hydrophilic interactions.

In summary, the solubility of (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol can be described as moderate in water and higher in organic solvents, influenced significantly by its molecular interactions. The combination of the alcohol's polar hydroxyl group and the non-polar carbon chain creates a fascinating interplay that exemplifies the concept of solubility in organic chemistry.

Interesting facts

Interesting Facts about (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol

(1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol, often referred to as a complex bicyclic compound, presents a fascinating study in stereochemistry and molecular structure. This compound belongs to the class of norbornanes, known for their unique and rigid framework resulting from their bicyclic structure. Here are some intriguing aspects of this compound:

  • Stereochemistry: The specific stereochemistry of this compound is significant, as it demonstrates the importance of chirality in organic molecules. The (1R,2S,4S) configuration implies that the compound has multiple chiral centers, making it a prime candidate for studies in asymmetric synthesis.
  • Natural Occurrence: Compounds like this one are often found in various natural products and can be derived from terpenes, indicating its potential role in biological systems.
  • Applications: Such bicyclic compounds can serve as intermediates in the synthesis of pharmaceutical agents. Their unique structure can influence the biological activity of the resulting compounds.
  • Research Potential: The study of (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol may offer insights into new synthetic methodologies and applications in medicinal chemistry due to its complex structure.

In conclusion, the investigation of (1R,2S,4S)-1,7,7-trimethylnorbornan-2-ol not only highlights the intricacies of organic chemistry but also showcases the interconnection between molecular structure and functionality. This compound is a testament to how seemingly simple structures can lead to profound implications in science.