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Neomenthol

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Identification
Molecular formula
C10H20O
CAS number
2216-51-5
IUPAC name
(2R,5R)-2-isopropyl-5-methyl-cyclohexanol
State
State
Neomenthol is in a solid state at room temperature, appearing as white, crystalline structures.
Melting point (Celsius)
41.20
Melting point (Kelvin)
314.35
Boiling point (Celsius)
215.90
Boiling point (Kelvin)
489.05
General information
Molecular weight
156.27g/mol
Molar mass
156.2680g/mol
Density
0.8962g/cm3
Appearence

Neomenthol appears as a white crystalline solid. It is known for having a distinct peppermint scent, which is characteristic of menthol-related compounds.

Comment on solubility

Solubility of (2R,5R)-2-isopropyl-5-methyl-cyclohexanol

The solubility of (2R,5R)-2-isopropyl-5-methyl-cyclohexanol is influenced by its structural features, particularly its hydrocarbon backbone and functional groups. Below are key points to consider regarding its solubility:

  • Polarity: The presence of the hydroxyl (–OH) group enhances the molecule's polarity, facilitating interactions with polar solvents such as water.
  • Hydrophobic interactions: The isopropyl and methyl groups contribute to the hydrophobic character of the compound, which can limit solubility in polar solvents.
  • Overall behavior: Therefore, (2R,5R)-2-isopropyl-5-methyl-cyclohexanol is expected to show moderate solubility in water and higher solubility in organic solvents like ethanol or ether.

In general, it can be stated that:

  • This compound exhibits a mixture of hydrophilic and hydrophobic characteristics.
  • Its solubility may also be affected by temperature and concentration of the solvent.
  • The ability to form hydrogen bonds due to the –OH group can enhance solvation in appropriate environments.

In summary, while (2R,5R)-2-isopropyl-5-methyl-cyclohexanol can dissolve in both polar and non-polar solvents, its solubility is a delicate balance between its functional groups and overall molecular structure.

Interesting facts

Interesting Facts about (2R,5R)-2-isopropyl-5-methyl-cyclohexanol

(2R,5R)-2-isopropyl-5-methyl-cyclohexanol is a fascinating compound within the realm of organic chemistry, particularly noted for its unique stereochemistry and applications in various fields. Here are some notable aspects:

  • Stereochemical Significance: The 'R' notation in its name indicates specific configurations at the chiral centers, which can lead to different properties compared to its stereoisomers. This makes it a subject of interest in the study of stereochemistry.
  • Flavors and Fragrances: Compounds like (2R,5R)-2-isopropyl-5-methyl-cyclohexanol often play a role in the flavor and fragrance industry due to their pleasant odor characteristics. Understanding its aromatic profile can help in synthesizing new fragrances.
  • Potential in Pharmaceuticals: Such alcohols can serve as intermediates or building blocks in the synthesis of pharmaceuticals. The presence of isopropyl and methyl groups may affect the biological activity of derived compounds, making it essential for medicinal chemistry.
  • Applications in Organic Synthesis: Its structure allows it to act as a versatile compound in various organic synthesis pathways. Chemists may exploit its reactivity in the development of complex molecular structures.
  • Sustainability Considerations: As the field of green chemistry advances, the synthesis and application of such compounds are being examined for their environmental impact, urging scientists to find more eco-friendly methods of production.

Understanding (2R,5R)-2-isopropyl-5-methyl-cyclohexanol not only showcases the intricacies of organic chemistry but also bridges connections to various applications in industries ranging from aromatics to pharmaceuticals. As we continue to explore its potential, this compound remains a notable topic among researchers and students alike.

Synonyms
Neomenthol
(2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
SCHEMBL2028043