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Menthol

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Identification
Molecular formula
C10H20O
CAS number
89-78-1
IUPAC name
(1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol
State
State
Menthol is a solid at room temperature. It typically forms crystalline structures and is often used in its crystalline form.
Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
156.27g/mol
Molar mass
156.2690g/mol
Density
0.8904g/cm3
Appearence

Menthol appears as colorless or white crystals. It is characterized by a distinctive minty odor that is reminiscent of peppermint. The crystals are typically powdery or feathery in nature, and the compound is often found in a racemic form or as enantiomerically pure crystals in natural sources such as peppermint oil.

Comment on solubility

Solubility Characteristics of (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol

The solubility of (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol presents an interesting case due to its unique structural features. This compound is generally characterized by its hydrophobic alkyl groups and cyclic structure, which affects its interaction with solvents. Below are some key considerations regarding its solubility:

  • Alcohol Functional Group: The presence of the hydroxyl group (–OH) can enhance solubility in polar solvents, particularly in water.
  • Hydrophobic Alkyl Groups: The isopropyl and methyl groups tend to create a hydrophobic character, reducing solubility in less polar solvents.
  • Cyclic Structure: The cyclohexanol ring may influence steric factors, which can lead to a compact conformation that affects how well it interacts with solvent molecules.

In summary, the solubility of this compound can vary widely depending on the solvent system used. Typically, you may find it more soluble in organic solvents compared to aqueous solutions. Scientists often observe that compounds like (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol can exhibit a balance between polar and non-polar characteristics, making it a compound of interest in various chemical applications.

Interesting facts

Interesting Facts about (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol

(1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol is a fascinating compound with notable characteristics that make it a subject of interest in various fields.

Key Characteristics

  • Chirality: This compound features multiple stereocenters, making it a chiral molecule. The specific arrangement of its atoms results in unique optical properties, which can significantly affect its behavior in biological systems and interactions.
  • Functional Group: As a cyclohexanol derivative, it contains a hydroxyl (–OH) functional group. This feature is pivotal for its potential applications in organic synthesis and as a precursor in the production of other chemical compounds.
  • Applications: The compound's structure suggests potential uses in fields such as fragrance chemistry and pharmaceuticals, where specific isomers can impart desirable sensory characteristics or therapeutic effects.

Significance in Research

Scientists are continually exploring the unique properties of compounds like (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol. Some areas of interest include:

  • Asymmetric Synthesis: The synthesis of such chiral compounds presents challenges and opportunities in asymmetric synthesis, a crucial aspect of modern organic chemistry.
  • Biological Activity: Investigating how the molecular structure of this compound influences its interactions with biological systems can reveal insights into drug design and efficacy.

Quote to Consider

A prominent chemist once said, "The beauty of chemistry lies in its infinite complexity and simplicity within the molecular dance." This compound exemplifies that beauty, showcasing how slight variations in molecular architecture can lead to vastly different chemical behaviors.

In summary, (1R,2R,5R)-2-isopropyl-5-methyl-cyclohexanol is more than just a compound; it is a gateway to understanding the intricate relationships between molecular structure and function in the vast world of chemistry.

Synonyms
Neoisomenthol
20752-34-5
(+)-neoisomenthol
iso-neomenthol
(R,R,R)-Menthol
d-neo-Menthol
cis-1,3,cis-1,4-menthol
Neoisomenthol, (+)-
491-02-1
cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R)-
90E7IB31QH
(1R,2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
rel-(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
CHEBI:18451
(1alpha,2alpha,5alpha)-5-methyl-2-(1-methylethyl)cyclohexanol
DTXSID80895815
MENTHOL, (1R,3R,4R)-(+)-
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1theta-(1alpha,2alpha,5alpha))-
CYCLOHEXANOL, 5-METHYL-2-(1-METHYLETHYL)-, (1R-(1.ALPHA.,2.ALPHA.,5.ALPHA.))-
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1.alpha.,2.alpha.,5.alpha.)]-
NEOISOMENTHOL, (+-)-
DTXCID701325321
CYCLOHEXANOL, 5-METHYL-2-(1-METHYLETHYL)-, (1R-(1ALPHA,2ALPHA,5ALPHA))-
207-724-8
(+-)-neoisomenthol
(1R,2R,5R)-2-isopropyl-5-methylcyclohexanol
(+/-)-Neoisomenthol
(1R,2R,5R)-Isomenthol
p-Menthan-3-ol
(1R,2R,5R)-rel-2-Isopropyl-5-methylcyclohexanol
FEMA No. 2666
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.alpha.,5.alpha.)-
(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
(1R,?2R,?5R)?-?2-?Isopropyl-?5-?methylcyclohexanol
UNII-90E7IB31QH
Isoneomenthol
menthol (iso-)
89-78-1
MFCD09834087
(1R)-(+)-neoisomenthol
(1R,3R,4R)-form
SCHEMBL1703569
NOOLISFMXDJSKH-OPRDCNLKSA-
LMPR0102090057
NCGC00142588-01
CS-0239800
NS00114068
EN300-219194
(1R,2R,5R)-2-Isopropyl-5-methylcyclohexan-1-ol
Q27109029
2-Isopropyl-5-methylcyclohexanol, (1.alpha.,2.alpha.,5.alpha.)-
InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m1/s1