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3,3,5-Trimethylcyclohexanol

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Identification
Molecular formula
C9H18O
CAS number
933-48-2
IUPAC name
3,3,5-trimethylcyclohexanol
State
State

At room temperature, 3,3,5-Trimethylcyclohexanol is a liquid. This compound remains in its liquid form due to its molecular structure and relatively low melting point. It can evaporate slowly when exposed to air, like many other volatile organic liquids.

Melting point (Celsius)
-25.00
Melting point (Kelvin)
248.15
Boiling point (Celsius)
216.50
Boiling point (Kelvin)
489.70
General information
Molecular weight
142.24g/mol
Molar mass
142.2390g/mol
Density
0.9150g/cm3
Appearence

3,3,5-Trimethylcyclohexanol appears as a colorless liquid. It generally remains clear under normal conditions, but as with many organic compounds, exposure to air or impurities might lead to slight discoloration. It is often odorless or may carry a faint, characteristic smell typical for alcohols. The compound has a viscous texture, contributing to its liquid state at room temperature.

Comment on solubility

Solubility of 3,3,5-trimethylcyclohexanol

3,3,5-trimethylcyclohexanol, with its complex structure, presents an interesting case in terms of solubility. Due to the presence of a hydroxyl group (–OH), one might expect this compound to exhibit some degree of solubility in water. However, its bulky hydrophobic cyclohexane ring and multiple methyl groups significantly affect its solubility properties.

Here are key considerations regarding the solubility of 3,3,5-trimethylcyclohexanol:

  • Hydrophobicity: The large size of the methyl substituents generally increases hydrophobic interactions, making it less soluble in polar solvents like water.
  • Hydrophilicity: Although the hydroxyl group promotes hydrophilicity, the overall steric bulk diminishes its effectiveness in interfacing with water molecules.
  • Solvent Compatibility: It is more soluble in organic solvents such as ethanol, ether, and other non-polar solvents, which can accommodate its hydrophobic character more effectively.

In summary, while 3,3,5-trimethylcyclohexanol has a polar functional group that suggests potential water solubility, its substantial hydrophobic characteristics ultimately render it relatively insoluble in water, demonstrating the significant role that molecular structure plays in solubility behavior.

Interesting facts

Interesting Facts About 3,3,5-Trimethylcyclohexanol

3,3,5-trimethylcyclohexanol is a fascinating compound that belongs to the class of alcohols. Its structural uniqueness and interesting properties make it a noteworthy subject of study in organic chemistry. Here are some intriguing facts about this compound:

  • Structure and Isomerism: It features a cyclohexane ring with three methyl groups attached at specific positions, leading to multiple stereoisomers. This structural complexity hints at potential variations in reactivity and properties.
  • Applications: This compound finds applications in various industries, particularly in the synthesis of fragrances and as an intermediate in the production of pharmaceuticals. Its unique carbon skeleton allows for versatile chemical transformations.
  • Research Significance: Chemists are often drawn to study 3,3,5-trimethylcyclohexanol due to its potential as a model compound for understanding steric hindrance in reactions, which is critical when exploring mechanisms and reaction conditions.
  • Physical Properties: While the specific physical properties of 3,3,5-trimethylcyclohexanol add to its intrigue, alcohols in general are known for their hydrogen bonding capabilities, potentially influencing their solvation and reaction behavior.
  • Functional Group Recognition: Being an alcohol, it contains a hydroxyl group (-OH) that greatly distinguishes its chemistry from other hydrocarbons. This functional group can facilitate a wide array of reactions, including dehydration and esterification.

Overall, 3,3,5-trimethylcyclohexanol is a remarkable compound with diverse applications and a unique place in the study of organic chemistry. As researchers continuously explore its properties and uses, we can look forward to unlocking even more of its secrets.

Synonyms
3,3,5-TRIMETHYLCYCLOHEXANOL
116-02-9
Homomenthol
3,3,5-trimethylcyclohexan-1-ol
Cyclonol
Cyclohexanol, 3,3,5-trimethyl-
Isophorol, dihydro-
dihydroisophorol
1-Methyl-3-dimethylcyclohexanol-5
3,3,5-Trimethyl-1-cyclohexanol
3,5,5-Trimethylcyclohexanol
cis-3,3,5-Trimethylcyclohexanol
NSC 4008
HSDB 2039
EINECS 204-122-7
3,3,5-Trimethyl-cyclohexanol
trans-3,5,5-Trimethylcyclohexan-1-ol
BRN 2203314
08CL3G94GH
DTXSID9041815
CHEBI:59065
AI3-01646
NSC-4008
DTXCID7021815
trans-3,3,5-Trimethylcyclohexanol
933-48-2
3-06-00-00115 (Beilstein Handbook Reference)
611-02-9
767-54-4
NCGC00160581-01
3,3,5-TRIMETHYLCYCLOHEXANOL [FHFI]
3,3,5-TRIMETHYLCYCLOHEXANOL [HSDB]
rac-(1R,5S)-3,3,5-trimethylcyclohexan-1-ol, trans
EINECS 212-183-6
CAS-116-02-9
3,3,5-Trimethyl cyclohexanol
UNII-08CL3G94GH
Dihydro-Isophorol
Isophorol, dihydro
MFCD00019378
starbld0021733
3,5-Trimethylcyclohexanol
3,5,5trimethylcyclohexanol
1Methyl3dimethylcyclohexanol5
3,3,5Trimethyl1cyclohexanol
Cyclohexanol,3,5-trimethyl-
SCHEMBL113337
3,5-Trimethyl-1-cyclohexanol
Cyclohexanol, 3,3,5trimethyl
CHEMBL3186608
FEMA 3962
NSC4008
3,3,5-Trimethyl-cis-Cyclohexanol
3,3,5-trimethyl-cyclohexan-1-ol
BCP30903
3,3,5-Trimethyl-trans-Cyclohexanol
Tox21_111915
Tox21_301500
WLN: L6TJ A1 A1 CQ E1
3,3,5-Trimethylcyclohexanol (c,t)
3,3,5-Trimethylcyclohexanol,cAMP t
BBL027854
STK709217
AKOS000249479
AKOS016844021
SB83862
NCGC00255548-01
1-Methyl-3,3,-dimethyl cyclohexan-5-ol
AS-15521
CS-0152689
NS00004228
T0472
T2693
3,3,5-Trimethyl-(1R,5S)-rel-Cyclohexanol
EN300-18641
D92347
3,3,5-Trimethylcyclohexanol mixture of cis and trans
Q27126431
F8889-6309
3,3,5-Trimethylcyclohexanol (mixture of cis- and trans- isomers)
cis-3,3,5-Trimethylcyclohexanol (contains ca. 6 % trans- isomer)
204-122-7
212-183-6
Cyclonol;Homomenthol;1-methyl-3-dimethylcyclohexanol-5; 3,3,5-trimethyl; 3,3,5-trimethyl-cyclohexano