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Isobornol

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Identification
Molecular formula
C10H18O
CAS number
124-76-5
IUPAC name
1,3,3-trimethylnorbornan-2-ol
State
State

Solid state at room temperature.

Melting point (Celsius)
213.50
Melting point (Kelvin)
486.65
Boiling point (Celsius)
212.40
Boiling point (Kelvin)
485.55
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
1.0221g/cm3
Appearence

Isobornol typically appears as a white, crystalline solid. It has a camphoraceous scent which is characteristic of many terpenoids.

Comment on solubility

Solubility of 1,3,3-trimethylnorbornan-2-ol

The solubility of 1,3,3-trimethylnorbornan-2-ol can be evaluated through various parameters that influence its behavior in different solvents. As a tertiary alcohol, this compound is expected to have certain solubility characteristics:

  • Polarity: Tertiary alcohols typically exhibit moderate polarity due to the presence of the hydroxyl group (-OH). This allows for moderate solubility in polar solvents such as water.
  • Hydrophobic character: The presence of bulky alkyl groups may hinder extensive hydrogen bonding with water, leading to lower water solubility compared to smaller alcohols.
  • Organic solvent compatibility: 1,3,3-trimethylnorbornan-2-ol is more likely to be soluble in non-polar organic solvents (e.g., hexane, ether), where its hydrophobic portions can interact favorably.
  • Temperature influence: Solubility can also be temperature-dependent; generally, increasing temperature enhances solubility for many organic compounds.

In conclusion, while 1,3,3-trimethylnorbornan-2-ol shows some capacity for solubility in polar solvents, its bulky structure limits its ability to dissolve significantly in water. Therefore, depending on the desired application, selecting an appropriate solvent is crucial to achieving optimal solubility outcomes.

Interesting facts

Interesting Facts about 1,3,3-Trimethylnorbornan-2-ol

1,3,3-trimethylnorbornan-2-ol is a fascinating compound that belongs to the class of norbornane derivatives, which are noted for their unique bridging structure and complex stereochemistry. Here are some intriguing aspects of this compound:

  • Synthetic Utility: This compound serves as an important intermediate in organic synthesis. Its unique structure allows chemists to manipulate its functionality for various reactions.
  • Regioselectivity: The presence of multiple methyl groups in the compound creates distinct regioselective properties, making it a valuable model for studying the effects of steric hindrance in chemical reactivity.
  • Stereochemistry: The stereochemical arrangement in 1,3,3-trimethylnorbornan-2-ol presents a rich area of research in chiral compound synthesis, impacting fields such as drug development and material science.
  • Biological Relevance: Similar compounds have been investigated for their potential biological activities, including antimicrobial and antifungal properties, raising interest in their pharmacological applications.
  • Isomerization Studies: The compound's ability to isomerize under certain conditions offers interesting insights into reaction mechanisms and the stability of carbanions.

The study of 1,3,3-trimethylnorbornan-2-ol not only highlights the beauty of organic chemistry but also illustrates the importance of structural nuances in understanding chemical behavior. As one prominent chemist aptly said, "In the world of molecules, small changes can lead to vastly different outcomes."

Continued research into such compounds expands our understanding of complex organic systems and their applications in diverse scientific fields.

Synonyms
Fenchol
FENCHYL ALCOHOL
1632-73-1
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
2-Fenchanol
Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-
1,3,3-TRIMETHYL-2-NORBORNANOL
2-Norbornanol, 1,3,3-trimethyl-
fenchylic alcohol
EINECS 216-639-5
UNII-410Q2GK1HF
1,3,3-Trimethylbicyclo(2.2.1)heptan-2-ol
2217-02-9
DTXSID1041970
AI3-00733
Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-
DTXCID9021970
2,2,4-trimethylbicyclo[2.2.1]heptan-3-ol
endo-alpha-Fenchol
2,2,4-trimethylbicyclo(2.2.1)heptan-3-ol
rel-(1R,2R,4S)-1,3,3-Trimethylbicyclo(2.2.1)heptan-2-ol
rel-(1R,2R,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
a-Fenchol
endo-a-Fenchol
a-fenchyl alcohol
dl-I+--Fenchol
(1S,2-endo)-1,3,3-trimethylnorbornan-2-ol
Fenchol, (exo)-isomer
(A+-)-alpha-Fenchol
(-)-I+--Fenchol
l-I+--Fenchyl alcohol
Fenchol, (endo)-isomer
(-)-a-Fenchyl alcohol
(A+-)-I+--Fenchol
Fenchol, (1S-exo)-isomer
Fenchol, (1R-endo)-isomer
Fenchol, (1S-endo)-isomer
FENCHYL ALCOHOL [FCC]
FENCHYL ALCOHOL [FHFI]
Fenchol, ((exo)-(+-))-isomer
Fenchol, ((endo)-(+-))-isomer
a-Fenchyl alcoholalpha-1,3,3-trimethyl-norbornan-2-ol
216-639-5
36386-49-9
36386-50-2
(1s,2s,4r)-1,3,3-trimethylbicyclo(2.2.1)heptan-2-ol
(1s,2s,4r)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
iaihuhqcltytsf-hhcgncnqsa-n
(+)-Fenchol
3,3-Dimethyl-8,9-dinorbornan-2-ol
alpha-Fenchol
MFCD00066640
FENCHYL ALCOHOL (OD)
.alpha.-Fenchol
Fenchol, exo-
FEMA No. 2480
(1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol
MFCD00003760
SCHEMBL58038
(1S,2S,4R)-1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-ol
410Q2GK1HF
1,3,3-Trimethyl-2-norborneol
CHEMBL1907996
FEMA 2480
Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1R-endo)-
HY-N7107
PAA57574
Tox21_303498
s5379
AKOS006230299
CCG-266251
SMP2_000026
NCGC00257282-01
BS-16080
DA-63408
SY115529
CAS-1632-73-1
CS-0081213
F0921
NS00012482
NS00080127
D70275
EN300-296384
1,3,3-Trimethylbicyclo[2.2.1]heptan-2-ol #
AB-131/40897226
Q417941