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(4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol

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Identification
Molecular formula
C12H22O
CAS number
153153-98-9
IUPAC name
(4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol
State
State

The compound exists as a liquid at room temperature.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
235.50
Boiling point (Kelvin)
508.65
General information
Molecular weight
170.29g/mol
Molar mass
170.2870g/mol
Density
0.8112g/cm3
Appearence

The compound is generally found as a colorless liquid, appearing clear under normal conditions. It may exhibit a slightly viscous texture depending on the concentration and environment.

Comment on solubility

Solubility of (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol

The solubility of (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol is a fascinating topic of exploration. This compound, which contains multiple carbon atoms in a unique fused ring structure, exhibits specific solubility characteristics based on its hydrophobic and hydrophilic properties.

Key Points on Solubility:

  • Polarity: Due to the presence of the alcohol functional group, this compound has a certain degree of polarity, which often enhances its solubility in polar solvents.
  • Solvent Compatibility: It is generally soluble in alcohols, ethers, and other organic solvents, but may be poorly soluble in water. This is typical for larger organic molecules that possess both hydrophobic regions (the carbon chains) and polar functional groups.
  • Temperature Effects: Solubility can also be influenced by temperature; as temperature increases, the solubility of many organic compounds tends to improve.
  • Hydrogen Bonding: The ability of (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol to form hydrogen bonds with other molecules can significantly affect its overall solubility profile.

In summary, the solubility of (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol is a complex interplay of various factors. Its dependence on solvent type and the presence of functional groups highlights the importance of understanding these interactions for practical applications in chemical sciences.

Interesting facts

Interesting Facts about (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol

(4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol is a fascinating compound that belongs to the family of bicyclic alcohols. Here are some noteworthy aspects of this compound that stand out:

  • Structural Features: This compound showcases a unique bicyclic structure, a decalin framework which consists of two fused cyclohexane rings. The presence of *methyl groups* at specific positions enriches its stereochemistry.
  • Stereochemistry: With specific stereocenters at the 4, 4a, and 8a positions, the stereochemical configuration is essential for its potential biological activity. The *chiral centers* contribute to its molecular uniqueness and influence how it interacts with biological systems.
  • Biological Activity: Compounds similar to this dimethyldecalin derivative have been studied for various biological properties, including potential applications in pharmaceuticals and as natural products. Researchers are continuously exploring how such compounds can be utilized in drug design and development.
  • Odor and Flavor: Compounds in this class may also play a role in flavor and fragrance profiles. The alcohol functionality can impart certain *olfactory characteristics*, making them interesting for studies in flavor chemistry.
  • Synthesis Methods: The synthetic pathways to obtain (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol can involve various organic chemistry techniques, showcasing the innovation and creativity of chemists in crafting complex organic molecules.

As an illustration of its importance, researchers often convey that "understanding the nuances of stereochemistry can lead to breakthroughs in therapeutic development." This compound thus stands as a testament to the intricate world of organic chemistry and the ongoing quest for discovery.

In summary, (4S,4aS,8aR)-4,8a-dimethyldecalin-4a-ol is not just another chemical compound; it is a window into the complexity of chemical interactions and potential applications in various fields. The exploration of its properties is a vivid example of the intersection between chemistry and biology.

Synonyms
GEOSMIN
19700-21-1
(-)-geosmin
MYW912WXJ4
Octahydro-4alpha,8abeta-dimethyl-4aalpha(2H)-naphthol
trans-1,10-Dimethyl-trans-9-decalol
CHEBI:46702
(4S,4aS,8aR)-4,8a-dimethyloctahydronaphthalen-4a(2H)-ol
(4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
FEMA NO. 4682
DTXSID801024112
CHEBI:46703
DTXCID001508382
243-239-8
RefChem:142945
trans-1,10-dimethyl-trans-decalol
(4S-(4alpha,4aalpha,8abeta))-Octahydro-4,8a-dimethyl-4a(2H)-naphthol
4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, [4S-(4.alpha.,4a.alpha.,8a.beta.)]-
(4S,4aS,8aR)-4,8a-dimethyl-decahydronaphthalen-4a-ol
4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-,(4.alpha.,4a.alpha.,8a.beta.)-
(+/-)-Geosmin
1,10-Dimethyl-9-decalol
EINECS 243-239-8
UNII-MYW912WXJ4
4,8a-Dimethyloctahydro-4a(2H)-naphthalenol #
4,8alpha-dimethyl-octahydro-naphthalen-4alpha-ol
GEOSMIN [MI]
4,8A-DIMETHYLOCTAHYDRONAPHTHALEN-4A(2H)-OL
39 - Geosmin and MIB
SCHEMBL50009
4a-.alpha.-(2H)-Naphthol, octahydro-4-.alpha.,8a-.beta.-dimethyl-
CHEMBL2374043
(4S,4aS,8aR)-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol
4a-alpha-(2H)-Naphthol, octahydro-4-alpha,8a-beta-dimethyl-
MSK005063-100M
4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, (4S-(4-alpha,4a-alpha,8a-beta))-
Geosmin Solution in Methanol, 100ug/mL
NCGC00165950-01
NS00122563
Q420233