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Adamantane

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Identification
Molecular formula
C10H16
CAS number
281-23-2
IUPAC name
4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane
State
State

At room temperature, adamantane is a solid. Its unique chemical structure gives it high thermal stability and a crystalline form.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
186.00
Boiling point (Kelvin)
459.15
General information
Molecular weight
136.24g/mol
Molar mass
136.2360g/mol
Density
1.0720g/cm3
Appearence

Adamantane appears as a white crystalline solid. It is known for its distinct diamondoid structure, which gives it a unique stability and symmetry resembling the diamond lattice.

Comment on solubility

Solubility of 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane

4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane, with its complex structure, is characterized by notable solubility attributes. The solubility of this compound can be understood through the following key points:

  • Non-polar Character: Due to its extensive hydrocarbon nature and branching aliphatic groups, this compound is largely non-polar.
  • Solvent Compatibility: Typically, non-polar compounds like this one are soluble in non-polar solvents, such as hexane or benzene.
  • Limited Aqueous Solubility: Like many long-chain hydrocarbons, it is expected to have very low solubility in water due to the polar nature of water being incompatible with non-polar molecules.
  • Influence of Structure: The presence of multiple methyl groups contributes to steric hindrance, potentially affecting how the compound interacts with solvents.

Overall, the solubility behavior of 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane is strongly rooted in its molecular structure, highlighting the intricate relationship between molecular shape and solvation dynamics. In practical applications, it is crucial to choose the appropriate solvents for effective dissolution.

Interesting facts

Interesting Facts about 4,10,11,11-Tetramethyltricyclo[5.3.1.01,5]undecane

4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane is an intriguing hydrocarbon known for its complex structure and unique properties. This compound is part of the larger family of polycyclic hydrocarbons, which are characterized by two or more fused aromatic rings.

Structural Complexity

This compound is notable for its unique arrangement of carbon atoms, featuring:

  • Three fused cycloalkane rings: This tricyclic nature contributes to several interesting structural properties.
  • Multiple methyl substitutions: The presence of four methyl groups significantly influences the compound's reactivity and stability.

Chemical Significance

The study of 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane has implications in various fields:

  • Material Science: Investigating its properties can lead to advances in developing new materials with enhanced stability.
  • Organic Chemistry: It serves as a fascinating example for studying reaction mechanisms and structural manipulation.
  • Natural Products: Compounds with similar structures are often found in natural products, providing insights into organic synthesis from a biological perspective.

Historical Context

The exploration of tricyclic compounds dates back to early organic chemistry, and the significance of 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane serves as a reminder of the evolution of chemical understanding. As described by chemist Robert H. Grubbs, “Understanding the complexity of such structures unveils the beauty of molecular design and its potential in innovation.”

In conclusion, the multifaceted nature of 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undecane warrants attention, not only for its unique chemical structure but also for the numerous applications and implications it holds in both academic research and industrial innovation.

Synonyms
Patchoulane
19078-35-4
1H-3a,7-Methanoazulene, octahydro-1,4,9,9-tetramethyl-
25491-20-7
DTXCID10820079
DTXSID50858836
MVZZUMCHPFHUOS-UHFFFAOYSA-N
RefChem:170165
4,10,11,11-Tetramethyltricyclo[5.3.1.01,5]undecane
OCTAHYDRO-1,4,9,9-TETRAMETHYL-1H-3A,7-METHANOAZULENE
Patchulane
SCHEMBL2513045
DTXSID20858828
CHEBI:167348
NS00096100