Skip to main content

Adamantane

ADVERTISEMENT
Identification
Molecular formula
C10H16
CAS number
281-23-2
IUPAC name
adamantane
State
State

At room temperature, adamantane is a solid. Its stability and high melting point make it a robust compound suitable for various structural applications, particularly noted for its diamond-like molecule structure which gives it a distinct solid-state characteristic.

Melting point (Celsius)
270.00
Melting point (Kelvin)
543.15
Boiling point (Celsius)
186.00
Boiling point (Kelvin)
459.15
General information
Molecular weight
136.23g/mol
Molar mass
136.2390g/mol
Density
1.0700g/cm3
Appearence

Adamantane appears as a white crystalline solid. It possesses a diamond-like lattice structure, which contributes to its appearance and name. The compound has a notable level of symmetry and resembles the shape of a diamond, giving it a unique geometric appearance.

Comment on solubility

Solubility of Adamantane

Adamantane, with the chemical formula C10H16, is a unique hydrocarbon known for its distinct cage-like structure. When discussing its solubility, a few key points should be emphasized:

  • Solubility in Water: Adamantane is practically insoluble in water. This is due to its nonpolar characteristics, which fail to interact favorably with the polar molecules of water.
  • Solubility in Organic Solvents: Conversely, it displays good solubility in various organic solvents, such as:
    • Benzene
    • Hexane
    • Chloroform
  • Impact of Temperature: The solubility of adamantane in organic solvents can increase with temperature, given that higher temperatures generally enhance molecular interactions in nonpolar environments.

In conclusion, while adamantane struggles to dissolve in water due to its nonpolar nature, it finds compatibility and solubility in a range of organic solvents, making it an interesting compound to study within the realm of organic chemistry.

Interesting facts

Interesting Facts about Adamantane

Adamantane is a unique and fascinating hydrocarbon with a diamond-like structure that sets it apart from other organic compounds. Here are some intriguing points about this compound:

  • Structure and Stability: Adamantane features a three-dimensional cage-like structure, which contributes to its exceptional stability. This architectural arrangement of carbon atoms is reminiscent of the lattice structure of diamonds.
  • Natural Occurrence: It is interesting to note that adamantane can be found in small quantities in the natural tar deposits and is also produced in the cracking of hydrocarbons in oil refining.
  • Applications: Adamantane is not only a subject of academic interest but also has practical applications. It serves as a building block for various pharmaceuticals and is used in the synthesis of antiviral drugs, particularly for treating influenza.
  • Physics and Chemistry: This compound's unique properties have made it a subject of research in the fields of physics and material science, especially in studying molecular motion and dynamics.
  • Historical Significance: First described in the 1950s, adamantane's name is derived from the Greek word “adamantinos,” meaning unbreakable, which aptly reflects its robust nature.

Cultural Mentions

Adamantane has also found its way into popular culture and science fiction, often symbolizing advanced technologies or futuristic concepts due to its unique structure and properties.

In summary, adamantane is much more than just a simple hydrocarbon; its intriguing structure, historical significance, and varied applications make it a compound of great interest in the scientific community.

Synonyms
ADAMANTANE
281-23-2
Tricyclo[3.3.1.13,7]decane
Adamantan
Tricyclo[3.3.1.1(3,7)]decane
tricyclo[3.3.1.1]decane
tricyclo[3.3.1.1~3,7~]decane
Adamantine
EINECS 206-001-4
NSC 527913
CHEBI:40519
Tricyclo(3.3.1.13,7)decane
PJY633525U
ADAMANTANE [MI]
MFCD00074719
NSC-527913
DTXSID5022017
EC 206-001-4
A 0696; NSC 527913
Tricyclo(3.3.1.1)decane
tricyclo(3.3.1.1(3,7))decane
tricyclo(3.3.1.1~3,7~)decane
Tricyclo(3.3.1.13,7)dec-2-yl
Tricyclo[3.3.1.13,7]dec-2-yl
Adamantane; Tricyclo[3.3.1.1(3),7]decane
UNII-PJY633525U
Adamantane (8CI)
Adamantane; >99%
Adamantane, >=99%
DTXCID302017
CHEMBL1230831
Tricyclo(3,3,1,1,)-decane
DTXSID00173425
DTXSID10175854
HY-N2427
Adamantane (purified by sublimation)
NSC527913
Tricyclo[3.3.1.1<3,7>]decane
Adamantane Tricyclo[3.3.1.1]decane
AKOS000119960
AKOS004908007
AKOS016354066
DB03627
DS-4960
FA01417
Tricyclo(3,3,1,1,<3,7>)-decane
Tricyclo(3.3.1.1(sup 3,7))decane
AS-12242
DB-004015
A0696
A3233
CS-0022641
NS00006508
S2869
EN300-19684
D88553
Q351461
F0001-0891
Z104474730