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[18]Annulene

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Identification
Molecular formula
C18H18
CAS number
68538-83-8
IUPAC name
hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene
State
State
[18]Annulene is solid at room temperature but can exist as a liquid at slightly elevated temperatures due to its relatively low melting point.
Melting point (Celsius)
36.00
Melting point (Kelvin)
309.00
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.00
General information
Molecular weight
234.34g/mol
Molar mass
234.3430g/mol
Density
0.9700g/cm3
Appearence

[18]Annulene is a dark red solid at room temperature. It often crystallizes in thin plates that appear metallic and exhibit a deep red color due to its extended conjugation.

Comment on solubility

Solubility of hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene

The solubility of hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene can be characterized as follows:

  • Polarity: Given its complex polycyclic structure, this compound is likely to be relatively non-polar.
  • Solvent Compatibility: It may show better solubility in organic solvents such as:
    • Hexane
    • Toluene
    • Chloroform
  • Water Solubility: It is expected to have low solubility in water due to its hydrophobic nature.
  • Temperature Effect: Solubility can increase with temperature in organic solvents, making it more conducive for reactions.

In summary, the solubility profile reflects the compound's intricate structure, which predominates its interaction with solvents. As a rule of thumb, “like dissolves like” applies, indicating its compatibility with non-polar solvents.

Interesting facts

Interesting Facts about Hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene

Hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene is a fascinating compound that exemplifies the complex beauty of organic chemistry. Here are some engaging insights:

  • Structure: This compound features an intricate arrangement of interconnected carbon rings, which results in a highly symmetrical and stable structure. The hexacyclic nature means it contains six fused rings, showcasing how organic compounds can reach remarkable levels of complexity.
  • Research Interest: Due to its unique structure, this compound is of significant interest in the study of molecular materials, particularly in areas like polymer chemistry and nanotechnology where the properties of materials are critically dependent on their molecular configuration.
  • Potential Applications: Compounds like hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa have potential applications in the development of organic photovoltaics, light-emitting diodes (LEDs), and advanced catalysts, among others.
  • Chemical Behavior: Its multiple unsaturations lend the compound interesting reactivity, which can be exploited in various synthetic pathways, providing a platform for creating derivatives with tailored properties.
  • Historical Context: The study of such complex hydrocarbons reflects the long-standing quest within organic chemistry to understand how molecular architecture influences physical properties and behavior, a pursuit that has captivated scientists for decades.

This compound stands as a testament to the ingenuity of chemical synthesis and the importance of exploring complex molecular architectures in advancing our understanding of chemistry and its applications in technology.

Synonyms
Dibenzo[b,k]chrysene
217-54-9
DIBENZO(B,K)CHRYSENE
Anth(2,1-a)anthrene
Anthraceno(2,1-a)anthracene
9825OSH3TH
HSDB 2159
2',1'-Anthra-1,2-anthracene
Anthraceno(2',1':1,2)anthracene
195-00-6
naphtho[2,3-c]tetraphene
hexacyclo[12.12.0.02,11.04,9.015,24.017,22]hexacosa-1(14),2,4,6,8,10,12,15,17,19,21,23,25-tridecaene
2',1'-ANTHRA-1,2-ANTHRACENE [HSDB]
Anth(2,1a)anthrene
Anthra(1,2-a)anthracene
Anthraceno(2,1a)anthracene
2',1'Anthra1,2anthracene
UNII-9825OSH3TH
DTXSID70941259
DHCSBRKYHMINPB-UHFFFAOYSA-N
DB-220318
Q27272070