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[11]annulene

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Identification
Molecular formula
C14H10
CAS number
290-87-9
IUPAC name
pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene
State
State

At room temperature, pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene typically exists as a liquid. Its structure allows it to maintain a stable configuration, contributing to its liquid state under ambient conditions. However, it can also be isolated in solid form as crystals when cooled.

Melting point (Celsius)
-5.00
Melting point (Kelvin)
268.15
Boiling point (Celsius)
110.00
Boiling point (Kelvin)
383.15
General information
Molecular weight
144.21g/mol
Molar mass
144.2120g/mol
Density
1.2500g/cm3
Appearence

This compound typically appears as a colorless liquid or crystalline solid. The structure consists of a conjugated cycle with alternating single and double bonds, often making it a subject of interest for its aromatic properties.

Comment on solubility

Solubility of Pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene

Pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene, with its complex and unique structure, presents intriguing characteristics regarding its solubility. Due to the nature of its polycyclic framework, the solubility properties of this compound can be summarized as follows:

  • Special Structure: The highly fused rings can lead to less favorable interactions with polar solvents.
  • Non-polar Solvents: This compound tends to exhibit better solubility in non-polar solvents, such as hexane and toluene, where its hydrophobic characteristics can be fully utilized.
  • Limited Solubility: The extensive cyclic structure and a high degree of saturation could limit its solubility in common aqueous solutions.
  • Temperature Dependence: Like many organic compounds, the solubility of pentacyclo compounds can vary with temperature; increased temperature may enhance solubility in certain non-polar solvents.

In reviewing its solubility, it can be concluded that “like dissolves like” is a guiding principle. This means that due to its structural makeup, pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene is generally poorly soluble in polar solvents and more soluble in non-polar environments, demonstrating the significant role of molecular structure in determining solubility attributes.

Interesting facts

Exploring Pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene

Pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene is a fascinating compound with a complex structure that intrigues both researchers and students alike. Here are some remarkable facts:

  • Unique Structure: The compound features a highly intricate bicyclic and polycyclic framework, highlighting the rich diversity of carbon-based compounds.
  • Reaction Pathways: Its multiple double bonds render it reactive under various conditions, making it a potential candidate for polymerization reactions.
  • Potential Applications: Polycyclic compounds like this one are often explored in fields such as organic electronics, photovoltaic materials, and advanced materials design due to their unique electronic properties.
  • Synthesis Challenges: The synthesis of such a compound is not trivial and often requires sophisticated organic chemistry techniques, making it a topic of interest in synthetic organic chemistry courses.
  • Research Relevance: Studying compounds like this can shed light on the behavior of complex hydrocarbons, which are of significant relevance in petrochemical industries and materials science.

As scientists delve into the realm of such intricate compounds, one cannot help but echo the sentiment of renowned chemist Elias James Corey: “The defining characteristic of a great chemist is a desire to create new compounds and discover new phenomena.”

In summary, pentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1,3,5,7,9,13,16,18,20-nonaene stands as a beacon of the expansive possibilities within organic chemistry, encouraging ongoing research and innovation.

Synonyms
23143-01-3
1H-DIBENZO(A,H)FLUORENE
DTXSID70945818
12a,13-Dihydro-1H-dibenzo[a,h]fluorene