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Biphenylene

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Identification
Molecular formula
C12H8
CAS number
259-79-0
IUPAC name
biphenylene
State
State

At room temperature, biphenylene is a solid. It is relatively stable under normal conditions but can degrade upon exposure to light and air.

Melting point (Celsius)
113.00
Melting point (Kelvin)
386.15
Boiling point (Celsius)
255.00
Boiling point (Kelvin)
528.15
General information
Molecular weight
153.18g/mol
Molar mass
153.1840g/mol
Density
1.2000g/cm3
Appearence

Biphenylene appears as a white to pale yellow crystalline solid. The compound forms plate-like crystals that exhibit a mild aromatic odor. It may exhibit different shades of yellow depending on the level of impurities.

Comment on solubility

Solubility of Biphenylene

Biphenylene, with the chemical formula C12H8, exhibits unique solubility characteristics due to its distinct molecular structure. This compound is considered to be:

  • Moderately Soluble in Organic Solvents: Biphenylene shows a tendency to dissolve in nonpolar organic solvents, such as benzene and toluene, owing to its hydrophobic nature.
  • Poorly Soluble in Water: Like many aromatic hydrocarbons, biphenylene has limited solubility in water, which is primarily attributed to the hydrophobic aromatic rings that resist interaction with polar water molecules.

When sampling biphenylene, it's crucial to remember that:

  • The solubility can be influenced by temperature; generally, an increase in temperature tends to enhance solubility in organic solvents.
  • It may exhibit structural isomerism, impacting its solubility properties in various mixtures.

In summary, while biphenylene showcases desirable solubility in organic environments, its presence in aqueous solution remains limited, making careful consideration of its dissolution context essential in experimental applications. As one expert noted, "The nonpolar nature of biphenylene underscores the importance of solvent selection in chemical processes involving this compound."

Interesting facts

Interesting Facts about Biphenylene

Biphenylene is an intriguing polycyclic aromatic hydrocarbon, known for its unique structure and fascinating chemical properties. Here are some key points to consider:

  • Structural Composition: Biphenylene consists of four fused benzene rings, forming a unique arrangement that distinguishes it from other hydrocarbons. This structure allows it to exhibit fascinating electronic and optical properties.
  • Chemical Reactivity: The presence of both aromatic and non-aromatic regions in its structure makes biphenylene a good candidate for various chemical reactions. It can undergo electrophilic substitution reactions, a common feature of aromatic compounds, but also showcases reactivity typical of non-aromatic systems.
  • Applications: Due to its electronic properties, biphenylene is studied for use in organic electronics, including organic light-emitting diodes (OLEDs) and organic solar cells. Its unique characteristics also make it a subject of interest in materials science.
  • Research Interest: The study of biphenylene can provide insights into polycyclic aromatic hydrocarbons' stability and reactivity. Researchers are excited about its potential to act as a building block in the synthesis of more complex organic compounds.
  • Synthetic Approaches: Various synthetic strategies have been developed to create biphenylene, highlighting its attractiveness in organic synthesis. Techniques involve multi-step procedures or innovative methods like cyclodehydrogenation.
  • Crystalline Forms: Biphenylene can exist in different crystalline forms, and its physical properties can vary based on these forms. This characteristic leads to interesting studies on polymorphism in organic materials.

In conclusion, biphenylene embodies the intersection of structure and functionality in organic chemistry. As scientists continue to uncover its potential applications and reactivity, biphenylene remains an essential compound in the world of molecular design and materials science.

Synonyms
BIPHENYLENE
259-79-0
Diphenylene
Cyclobutadibenzene
Dibenzocyclobutadiene
1,1'-Biphenylene
UNII-0Z64I7D5M2
0Z64I7D5M2
MFCD00001110
NSC 101862
NSC-101862
DTXSID3059765
CHEBI:33079
Biphenylene (8CI)(9CI)
biphenylen
Biphenylene (8CI)
Biphenylene, 99%
NCIOpen2_001701
DTXCID3037412
NSC101862
AKOS004907822
AC-26543
AS-56289
SY020122
DB-307648
B6284
CS-0155947
NS00113990
F21332
Q3560509
690-155-6