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Azulene

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Identification
Molecular formula
C10H8
CAS number
275-51-4
IUPAC name
azulene
State
State

Azulene is typically a solid at room temperature, possessing the unique characteristic appearance of dark blue crystals.

Melting point (Celsius)
99.00
Melting point (Kelvin)
372.15
Boiling point (Celsius)
242.00
Boiling point (Kelvin)
515.15
General information
Molecular weight
128.17g/mol
Molar mass
128.1690g/mol
Density
1.0873g/cm3
Appearence

Azulene is a blue-colored crystalline solid. It is characterized by its distinctive deep blue or indigo hue, which is quite uncommon among hydrocarbon compounds. The solid form tends to form tabular or needle-like crystals.

Comment on solubility

Solubility of Azulene

Azulene, with the chemical formula C10H8, exhibits some intriguing properties regarding its solubility. As a nonpolar compound, azulene is known to be sparingly soluble in water. However, it readily dissolves in many organic solvents. Below are some key points about the solubility of azulene:

  • Nonpolar Nature: Due to its nonpolar structure, azulene does not interact favorably with polar solvents like water.
  • Organic Solvents: Azulene shows good solubility in organic solvents such as:
    • Benzene
    • Toluene
    • Ethanol
  • Temperature Dependence: Its solubility can also be affected by temperature; increasing the temperature often enhances solubility in organic solvents.

In summary, while azulene is not soluble in water, its affinity for organic solvents makes it useful in various chemical applications. As a general rule, “like dissolves like,” and this principle is clearly illustrated in the solubility behavior of azulene.

Interesting facts

Interesting Facts about Azulene

Azulene is a fascinating aromatic hydrocarbon known for its unique properties and striking color. This compound stands out among the polycyclic compounds due to its vibrant blue hue, which is derived from its specific structure and electron distribution. Here are some intriguing aspects of azulene:

  • Natural Occurrence: Azulene is not only a synthetic compound; it can also be found in some natural sources. For instance, it is present in essential oils extracted from plants such as chamomile and yarrow.
  • Unique Structure: It consists of a fused bicyclic system, where carbon atoms create a distinctive arrangement that leads to its appealing properties. This aromatic system contributes to its stability and reactivity.
  • Use in Cosmetics: Azulene is widely appreciated in the cosmetic industry due to its anti-inflammatory and soothing properties, making it a popular ingredient in skin-care products.
  • Research Applications: Scientists are exploring the potential of azulene in various fields, including organic electronics and photodynamic therapy, highlighting its versatility beyond just a pigment.
  • Color Variances: Although azulene is predominantly known for its blue color, it can also appear in shades ranging from deep blue to greenish-blue, depending on the conditions of synthesis and the medium in which it is dissolved.

In summary, azulene represents a remarkable bridge between the world of nature and synthetic chemistry. Its diverse applications and stunning visual appeal make it a compound of interest not just for chemists but also for those in the fields of beauty and health.

Synonyms
azulene
275-51-4
Cyclopentacycloheptene
Azunamic
Bicyclo[5.3.0]decapentaene
azulen
Bicyclo(5.3.0)decapentaene
EINECS 205-993-6
UNII-82R6M9MGLP
82R6M9MGLP
Bicyclo(5.3.0)-1,3,5,7,9-decapentaene
MFCD00003810
NSC 89248
Azulene (JAN)
Bicyclo(5.3.0)-deca-2,4,6,8,10-pentaene
CHEBI:31249
AZULENE [JAN]
AZULENE [MI]
AZULENE [MART.]
NSC-89248
AZULENE [WHO-DD]
Azusalen [as sodium sulfonate]
DTXSID2059770
AZULENE (MART.)
Bicyclo(0.3.5)deca-1,3,5,7,9-pentaene
Azusalen (as sodium sulfonate)
BICYCLO-(0.3.5)-DECA-1,3,5,7,9-PENTAENE
BICYCLO-(5.3.0)-DECA-2,4,6,8,10-PENTAENE
Azulekeep
Azulene (Standard)
Azulene, 99%
AZULENE [INCI]
Azulene, analytical standard
CHEMBL3272628
DTXCID7037686
HY-B0055R
HY-B0055
NSC89248
AKOS015840881
FC66428
CS-15638
Bicyclo[5.3.0]-1,5,7,9-decapentaene
DB-047243
A0634
CS-0006517
NS00013373
Azulene, standard for GC, >=99.0% (GC)
bicyclo[5.3.0]deca-2,4,6,8,10-pentaene
C13408
D09768
A819116
Q144362
SR-01000944574
SR-01000944574-1
205-993-6