Skip to main content

Hexamethyl(Dewar benzene)

ADVERTISEMENT
Identification
Molecular formula
C12H18
CAS number
1775-19-1
IUPAC name
1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene
State
State
Hexamethyl(Dewar benzene) is described as a liquid at room temperature, characterized by its flowing nature and consistent liquid state at standard conditions of a pressure of 1 atm and a temperature around 25°C.
Melting point (Celsius)
-54.00
Melting point (Kelvin)
219.15
Boiling point (Celsius)
131.50
Boiling point (Kelvin)
404.65
General information
Molecular weight
162.27g/mol
Molar mass
162.2710g/mol
Density
0.6800g/cm3
Appearence

Hexamethyl(Dewar benzene) is a colorless liquid. It is known for its notable structure as a bicyclic diene with a distinctive appearance that can be described as oily. It lacks any strong color, generally maintaining a transparent to slight yellowish hue.

Comment on solubility

Solubility of 1,2,3,4,5,6-Hexamethylbicyclo[2.2.0]hexa-2,5-diene

The solubility of 1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene can be characterized by its unique structure, which influences how it interacts with various solvents. Here are some key points regarding its solubility:

  • Non-polar Characteristics: This compound is predominantly non-polar due to its extensive hydrocarbon framework, making it less soluble in polar solvents such as water.
  • Solubility in Organic Solvents: It tends to exhibit greater solubility in non-polar solvents like hexane or toluene, which can effectively accommodate its molecular structure.
  • Temperature Dependency: The solubility can vary with temperature; typically, non-polar compounds are more soluble at higher temperatures in organic solvents.

In summary, 1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene is expected to be poorly soluble in water but may demonstrate good solubility in non-polar organic solvents. This behavior aligns with the general principle that *similar solubility characteristics prevail for substances with comparable polarity*.

Interesting facts

Interesting Facts about 1,2,3,4,5,6-Hexamethylbicyclo[2.2.0]hexa-2,5-diene

1,2,3,4,5,6-Hexamethylbicyclo[2.2.0]hexa-2,5-diene is a fascinating compound in the world of organic chemistry, notable for its unique structure and interesting chemical properties. Here are some key points:

  • Structural Complexity: This compound features a bicyclic structure, encompassing two fused rings. Its framework is characterized by six methyl groups that provide significant steric hindrance, making the compound particularly interesting for studies in sterics and reactivity.
  • Reactivity Insights: The presence of diene functional groups in the bicyclic structure makes it a good candidate for reactions such as Diels-Alder reactions. This allows for the formation of new carbon-carbon bonds, which is essential for synthetic organic chemistry.
  • Origin of Name: The nomenclature of this compound reveals its intricate structure. The prefix hexamethyl indicates the presence of six methyl groups, while bicyclo[2.2.0] denotes its disjointed bicyclic configuration, emphasizing its unique connectivity.
  • Application Potential: Compounds with similar structures have been investigated for their potential in pharmaceuticals, materials science, and as catalysts in various chemical reactions. Exploring this compound could lead to discoveries in these fields.
  • Historical Context: Bicyclic diene structures have been a critical area of study since the early days of organic chemistry, providing essential insights into both theoretical and practical applications of reaction mechanisms.

In summary, 1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene stands out as a compound that merges complexity with practical utility. Its unique characteristics inspire ongoing research and innovative applications in the realm of chemistry.

Synonyms
1,2,3,4,5,6-Hexamethylbicyclo[2.2.0]hexa-2,5-diene
1,2,3,4,5,6-Hexamethylbicyclo(2,2,0)hexa-2,5-diene
1,2,3,4,5,6-Hexamethylbicyclo(2.2.0)hexa-2,5-diene
231-576-3
7641-77-2
Hexamethyldewarbenzene
Dewar benzene, hexamethyl-
2-Butin hexamethyl-dewar-benzol
BICYCLO(2.2.0)HEXA-2,5-DIENE, HEXAMETHYL-
Bicyclo[2.2.0]hexa-2,5-diene, 1,2,3,4,5,6-hexamethyl-
Hexamethyl-bicyclo(2.2.0)hexa-2,5-dien
Hexamethyl Dewar benzene
EINECS 231-576-3
2-Butin hexamethyl-dewar-benzol [German]
Hexamethyl-bicyclo(2.2.0)hexa-2,5-dien [German]
hexamethyl-dewar-benzene
Hexamethylbicyclo[2.2.0]hexa-2,5-diene
Hexamethyldewarbenzene, 97%
DTXSID50227240
NS00037783
InChI=1/C12H18/c1-7-8(2)12(6)10(4)9(3)11(7,12)5/h1-6H