User:Rsvetlov/Basketane

= Taken from the Wikipedia Article (copy and pasted): Basketane = ****Added sentences are going to be in bold

= Basketane = From Wikipedia, the free encyclopedia Jump to navigationJump to search Basketane is a polycyclic alkane with the chemical formula C10H12. The name is taken from its structural similarity to a basket shape. Basketane was first synthesized in 1966, independently by Masamune and Dauben and Whalen. '''A European patent published in 1988 used basketane, which is a hydrocarbon, as a source material in doping thin diamond layers because of the molecule's high vapor pressure, carbon ring structure, and fewer hydrogen-to-carbon bond ratio.  In the year 1989 and before the synthesis of basketane, historic chemists were intrigued by the structural make-up of molecules, specifically objects you see everyday. Using supramolecular chemistry, molecules such as cubane and basketane were named according to their corresponding shape and historically revealed certain characteristics and personal motives of chemists at that time. Naming these uniquely shaped molecules were also done considering chemical nomenclature such as adding "-anes" for single carbon-carbon bonds and "-enes" for double carbon-carbon bonds to the end of the appropriate molecules.'''

'''Binmore et al.1994 synthesized basketane using cubane and creates this radical biproduct by forcing cubane rings to be opened up via structural strain to create the chemical bonds necessary for this rigid molecule.  This method is known as ring expansion where one part of two conjoined ringed are opened and rearranged to remove barriers between the two ring systems. Cyclobutylcarbinyl radicals that rearrange and open into structures such as basketane and cubane are favorable rearrangements with free energy barriers around 0.3 kcal/mol. Such polycyclic, cage-like molecules do not conform to simple carbon-carbon bonds with angles of 109.5 degrees due to their strained system. The strain energy causes thermodynamic instability resulting in higher combustion and heat release.  When taking a mass analysis, the mass spectrum graph for basketane has a distinct tall peak at 39 m/z distinguishing a clear cyclic structure. '''

See also[edit]

 * Cubane
 * 8-Aminopentacyclo class of 'Polycyclic cage molecules'
 * housane



Further reading[edit]


Categories:


 * Cyclobutanes
 * Hydrocarbon stubs