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define conformations of ethane |
Conformations of Ethane In ethane two particular conformers are noteworthy and have special names, eclipsed and staggered conformations.In the eclipsed conformation, the C-H bonds on the front and back carbons are aligned with each other with dihedral angles of 0 degrees. In the staggered conformation, the C-H bonds on the rear carbon lie between those on the front carbon with dihedral angles of 60 degrees. Figure : The eclipsed and staggered conformations of ethane. The eclipsed conformation of ethane is less stable than the staggered conformation by 3 kcal/mol. The staggered conformation is the most stable of all possible conformations of ethane, since the angles between C-H bonds on the front and rear carbons are maximized at 60 degrees. In the eclipsed form, the electron densities on the C-H bonds are closer together than they are in the staggered form. When two C-H bonds are brought into a dihedral angle of zero degrees, their electron clouds experience repulsion, which raises the energy of the molecule. The eclipsed conformation of ethane has three such C-H eclipsing interactions, so we can infer that each eclipsed C-H "costs" roughly 1 kcal/mol. Figure: Eclipsing interactions in ethane. |