3.6
A molecule of ethane, when viewed down the carbon-carbon bond, shows the C-H groups spaced at 60°dihedral angles. This is the staggered conformation of ethane.
The staggered form of ethane has the lowest energy. This is because the C-H bonds are furthest from each other, minimizing steric repulsion between the electrons in the bonds, and therefore, stabilizing the molecule.
Another factor that stabilizes the staggered conformation is the favorable interaction between the occupied, bonding molecular orbital and an unoccupied, antibonding molecular orbital.
Rotating the farther carbon by keeping the nearer carbon stationary generates an infinite number of conformations.
At 0° dihedral angles, the C-H bonds on the two carbon atoms are close and cover one another. This is the eclipsed conformation of ethane.
Due to an increased steric repulsion and absence of a stabilizing interaction, the energy of eclipsed ethane increases by 12 kJ/mol, and each eclipsing H-H interaction is assigned 4 kJ/mol.
The energy difference between eclipsed and staggered conformations is known as torsional strain or torsional barrier.
Rotating the molecule from 0º to 360º along the carbon-carbon bond generates
In een organisch molecuul leidt vrije rotatie rond de enkele koolstof-koolstof binding tot energetisch verschillende conformers van het molecuul. Door…
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