The
relative energies and therefore the
relative stabilities of the various conformers depends on the
proximity of electron clouds on atoms that are not bonded to one another.
For butane this means the proximity of the methyl groups and hydrogens bonded to C-2 to the methyl groups and hydrogens bonded to C-3.
The reason that the proximity of the groups bonded to the adjacent atoms is the important factor is that there are
repulsive forces between
electron clouds of atoms/groups that are
NOT bonded to one another.
The conformations where the repulsive forces are greater are of higher energy (less stable).
The graphics show the electron cloud for
anti,
gauche and one eclipsed conformation of butane. These show that in the
anti conformation, the electron clouds on the two CH3 groups on C-2 and C-3 are farthest from one another.
gauche conformation, the electron clouds on the CH3 groups on C-2 and C-3 are closer than in the anti conformation
eclipsed conformation shown, the CH3 groups on C-2 and C-3 are closer than any other conformations,
 | rotate C-4 120° out of screen
 |  |
| anti | | gauche |
rotate C-4 60° toward screen
 |  |
| | eclipsed |
All eclipsed conformations are
less stable (higher energy) than any
staggered conformation.
The
least stable (highest energy) eclipsed conformation has the
largest groups directly
opposite one another.
The
anti staggered conformations are the
more stable (lower energy) than the
gauche conformations.