The structure of cyclohexane has important consequences for its
reactivity, as we shall see.
The low energy form (strain free form) of cyclohexane is the chair:
The reason why this form is of lower energy can be
seen if we look down any of the C-C bonds. The following diagram
is a Newman Projection of the areas indicated by the arrows above:
Clearly, both of these projections show that there
is a staggered arrangement around each C-C bond, and therefore,
repulsive interactions are minimized.
A consequence of this low energy form is that there
are two distinct positions for the hydrogen atoms to occupy; axial,
and equatorial. The diagram below
has had the hydrogen atom labels replaced with "ax" ("axial"),
or "eq" ("equatorial") to indicate their position:
The higher energy conformation of cyclohexane is the
boat form:
The positions of the hydrogen atoms have been omitted
for clarity. In this form, there are many eclipsing interactions,
which contribute to its higher energy.
However, in cyclohexane, the differences in energy
are not sufficient to prevent ring-flipping.
This process (if it occurs rapidly enough, and it does in cyclohexane)
will average out all of the axial and equatorial positions, so that
they are effectively equivalent.
Ring-flipping occurs via a twist-boat
conformation:
and converts all the axial positions to equatorial,
and vice versa.
However, if the energy gap is sufficient, ring-flipping
can be made very unlikely, and negligible.
This can be achieved by the addition of a locking-group
such as tertiary-butyl [C(CH3)3].
This makes the interconversion of the two conformational
isomers (one with the tertiary-butyl group axial, and one with it
equatorial) very slow.

As can be seen clearly from the diagram above, the
equatorial isomer will have lower energy, as the axial isomer has
unfavourable interactions between the tertiary-butyl group and the
two axial hydrogen atoms indicated.
These interactions are known as 1,3 diaxial interactions.
In the case of a very large group like tertiary-butyl, the interactions
are so large, and so strongly disfavour the axial conformer, that
the equatorial isomer almost completely dominates.
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