Why are equatorial bonds perfectly parallel to ring bonds?

1 Answer
Oct 25, 2015

Equatorial bonds are parallel to ring bonds because of the staggered arrangement of the bonds in a cyclohexane chair.

It may be easier to see this if you look at a Newman projection for cyclohexane.

Newman 1
(from img.sparknotes.com)

Let's say that the lower arrow points to C-1 and C-2 is to the right of C-1.

Then C-1 is the carbon atom at the front of the right hand circle and C-2 is the hidden carbon behind it.

The equatorial C-H bond at C-1 bond is parallel to the bond between C-2 and C-3 and also to the bond between C-5 and C-6.

I have highlighted those bonds below to highlight the parallel bonds.

Newman 2
(adapted from img.sparknotes.com)