How can I draw axial and equatorial bonds in glucose?

1 Answer
Jun 15, 2015

You follow the steps below.

Explanation:

Step 1. Draw the Fischer projection of glucose.

upload.wikimedia.org

Step 2. Draw a cyclohexane chair, showing the axial and equatorial bonds.

www.bioscience.org

Replace "C-6"C-6 of the ring with an "O"O atom (the "O"O atom on "C-5"C-5 of glucose), and place the bulky "CH"_2"OH"CH2OH group in the equatorial position of "C-5"C-5.

Step 3. Insert the "OH"OH groups on "C-2"C-2 to "C-4"C-4.

In the Fischer projection their orientations are in the order "right-left-right".

In the pyranose chair, the orientations will be "down-up-down".

Draw the "OH"OH groups on "C-2"C-2 and "C-4"C-4 in the "down" (equatorial) positions.

Draw the "OH"OH group on "C-3"C-3 in the "up" (equatorial) location.

Draw an "OH"OH below the ring (axial) on "C-1"C-1 for the α form. Draw it above the ring (equatorial) for the β form.

The chair form of α-D-glucopyranose is

www.uky.edu

And the structure of β-D-glucopyranose is

www.scientificpsychic.com

As you move around the β-glucose ring, you see that all the substituents are equatorial.