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.

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

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

Step 3. Insert the #"OH"# groups on #"C-2"# to #"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"# groups on #"C-2"# and #"C-4"# in the "down" (equatorial) positions.

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

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

The chair form of α-D-glucopyranose is

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And the structure of β-D-glucopyranose is

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