How do you count sigma and pi bonds? For example, in the lewis structure azidothymidine there are 33 sigma and 5 pi bonds. How is this found?

1 Answer
Feb 9, 2016

Azidothymidine:

https://upload.wikimedia.org/

When you draw the purely skeletal structure, i.e. with no double or triple bonds, what is there counts as one sigma bond per single bond.

That gives you:

  • Five #"C"-"O"# #sigma# bonds
  • Six #"C"-"N"# #sigma# bonds
  • Two #"N"-"N"# #sigma# bonds
  • One #"N"-"H"# #sigma# bond
  • One #"O"-"H"# #sigma# bond
  • Seven #"C"-"C"# #sigma# bonds

And don't forget the implicit hydrogens!

  • Eleven #"C"-"H"# #sigma# bonds

Now when you consider #pi# bonds, it is one additional #pi# bond for each additional bond for up to only double and triple bonds:

  • Two #"N"-"N"# #pi# bonds
  • One #"C"-"C"# #pi# bond
  • Two #"C"="O"# #pi# bonds

So we have:

  • #5 + 6 + 2 + 1 + 1 + 7 + 11 = 33# #sigma# bonds
  • #2 + 1 + 2 = 5# #pi# bonds