Enol structures of nona-2,8-dione

Below are shown the structures of the original diketone and its two enol structures, together with their electrostatic surfaces. One will cyclize to form an eight-membered ring, the other a six-membered ring.

Background Colour:

Enol to cyclize through an eight-membered ring

Original diketone
(nona-2,8-dione)

Enol to cyclize through a six-membered ring

(Red represents areas which are electron rich, blue represents areas that are electron poor)

Back to intramolecular aldol summary

 

 

637