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Suboxides of Carbon

Module by: Andrew R. Barron. E-mail the author

Carbon suboxide

Carbon suboxide is the third oxide of carbon, C3O2. It is made from the dehydration of malonic acid, Equation 1, with P4O10 above 140 °C Like carbon dioxide, the C3O2 molecule is linear, with pπ-pπ bonding.

graphics1.jpg
(1)

Gaseous carbon suboxide has an evil smell and while stable at –78 °C it polymerizes at 25 °C. Photolysis of C3O2 yields the unstable C2O. As expected from its synthesis, carbon suboxide reacts slowly with water to form malonic acid, i.e., the reverse of Equation 1; however, the reaction with stronger nuceophiles such as amines is rapid, Equation 2.

graphics2.jpg
(2)

Mellitic acid anhydride

The anhydride of mellitic acid (Figure 1a) may be considered as an oxide of carbon since its chemical formula contains only carbon and oxygen, i.e., C12O9 (Figure 1b).

Figure 1: Structures of (a) mellitic acid and (b) its anhydride.
Figure 1 (graphics3.jpg)

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Definition of a lens

Lenses

A lens is a custom view of the content in the repository. You can think of it as a fancy kind of list that will let you see content through the eyes of organizations and people you trust.

What is in a lens?

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