Cumulative double bonds

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In the case of cumulative double bonds , two double bonds are adjacent, starting from the same carbon atom. Simple compounds with accumulated double bonds are e.g. B. Propadiene (allene), H 2 C = C = CH 2 , carbon dioxide , O = C = O and ketene [H 2 C = C = O]. The central carbon atom between two cumulated double bonds is sp-hybridized , the connections are therefore linear in structure.

In addition to cumulative double bonds, there are also isolated double bonds and conjugated double bonds .

Double bonds marked in red and the atoms involved.
Comparison of compounds with two isolated, conjugated and cumulated double bonds.
isolated conjugated cumulative
Hydrocarbon Isolated Diene EXAMPLE A V.png Conjugated Diene EXAMPLE B V.png Cumulated Diene EXAMPLE C V.png
Carbonyl compound Isolated Carbonyl EXAMPLE A V.1.svg Conjugated Carbonyl EXAMPLE B V.2.svg Cumulated Carbonyl EXAMPLE C V.2.svg

Individual evidence

  1. Ivan Ernest: Binding, Structure and Reaction Mechanisms in Organic Chemistry. Springer-Verlag, 1972, ISBN 3-211-81060-9 , p. 28.