Chapter 9.SE, Problem 55AP

Interpretation Introduction

Interpretation:

Cumulene has three adjacent double bonds. An orbital picture of cumulene is to be drawn. The state of hybridization of the two central carbons is to be given. The geometric relationship of the substituents on one end to those at other end is to be given. The isomerism possible is to be stated.

Concept introduction:

A sp² hybridized carbon can form three σ bonds and one π bond. A sp hybridized carbon can form two σ bonds and two π bonds. The model of cumulene constructed shows the molecule is planar. A planar molecule with double bond can exhibit geometrical isomerism.

To draw:

The orbital picture of cumulene.

To give:

The state of hybridization of the two central carbons and the geometric relationship of the substituents on one end to those at other end.

To state:

The isomerism possible in cumulene.