Problem:  Azo dyes are organic dyes that are used for many applications, such as the coloring of fabrics. Many azo dyes are derivatives of the organic substance azobenzene, C12 H10 N2. A closely related substance is hydrazobenzene, C12 H12 N2. The Lewis structures of these two substances are showin in the diagram.  (Recall the shorthand notation used for organic molecules.)Azobenzene is said to have greater delocalization of its pi electrons than hydrazobenzene. Discuss this statement in light of your answers to A, B, C and D.

FREE Expert Solution

A conjugated system consists of overlapping p-orbitals that allow a delocalization of electrons across all the adjacent aligned p-orbitals. 

The image below shows a visualization of how the p-orbitals of benzene overlap and form a system of electrons. 

View Complete Written Solution
Problem Details

 Azo dyes are organic dyes that are used for many applications, such as the coloring of fabrics. Many azo dyes are derivatives of the organic substance azobenzene, C12 H10 N2. A closely related substance is hydrazobenzene, C12 H12 N2. The Lewis structures of these two substances are showin in the diagram. The structure of Azobenzene is two Ns double bonded to one another; each is single bonded out to benzene and has one pair of dots.  In hydrazobenzene, the Ns are instead single bonded to each other and below to H. (Recall the shorthand notation used for organic molecules.)

Azobenzene is said to have greater delocalization of its electrons than hydrazobenzene. Discuss this statement in light of your answers to A, B, C and D.

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Delocalized Electrons concept. If you need more Delocalized Electrons practice, you can also practice Delocalized Electrons practice problems.