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.)Predict the N-N-C angle in each of the substances.

FREE Expert Solution

We’re being asked to identify the bond angles of the N-N-C angle in Azobenzene and Hydrazobenzene. Since their Lewis structure is already given, we simply need to do the following steps:


Step 1: Determine the number of electron groups around the indicated atom.

Step 2: Determine the electron geometry and bond angle using this:


Electron Regions          Electronic Geometry          Bond Angles

2                                      linear                                    180˚

3                                      trigonal planar                      120˚

4                                      tetrahedral                            109.5˚

5                                      trigonal bipyramidal              90˚, 120˚, and 180˚

6                                      octahedral                            90˚ and 180˚


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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.)

Predict the N-N-C angle in each of the substances.

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