Problem: Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:Draw all of the resonance structures of naphthalene. How many are there?

FREE Expert Solution

We are being asked to identify the resonance forms of naphthalene, C10H8

First, we will have to draw the Lewis Structure of C10H8.


Step 1: Calculate the total number of valence electrons present.          

C10H8:

           Group              Valence Electrons

C         4A                    4 valence e‑ x 10
H         1A                    1 valence e- x 8
                                    Total = 48 valence e- 


Step 2: Draw the Lewis Structure for the molecule


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Problem Details

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:
The structure appears as two six-membered rings, arranged with their points up and down.  Each vertex is a carbon, and the sides of the rings are single bonds.  The rings are fused on the right side of the left ring and the left side of the right ring, sharing that side.  All carbons except the two making up that fused side are also single bonded outside the rings to H.

Draw all of the resonance structures of naphthalene. How many are there?

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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 Resonance Structures concept. You can view video lessons to learn Resonance Structures. Or if you need more Resonance Structures practice, you can also practice Resonance Structures practice problems.

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Based on our data, we think this problem is relevant for Professor Harris' class at VCU.