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Ch.8 - Basic Concepts of Chemical Bonding

Chapter 8, Problem 58c

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:

(c) Not all of the C—C bond lengths in naphthalene are equivalent. Based on your resonance structures, how many C—C bonds in the molecule do you expect to be shorter than the others?

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