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Chapter 15: Q15-15-25E (page 477)

Anthracene has four resonance structures, one of which is shown. Draw the other three

Anthracene

Short Answer

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Four resonance structures of anthracene

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01

 Resonance structures

Two or more structures of a molecule differ in the placement of pi bonds and non-bonded electrons. The placement of atoms and sigma bonds stays the same.

02

Anthracene resonance structures

The delocalisation of the double bond in anthracene will create resonance structures. By the delocalisation of the double bond four resonance can be formed.

Thus, the four resonance structures of anthracene are as follows:

Four resonance structures of anthracene

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Most popular questions from this chapter

The following molecular model is that of a carbocation. Draw two resonance structures for the carbocation, indicating the positions of the double bonds.

Propose structures for compounds that fit the following descriptions:

(a) C10H141HNMR: 7.18鈥�未(4 H, broad singlet);2.70鈥�未(4 H, quartet, J = 7 Hz); 1.20鈥�未(6 H, triplet, J =7 Hz) IR:745鈥�cm-1.

(b)C10H141HNMR:7.0鈥�未(4 H, broad singlet);2.85鈥夆赌�未(1 H, septet, J = 8 Hz);2.28鈥夆赌�未(3 H, singlet);1.20鈥夆赌�未(6 H, doublet, J = 8 Hz) IR:825鈥�cm-1.

Look at the five resonance structures for phenanthrene (Problem 15-26), and predict which of its carbon-carbon bonds is the shortest.

All-cis cyclodecapentaene is a stable molecule that shows a single absorption in its NMR spectrum at 5.67未. Tell whether it is aromatic, and explain its NMR spectrum.

7 Propose structures for aromatic compounds that have the following 1HNMR spectra:

(a) C8H9BrIR=820鈥�cm-1

b) C9H12IR:750鈥�cm-1

c) C11H16IR:820鈥�cm-1
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