Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Epoxides
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Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction…
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7. Although Huckel's rule strictly applies only to monocyclic compounds, it does appear to have application to certain bicyclic compounds, if one assumes use of resonance structures involving only the perimeter double bonds, as shown with one resonance contributor for naphthalene below. Both Naphthalene and azulene have 10 t electrons and are aromatic. Pentalene (shown below) is apparently antiaromatic and is unstable even at very low temperatures. Heptalene has been made but it adds bromine, it reacts with acids, and it is not planar. Is Huckel's rule applicable to these compounds? If so, explain their lack of aromaticity. Pentalene Heptalene
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Transcribed Image Text:7. Although Huckel's rule strictly applies only to monocyclic compounds, it does appear to have application to certain bicyclic compounds, if one assumes use of resonance structures involving only the perimeter double bonds, as shown with one resonance contributor for naphthalene below. Both Naphthalene and azulene have 10 t electrons and are aromatic. Pentalene (shown below) is apparently antiaromatic and is unstable even at very low temperatures. Heptalene has been made but it adds bromine, it reacts with acids, and it is not planar. Is Huckel's rule applicable to these compounds? If so, explain their lack of aromaticity. Pentalene Heptalene
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