Azulene has an appreciable dipole moment. Write resonance structures for azulene that PRACTICE PROBLEM 14.12 explain this dipole moment and that help explain its aromaticity. [Pg.647]

Azulene, an isomer of naphthalene, has a remarkably lai e dipole moment for a hydrocarbon = 1.0 D). Explain, usii resonance structures. [Pg.608]

Calicene, like azulene (Problem 9.32), has an unusually large dipole moment for a hydrocarbon. Explain, using resonance structures. [Pg.363]

Azulene does have an appreciable dipole moment (0.8 The essentially single-bond nature of the shared bond indicates, however, that the conjugation is principally around the periphery of the molecule. Several MO calculations have been appUed to azulene. At the MNDO and STO-3G levels, structures with considerable bond alternation are found as the minimum-energy struetures. Calculations which include electron correlation effects give a deloealized n system as the minimum-energy structure. " [Pg.536]

Therefore, this resonance structure contributes significant character to the overall resonance hybrid, which gives the azulene a considerable dipole moment. [Pg.630]

Azulene can be written as fused cyclopentadiene and cycloheptatriene rings, neither of which alone is aromatic. However, some of its resonance structures have a fused cyclopentadienyl anion and cycloheptatrienyl cation, which accounts for its aromaticity and its dipole moment of 1.0 D. [Pg.214]

See also in sourсe #XX -- [ Pg.533 ]

See also in sourсe #XX -- [ Pg.551 ]

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