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Unformatted text preview: antiaromatic character? H H 1,6-methanoannulene 5. The 1 H NMR spectrum of the most stable isomer of annulene shows two signals at = -0.61 (4 H) and 7.88 (10 H) ppm. Two possible structures (A and B) for annulene are shown below. Which one corresponds to the NMR spectrum described? Give reasons for your answers. A B 6. Rank the following in order of decreasing reactivity in electrophilic aromatic substitution. CF 3 CH 3 CH 3 CF 3 CH 3 CH 3 A B C D 7. Propose a reasonable synthesis for the following compounds from benzene. O NO 2 Cl (a) (b) 8. (From 1999 Final Exam) Complete the following reactions by drawing the major product that would be formed. NO 2 NO 2 NO 2 NO 2 NO 2 Br NH 2 NO 2 Cl 2 AlCl 3 Br 2 FeBr 3 HNO 3 H 2 SO 4 Cl 2 AlCl 3...
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- Fall '06
- GANEM, B