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Br Br d. b. 20. Prediet the substitution product(s) of the following reaction. e

ID: 998121 • Letter: B

Question

Br Br d. b. 20. Prediet the substitution product(s) of the following reaction. e. Both a and b. only d. None of ob ove 21. Classify each of the following structures (from left to right) as aromatic, antiaromatic, or nonaromatic a. Nonaromatic : antiaromatic: aromatic b. Nonaromatic : antiaromatic: antiaromatic c. Nonaromatic: nonaromatic: nonaromatic d. Aromatic: aromatic: aromatic 22. Classify the following structure as aromatic, antiaromatic, or nonaromatic. a. Aromatic b. Antiaromatic c. Nonaromatic d. Unknown 23. Classify the following structure as aromatic, antiaromatic, or nonaromatic.

Explanation / Answer

20. (a) During radical reaction most substituted double bond is formed; just reverse to NBS bromination.

21. (a) Nonplanar-Nonaromatic; Planar,4e-Antiaromatic; Planar, 2e-Aromatic.

22. (a) Armatic due to presence of 6 electrons in planar system.

23. (c) Nonaromatic due to nonplanar nature. Presence of sp3 nitrogen makes the molecule nonplanar.

24. (d) The molecule is actually Homoaromatic.

25. (a) The phenolic -OH group is o/p orienting.

26. (b) Friedel-Craft acylation does not take place with Nitrobenzene due to electron withdrawing effect of nitro group which deactivates the benzene ring towards electrophilic substitution.

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