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Assignment question

Aromatic hydrocarbons

1. Explain antiaromaticity.
2. How are toluene oxides to benzoic acid?
3. Explain orienting effect of methyl group in toluene on electrophilic
substitution reaction.
4. Give the synthesis of trans stilbene from benzoin.
5. Explain aromaticity of cyclopentadienyl anion.
6. What happen when benzoic acid is reduced with sodium in
ammonia? Name the reaction.
7. Give a method of preparation of styrene.
8. Explain the structure of benzene based on molecular orbital
theory.
9. Explain the orienting effect of OH group in aromatic substitution
reaction.
10. What is Huckel’s rule?
11. What happen when naphthalene is treated with acidified KMnO4.
12. Write Diel’s alder reaction of anthracene with 1,2- dichloro
ethene.
13. Explain the orienting influence of NO2 group, taking nitrobenzene
as example.
14. Explain aromatic nucleophilic substitution via benzyne
intermediate.
15. What is Ullmann’s reaction.
16. Explain the mechanism of nitration of benzene giving the energy
profile diagram and isotopic effect.
17. Mention 2 ortho para orienting group of benzene.
18. Write the reaction for the oxidation of toluene with chromyl
chloride.
19. How is anthracene converted into anthraquinone?
20. How is biphenyl prepared.
21. Draw the structure of cis and trans isomers of stilbene.
22. Give chemical reaction to convert
a) Naphthalene to phthalic anhydride
b) Phenanthrene to phenanthrenequinone

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