Question

Use this table to answer the following questions in this week's exercise Complex Benzene Reactions Using any of the starting material from the previous table, create a mechanism for the following reactions: Redox reagents Starting compounds Common reactions H Pd-C, Fe HCI, ar Sn HC 2n(Hg)-HCI- NH NH OH- KMnD Na:Cr O: +H,SO, HO Nitration Benzene Sulfonation Toluene 1) Friedel-Crafts acylation of benzene with CaHCOC Halogenation ZnO -A Friedel-Crafts alkylation Friedel-Crafts NBS hy acylation Examples 2) Nitration of the product from part 1 a Br 1) This question is from the homework. What reaction(s)/reagent(s) do we use to prepare the product? What is the name of the carbon that bromine is attached to? 3) Clemmensen reduction of the product from part 1 b) Wolff-Kishner reduction of the product from part 1 4) HCL AT 630C CHCH Zuo HC-CH CH CH What are the names of the molecules in the above reaction? What is ZnO doing in the above reaction?

using any of the starting material from the previous table, create a mechanism for the following reactions

Answer 1

BY Alcla a) CH CH CH CH₂ NBS che d he L Benzene 3 Ethy benzene Reagents :VEthyl Chloride (CH2CHgCl) and Alclz 1) NBS/ 620. → The Carbon that bromine is attached is called benzylic carbon. b) + BC=CH, 4 5 6 7 = benzene ethene Ethyl benzene Vinyl benzene or styrene. zno is a dehydrogenating agent (removes 12). zno

1) Friedel --Crofts acylation 0 + Hala Aado de cats + Hel Benzene benzoyl chloride benzophenone Mechanism! 1) Formation of electoo phile. CGHS-Pfl + Alchy] — GHS de + Alcin benzoyl cation 2) Attack of electrophile on benzene, & resonance stabilization Co-GHS (Co-Caths Co-Cots. 9) Loss of proton and formation of product CO-GH5 E rby 0 fet +.

2) Nitration of Product from Part 1 Sives a meta-nitro substituted Product because -COGHS is -M group and meta direding in nature. dots concHNO3 Tore V Conc. Hy sou NO -R group m-nitro benzophenone. meta directing 3) Clemmenson seduction of product ios Part I gives diphenyl methane due to reduction of -8- to-che opel cells in lo Cells same product 4) Wolf-Kishner reduction also results the HN-