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Show how you would synthesize each compound from benzene, toluene, or phenol usi

ID: 1088283 • Letter: S

Question

Show how you would synthesize each compound from benzene, toluene, or phenol using the following reactions: Reaction:s 1. Halogenation 2. Nitration 3. Sulfonation 4. Friedel-Crafts acylation 5. Friedel-Crafts alkylation 6. Oxidation of methyl group 7. Reduction of nitro group Choose the starting material from the drop-down list Enter the number(s) of the desired reactions in the order that you wish to use them without commas between . If a reaction is used more than once, enter its number each time you wish to use it Compound 1: m-nitrobenzenesulfonic acid Starting material: Reaction(s): Compound 2: p-bromobenzoic acid Starting material: Reaction(s)

Explanation / Answer

Compound 1: m-nitrobenzenesulfonic acid

starting material: benzene

Reactions: 32

Explanation: Benzene undergoes sulfonation and produces benzene sulfonicacid as product. -SO3H is a strong electron withdrawing group which withdraws electrons and directs the incoming electrophile to meta position.

compound 2: p-bromobenzoic acid

starting material: toluene

Reactions: 16

Explanation: -CH3 group is a electron donating group and directs the incoming electrophile to para positioin. oxidation of -CH3 group produces carboxylic acid group.