4. Propose a synthesis of the following compound, starting with benzene and any other compounds you would like. (Note: Pay careful attention to the order of reaction and watch out for rearrangments.) SO3H

Synthesize the compound below from benzene. COOH NO₂

3. Provide a series of steps to accomplish the following transformations. You may use benzene and any other reagent containing no more than 4 carbons in your synthesis. a) MeO OMe OMe NH₂ MeO ỌMe OMe NHPh

a) Propose a synthesis for the phenolic compound below starting from benzene and any compound with 2 or less carbons. CH;OCH;CH3 OH

2. Propose a synthesis for the following compound starting with benzene. NO

4. Propose a synthesis of the following compound using only benzene and propyne as sources of carbon: NO₂

4. Propose a reasonable synthesis for the following compound. The starting material is provided. H но N3 Me "Ме

3 Propose a synthesis for the compounds below from benzene.

Propose an efficient synthesis for the following transformation: & EtO The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. HD A LDA, -78°C D H3O*, heat G OEt 1) LIAIH4; 2) H3O+ B Na2Cr₂O7, H₂SO4, H₂O E 1) MeMgBr; 2) H3O* H 1) NaOEt; 2) H3O* (workup) с PCC or DMP F CH31 Br2, [H3O+]

4 Starting from benzene, devise a synthesis for the following compounds. a. b. C. d. & مهم Br CH3 NO₂ NO₂ OH Oc-CH, 'Br