1) The following sequence of reactions will not make the alcohol shown. Explain why the sequence will fail and propose a modi?cation that would allow the conversion of the ketone into the alcohol.

1) NaNH₂

2) CH₃I

3) H₃O⁺

4) NaBH₄ or LiAlH₄

2) Beginning with toluene synthesize 1-(m -nitrophenyl)-1-butanone.

3) Beginning with benzene synthesize 4-ethyl-2-methylphenol.

4) Provide the reagents necessary to complete the following transformations or draw the major product of the reaction.

V. Provide the reagents needed to turn 3-methylbut-1-ene into 3-methylbut-2-ol.

5) Provide the reagents needed to do this synthesis in 3 steps.