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.