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
![1125_Figure.png](https://secure.tutorsglobe.com/CMSImages/1125_Figure.png)
2) Beginning with toluene synthesize 1-(m -nitrophenyl)-1-butanone.
![335_Figure1.png](https://secure.tutorsglobe.com/CMSImages/335_Figure1.png)
3) Beginning with benzene synthesize 4-ethyl-2-methylphenol.
![2282_Figure2.png](https://secure.tutorsglobe.com/CMSImages/2282_Figure2.png)
4) Provide the reagents necessary to complete the following transformations or draw the major product of the reaction.
![2256_Figure3.png](https://secure.tutorsglobe.com/CMSImages/2256_Figure3.png)
V. Provide the reagents needed to turn 3-methylbut-1-ene into 3-methylbut-2-ol.
![1329_Figure4.png](https://secure.tutorsglobe.com/CMSImages/1329_Figure4.png)
5) Provide the reagents needed to do this synthesis in 3 steps.
![2452_Figure5.png](https://secure.tutorsglobe.com/CMSImages/2452_Figure5.png)