The transformation shown below can be accomplished in TWO reaction steps. From the following list, select the two reagents (or sets of reagents) which would most effectively bring about this conversion. Reagents:

Question

The transformation shown below can be accomplished in TWO reaction steps. From the following list, select the two reagents (or sets of reagents) which would most effectively bring about this conversion. Reagents:
1. Conc H2SO4/heat 
2. CN- 
3. KMnO4 
4. (i) CH3MgI (ii) H3O+ 
5. PBr3 
6. (i) BH3 (ii) H2O2 
7. CH3CH2O-/CH3CH2OH 
8. H2O/H+ 
9. OH-/H2O 
10. (i) O3 (ii) Zn 
11. NaBH4 
12. HCl 
13. KI 
14. Na 
15. CH3CH2Br

Please enter the reagent number (from the above list) for each of the two steps in the following synthesis: 
Step 1:?  
Step 2:?

CH3CH2CHO ->(Step 1) ->(Step 2) CH3-CH=CH-CH3

Thanks a lot

bobpursley · Answer

http://en.wikipedia.org/wiki/Grignard_reaction Look at reagent pair number 4.