Grignard Synthesis Problems

Starting from and alcohols of three carbons or less and benzyl alcohol, synthesize:

Br
1. 2.

OH

3. 4.

OH
S CH3

5. 6.

Key reactions in Grignard synthesis problems

PBr3
To form an alkyl Bromide: RCH2OH RCH2Br

Mg
To form a Grignard reagent: CH3Br CH3MgBr
Et2O
PCC O
To oxidize to an aldehyde of ketone: RCH2OH
RCH

1) Mg , Et2O
RBr RCH2OH
To elongate by one carbon: O
2) C
H H