here they are 1.

hi im doing some homework on copper catalyed aerobic oxidations and theres some questions that i dont get. here they are

1. 4-hydroxy benzyl alcohol is not capable of undergoing oxidation with the present (bpy)Cu/TEMPO catalytic system, where the starting material is largely recovered at the end of the reaction, as evidenced by GC. Propose an explanation as to why no reaction is observed.

2. When a co-solvent of 1:1 H2O:CH3CN is employed, the oxidation of a primary alcohol with the (bpy)Cu/TEMPO system is much slower than with acetonitrile as a solvent. How can you account for this observation. 

3. Provide a mechanism for the transformation of 2-amino-5-bromobenzaldehyde to a quinoline with addition of 2-butanone and NaOH.