Question

1. Provide the Major Product from the following reactions CrO3, H2S04 Acetone HBr Me OH OH Tsci, Pyr, NaH он Br 2. Provide Reagents for each Letter in the REDOX Ladder See list of Reagents OH on Back OH

Answer 1

1) CrO3 oxidize alcohol to aldehyde.

HBr add on double bond in markovnikov way (Br attach to carbon having less number of H)

TsCl react with alcohol to form OTs group

NaH abstract OH proton which then attack on alkyl halide to give ether.

2) A : PCC

B : H2CrO4

C : KMnO4

D : DIBAL-H

E : LiAlH4

F : NaBH4

Please give feedback!