Complete the following reactions, by naming the general structure of the products in which PCC or Cr(VI) is used to oxidize

Question

a.) primary alcohol + PCC -> producta   ["carboxylic acid", "no reaction", "ester", "ketone", "aldehyde"] 

b.) secondary alcohol + Cr ⁶⁺ (or PCC) -> productb   ["ketone", "ester", "carboxylic acid", "no reaction", "aldehyde"] 

c.) tertiary alcohol + Cr ⁶⁺ (or PCC) -> productc  ["ketone", "aldehyde", "no reaction", "carboxylic acid"] 

d.) primary alcohol + Cr ⁶⁺ -> 

Answer 1

a.) primary alcohol + PCC -> aldehyde

b.) secondary alcohol + Cr ⁶⁺ (or PCC) -> ketone

c.) tertiary alcohol + Cr ⁶⁺ (or PCC) -> no reaction

d.) primary alcohol + Cr ⁶⁺ -> carboxylic acid

answer explanations:

a.) PCC is a not a strong oxidizing agent so it can only oxidize primary alcohols to aldehydes

b.) Both chromate reagents and PCC function the same on secondary alcohols, which they oxidize to ketones

c.) Both chromate reagents and PCC function cannot oxidize tertiary alcohols

d.) Chromate reagents are strong oxidizing agents unlike PCC, so instead of only oxidizing to an aldehyde, they can take take it one step further by oxidizing the aldehyde to a carboxylic acid