Reagents

Question 1

To oxidize Primary Alcohols

Answer 1

•PDC/PCC in CH2Cl
-primary OH–>aldehydes (H is lost)

• Jones(CrO3, H2SO4) or Na2Cr2O7
• KMnO4, NaOH,

Question 2

Oxidation of Secondary Alcohols

Answer 2

PDC/PCC in CH2Cl2
Jones or Na2Cr2O7
-secondary OH–>ketone (no more H’s to give up)

Question 3

Oxidation of Tertiary Alcohols

Answer 3

Tertiary alcohols do not undergo oxidation!!

Question 4

Oxidative Cleavage Rxns

Answer 4

•cold, dilute KMnO4 (tends to oxidize everything)
-adds to Alkene with syn addition 
•OsO4(expensive and toxic)
•HIO4(periodic acid)
-forms aldehydes

Question 5

Ozonolysis

Answer 5

O3 and Zn, HCl

Produces carbonyl groups

Question 6

Epoxidation

Answer 6

Forms ethers
Occurs steep specifically with syn addition and that stereochem is carried into the epoxide
m-Chloroperbenzoic acid (mCPBA) is reagent