Oxidation Reaction

Points to remember in Oxidation Reaction

$\mathrm{KMnO}_{4}$ (in both medium) or

$K_2 Cr_2 O_7$ (in acidic medium)

Aldehyde $\longrightarrow$ Acid

$1^{\circ}$ Alcohol $\longrightarrow$ Acid

$2^{\circ}$ Alcohol $\longrightarrow$ Ketone

$3^{\circ}$ Alcohol $\longrightarrow$ No reaction

PCC (Pyridinium chlorochromate)

$CrO_{3} /HCl / Pyridine$

$1^{\circ} ROH \longrightarrow$ Aldehyde

$2^{\circ} ROH \longrightarrow$ Ketone

$3^{\circ} ROH \longrightarrow$ No reaction

Cu/573 K

$1^{\circ}$ Alcohol $\longrightarrow$ Aldehyde

$2^{\circ}$ Alcohol $\longrightarrow$ Ketone

$3^{\circ}$ Alcohol $\longrightarrow$ Alkene

$HIO_{4}$ (Periodic Acid):

Condition : Vicinal diol, $\alpha$ - Hydroxy ketone & $\alpha$-diketone can oxidize by $HIO_{4}$

Baeyer’s reagent and $ OsO_{4}+ NaHSO_{3}$

Baeyer-Villiger oxidation (m-CPBA or $CH_{3} CO_{3} H$)

Priority of shift (O accepting aptitude)

$R^{\prime}$ = $Ph > $ Ethyl > Methyl

Prilezhaev reaction

oxidation by $\mathrm{HNO}_{3}$

Aldehyde $\longrightarrow$ Acid

$1^{\circ}$ Alcohol $\longrightarrow$ Acid

$2^{\circ}$ Alcohol $\longrightarrow$ no reaction

$3^{\circ}$ Alcohol $\longrightarrow$ No reaction

oxidation by $\mathrm{MnO}_{2}$

$1^{\circ}$ Alcohol $\longrightarrow$ Aldehyde

$2^{\circ}$ Alcohol $\longrightarrow$ Ketone

$3^{\circ}$ Alcohol $\longrightarrow$ No reaction

Note : Only allylic and benzylic alcohols are oxidized by $MnO_{2}$.

Hydroboration Oxidation reaction

oxymercuration demercuration reaction

Ozonolysis



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