Page 104 - Pharm.Org.Chem I 05-PC101 (1)
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Rearrangement of carbocations during hydration of alkenes
• During addition of water rearrangement could occur to give the most stable carbocation either
by hydride or methide shift.
• N.B. hydride shift is favored over methide shift if both groups are available.
II) Oxidation of Alkenes
A) Oxidation with mild oxidizing agent (syn dihydroxylation)
• Using cold dil KMnO4 (more favorable) or OsO4 (highly toxic,
volatile, and very expensive)
• The alkene is oxidized to vicinal diol (glycols)
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