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1 / Dehydration of 1-propanol

. . . . . . . . . . . . . . . . . . . . . .(H2SO4)

CH3 - CH2 - CH2 - OH . . . -----------> . . CH3 -CH = CH2 + H2O

. . . 1-propanol . . . . . . . . . . . . . . . . . . . . . . . . propene

2 / Hydration of propen

. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . (Cr2O7(2-))

CH3 - CH = CH2 - OH . . . + . . . H2O . . . ---------------> . . CH3 -CHOH - CH3

. . . . . propene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2-propanol

The Markovnikov rule allows us to predict at what carbon atom attaches the hydrogen of H2O : the hydrogen atom attaches to the less substituted carbon atom (the most stable carbocation formation).

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