Advices For Studying Organic Chemistry

(Wang) #1
very
slow H^3 CC

CH 3

CH 2 +

H +

H
C CH 2 OH

CH 3

H 3 C HO

H
H
+

For all practiacl purp reaction does not tak
because it produces a 1° carbocation.

re
ned by the position of an equilibrium.
1) The dehydration of an alcohol is best carried out using a concentrated acid so
that the concentration of water is low.
i) The water can be removed as it is formed, and it helps to use a high
temperature.
2) The hydration of an alkene is best carried out using dilute acid so that the
concentration of water is high.
i


  1. rearranges to a more stable one if such a rearrangement is possible.


oses this e place


  1. The ultimate products for the hydration of alkenes or dehydration of alcohols a
    gover


) It helps to use a lower temperature.
The reaction involves the formation of a carbocation in the first step ⇒ the
carbocation

H 3 CC

CH 3 OH

CH 3

CH CH 2 HH^2 SO 2 O^4 H 3 CC
CH 3

CH CH 3
CH 3
2,3-Dimethy
(major product)

3,3-Dimethyl-1


  1. Oxym on of H–
    and –OH without


-butene l-2-butanol

ercuration-demercuration allows the Markovnikov additi
rearrangements.


  1. Hydroboration-oxidation permits the anti-Markovnikov and syn addition of H–
    and –OH without rearrangements.

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