Advices For Studying Organic Chemistry

(Wang) #1

SUMMARY OF METHODS FOR THE PREPARATION


OF ALKENES AND ALKYNES



  1. Dehydrohalogenation of alkyl halides (Section 7.6)
    General Reaction


CC
X

H
base CC
heat
(−HX)

Specific Examples
C 2 H 5 O−Νa+


CH 3 CH 2 CHCH (^3) C 2 H 5 OH
Br
H 3 CHC CHCH 3 + H 3 CH 2 CHC CH 2
(cis and trans, 81%)(19%)
(CH 3 ) 3 CO−Κ+
CH 3 CH 2 CHCH (^3) (CH 3 ) 3 COH
Br
H 3 CHC CHCH 3 + H 3 CH 2 CHC CH 2
Disubstituted alkenes
(cis and trans, 47%)(53%)
Monosubstituted alkene



  1. Dehydration of alcohols (Section 7.7 and 7.8)
    General Reaction


CC
H OH H 2 O)

acid CC
heat
(−

Specific Examples


CH 3 CH 2 OH

concdH 2 SO 4
180 oC CH^2 =CH^2 +^ H^2 O^

H 3 CC OH

CH 3

CH 3

20% H 2 SO 4
85 oC H^3 CC CH^2

CH 3
+ H 2 O
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