Complete the curved arrow mechanism of the following double elimination reaction when 1,2-dibromopropane is treated with wo equivalents of sodium amide and heated in mineral oil. a) Use three curved arrows to show the elimination of the first hydrogen bromide. b) Use three curved arrows to show the elimination of the second hydrogen bromide.

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Organic Chemistry
Maxwell
presented by Macmillan Learning
Complete the curved arrow mechanism of the following double elimination reaction when 1,2-dibromopropane is treated with
two equivalents of sodium amide and heated in mineral oil.
a) Use three curved arrows to show the
elimination of the first hydrogen bromide.
Select Draw Rings More
G
||| ||| C H Br N
HN:
H
: Br :
H
H
H
: Br:
Erase
H
Q2 Q
Î
b) Use three curved arrows to show the
elimination of the second hydrogen bromide.
Select Draw Rings More
/ || |
H
: Br
N
H
H
C H
: Br :
..
Br N
H
Erase
:
:N - H
I
H
Q2 Q
↑
Transcribed Image Text:Organic Chemistry Maxwell presented by Macmillan Learning Complete the curved arrow mechanism of the following double elimination reaction when 1,2-dibromopropane is treated with two equivalents of sodium amide and heated in mineral oil. a) Use three curved arrows to show the elimination of the first hydrogen bromide. Select Draw Rings More G ||| ||| C H Br N HN: H : Br : H H H : Br: Erase H Q2 Q Î b) Use three curved arrows to show the elimination of the second hydrogen bromide. Select Draw Rings More / || | H : Br N H H C H : Br : .. Br N H Erase : :N - H I H Q2 Q ↑
c) Complete the structure of the organic product formed
from the double elimination. The ammonia and bromide
ion formed in step 1 is not drawn for clarity.
Select Draw Rings More
G
..
: Br
с
H N
Z:
H-N-H
Erase
2 Q
Transcribed Image Text:c) Complete the structure of the organic product formed from the double elimination. The ammonia and bromide ion formed in step 1 is not drawn for clarity. Select Draw Rings More G .. : Br с H N Z: H-N-H Erase 2 Q
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