32. C A three-step synthesis will yeild the compound shown below from 1-propyne. Choose the sequence with the steps in the right order. Br Br Lindlar's Br (a) catalyst Br2 THF (b) Lindlar's catalyst Br HBr (၁) Br Li, EtNH2 Br2 -78°C THF Br Li, EtNH2 HBr (d) -78°C Br Br Br Br

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A three-step synthesis will yield the compound shown below from 1-propyne. Choose the sequence with the steps in the right order. Please explain why the correct answer is letter C. Include detailed steps and a drawing explaining the mechanism of the reaction. 

32. C
A three-step synthesis will yeild the compound shown below from
1-propyne. Choose the sequence with the steps in the right order.
Br
Br
Lindlar's
Br
(a)
catalyst
Br2
THF
(b)
Lindlar's
catalyst
Br
HBr
(၁)
Br
Li, EtNH2
Br2
-78°C
THF
Br
Li, EtNH2
HBr
(d)
-78°C
Br
Br
Br
Br
Transcribed Image Text:32. C A three-step synthesis will yeild the compound shown below from 1-propyne. Choose the sequence with the steps in the right order. Br Br Lindlar's Br (a) catalyst Br2 THF (b) Lindlar's catalyst Br HBr (၁) Br Li, EtNH2 Br2 -78°C THF Br Li, EtNH2 HBr (d) -78°C Br Br Br Br
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