Using acetylene and methyl bromide as your only sources of carbon atoms, propose a synthesis for the following compound: A En Et Me Choose from the following list of reagents (A-H): A В C 1) Br2 2) Excess H20 3) NANH2 1) H2, Lindlar's catalyst 2) HBr 1) NaNH2 2) EtBr 1) NaNH2 2) EtBr 3) NaNH2 4) MеBr 3) Na, NH3 (1) 4) MеBr E F G H 1) Na, NH3 (1I) 2) МСРВА 1) NaNH2 2) EtBr 1) H2, Lindlar's catalyst 2) МСРВА 1) H2, Lindlar's catalyst 2) Br2 3) Н2, Pt Enter the letter corresponding to the correct answer into the answer box. Step 1 (EtBr) A: Step 2 Step 3 En Step 1: Step 2: Step 3:

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.67P
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Using acetylene and methyl bromide as your only sources of carbon atoms, propose a synthesis for the following
compound:
A
+
En
Et
Ме
Choose from the following list of reagents (A-H):
A
C
1) Br2
2) Excess H20
3) NaNH2
1) H2, Lindlar's catalyst
2) HBr
1) NaNH2
2) EtBr
3) Na, NH3 (1)
4) MeBr
1) NaNH2
2) EtBr
3) NANH2
4) MеBr
F
G
1) Na, NH3 (1)
2) МСРВА
1) NaNH2
2) EtBr
1) H2, Lindlar's catalyst
2) МСРВА
1) H2, Lindlar's catalyst
2) Br2
3) Н2, Pt
Enter the letter corresponding to the correct answer into the answer box.
Step 1
(EtBr)
Step 2
Step 3
En
Et
Me
Step 1:
Step 2:
Step 3:
Transcribed Image Text:Using acetylene and methyl bromide as your only sources of carbon atoms, propose a synthesis for the following compound: A + En Et Ме Choose from the following list of reagents (A-H): A C 1) Br2 2) Excess H20 3) NaNH2 1) H2, Lindlar's catalyst 2) HBr 1) NaNH2 2) EtBr 3) Na, NH3 (1) 4) MeBr 1) NaNH2 2) EtBr 3) NANH2 4) MеBr F G 1) Na, NH3 (1) 2) МСРВА 1) NaNH2 2) EtBr 1) H2, Lindlar's catalyst 2) МСРВА 1) H2, Lindlar's catalyst 2) Br2 3) Н2, Pt Enter the letter corresponding to the correct answer into the answer box. Step 1 (EtBr) Step 2 Step 3 En Et Me Step 1: Step 2: Step 3:
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