What sequence of reagents would best achieve the transformation shown below? NH, O1) Br, FeBr 2) Fe, HC1 3) HNO,, H SO, O1) Br,, FeBr, 2) HNO,, H, so, 3) Fe, HCI O) HNO,, H SO, 2) Fe, HC1 3) Br, FeBr, 1) HNO, H S0, 2) Br, FeBr, 3) Fe, HCl

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 25E
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What sequence of reagents would best achieve the transformation shown belon?
Hr
O 1) Br, FeBr 2) Fe, HCl 3) HNO, H SO,
1) Br,, FeBr, 2) HNO, H. SO,3) Fe, HCI
1) HNO,, H So, 2) Fe, HC1 3) Br,, FeBr,
1) HNO, H SO, 2) Br,, FeBr, 3) Fe, HCI
Transcribed Image Text:What sequence of reagents would best achieve the transformation shown belon? Hr O 1) Br, FeBr 2) Fe, HCl 3) HNO, H SO, 1) Br,, FeBr, 2) HNO, H. SO,3) Fe, HCI 1) HNO,, H So, 2) Fe, HC1 3) Br,, FeBr, 1) HNO, H SO, 2) Br,, FeBr, 3) Fe, HCI
The first steps in mechanism for for formation of the imine from an aldehyde and a primary
amine, and the reverse the acid hydrolysis of the imine to the amine and the aldehyde are
O Protonation of carbonyl oxygen of the aldehyde and water addition to the imine carbon
Protonation of carbonyl oxygen of the aldehyde and protonation of the imine nitrogen
O Amine nucleophilic addition to the carbonyl carbon and water addition to the imine carbon
Amine nucleophilic addition to the carbonyl carbon and protonation of the imine nitrogen
Transcribed Image Text:The first steps in mechanism for for formation of the imine from an aldehyde and a primary amine, and the reverse the acid hydrolysis of the imine to the amine and the aldehyde are O Protonation of carbonyl oxygen of the aldehyde and water addition to the imine carbon Protonation of carbonyl oxygen of the aldehyde and protonation of the imine nitrogen O Amine nucleophilic addition to the carbonyl carbon and water addition to the imine carbon Amine nucleophilic addition to the carbonyl carbon and protonation of the imine nitrogen
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