
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Transcribed Image Text:o Several reagents and several organic structures are shown. Construct a multistep synthetic route from the reactant
2-methyl-1-butene (or 2-methylbut-1-ene) to the product 3-bromo-2-methyl-2-butanol or (3-bromo-2-methylbutan-2-ol) by
dragging the appropriate pieces into the bins. Note that each bin will hold only one item, and not every given reagent or
structure will be used.
Reactant
(2-methyl-1-butene or
2-methylbut-1-ene):
HBr, ROOR
Reagent 1
Reagent 2
Reagent 3
Br
OH
Br₂, H₂O
Answer Bank
product
3-bromo-2-methyl-2-butanol or
3-bromo-2-methylbutan-2-ol
EtO-K+
HBr, CH2Cl2
NBS, ROOR
Br₂
Br
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