2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration- oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for hydroboration- oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. • If there is more than one alkene that can be used for a given method, draw all of them. • If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. Separate structures with + signs from the drop-down menu. .

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
Section19.9: Crossed Enolate Reactions Using Lda
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2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration-
oxidation or oxymercuration-reduction.
Draw the structure of the alkene that was used to prepare the alcohol in highest yield.
You do not have to consider stereochemistry.
• Indicate the method of preparation by drawing either BH3 (for hydroboration-
oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher.
• If there is more than one alkene that can be used for a given method, draw all of
them.
• If either hydroboration-oxidation or oxymercuration-reduction can be used, just
give the structures for one method.
Separate structures with + signs from the drop-down menu.
?
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Transcribed Image Text:2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration- oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for hydroboration- oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. • If there is more than one alkene that can be used for a given method, draw all of them. • If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. Separate structures with + signs from the drop-down menu. ? ChemDoodleⓇ ⒸO [F ▼ [ ] در >
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