In each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product. The procedures are: Hydroboration/oxidation: alkene + BH3; then H₂O₂, OH. Oxymercuration: alkene + Hg(OAC)₂, H₂O; then NaBH4 CH3 CH3CH₂CH=C CH3CH2 H Submit Answer CH3 CH₂CH3 H Retry Entire Group OH CH3CH₂CHCHCH3 CH3 OH CH3CH₂CHCH₂CH₂CH3 No more group attempts remain hydroboration/oxidation oxymercuration both methods neither method 96

In each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product. The procedures are: Hydroboration/oxidation: alkene + BH3; then H₂O₂, OH. Oxymercuration: alkene + Hg(OAC)₂, H₂O; then NaBH4 CH3 CH3CH₂CH=C CH3CH2 H Submit Answer CH3 CH₂CH3 H Retry Entire Group OH CH3CH₂CHCHCH3 CH3 OH CH3CH₂CHCH₂CH₂CH3 No more group attempts remain hydroboration/oxidation oxymercuration both methods neither method 96

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

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...

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МЕСНANISMS 1,2-epoxy-1-methylcyclopentane undergoes both acid-catalyzed and base-catalyzed opening of the epoxide ring to form two different products. > Using ethanol as the solvent and an appropriate acid, show the steps in the acid catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). > Using ethanol as the solvent and an appropriate base, show the steps in the base- catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). 1,2-epoxy-1-methylcyclopentane CH3
An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an acidic solution of the alcohol was distilled, two alkenes were obtained. The alkene formed in greater yield was determined to be 1-methylcyclohexene. The other alkene formed the original un-known alcohol when treated with BH3/THF followed by H2O2, HO-, and H2O. Identify the unknown alcohol.
(a) 2-methyl-2-pentanol Draw the structure of the alkene that was used to prepare the alcohol in highest yield. 8 ? ChemDoodleⓇ Which process does this employ? 1. Hg(OAc)2, H₂O; 2. NaBH4 1. BH3; 2. H₂O2, NaOH OsO4, H₂O2 #[ ] در On
Alcohols are important for organic synthesis, especially in situations involving alkenes. The alcohol might be the desired product, or the OH group might be transformed into another functional group via halogenation, oxidation, or perhaps conversion to a sulfonic ester derivative. Formation of an alcohol from an alkene is particularly powerful because conditions can be chosen to produce either the Markovnikov or non-Markovnikov product from an unsymmetrical alkene. Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into 5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.
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Give the structures of the products you would expect when each alcohol reacts with(1) HCl, ZnCl2; (2) HBr; (3) PBr3; (4) P>I2; and (5) SOCl2.(a) butan-1-ol (b) 2-methylbutan-2-ol(c) 2,2-dimethylbutan-1-ol (d) cis-3-methylcyclopentanol
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