12. Which reagent(s), if any, may be used to carry out the following reaction?1.NaCN2. HCI/H₂OI1. LIAIH42. H₂OIIOHلولهOHI13. What ketone or aldehyde is needed to prepare the alcohol shown below by reduction with ametal hydrideIICrO3H₂SO4IIICH3IIIIIKMnO4H*CHOIV14. Classify each of the following compounds as a(n) acetal, ketal, hemiacetal, or hemiketal.OCH 3OHIVOCH₂CH3att fotCH3 C-H CH3 CH₂ C OCH 3CH3–CH,CH CH3 C OCH ₂OCH3OCH₂CH3CH31. NaOH2. H₂OVلويةIIIOHIV لية بهية8. Rank the following compounds in order of increasing solubility in hexane:III9. Which of the following alcohols can be oxidized to a ketone using Na2Cr2O7/H2SO4? (3 pts)OH.OHOH1.CH3MgBr2. H2O.OHII10. Which of the following compounds is not likely to be oxidized?IIOH1. CH₂Br2. HOIIIIIIIOHالجبنهIIINazCraOH2SO4IIIIIIOH11. Which reagent(s), if any, may be used to carry out the following reaction?ai-aiCH3OHH+IVIVOHIVH2OH*VIVL

Here oxidation, reduction,esterification , carbonyl protection have been discussed.

12. Which reagent(s), if any, may be used to carry out the following reaction? 1.NaCN 2. HCI/H₂O I OH 1. LIAIH4 2. H₂O II OCH3 I CrO3 H₂SO4 III II 13. What ketone or aldehyde is needed to prepare the alcohol shown below by reduction with a metal hydride? OH ď III KMnO4 H* IV CHO OH Ho IV 14. Classify each of the following compounds as a(n) acetal, ketal, hemiacetal, or hemiketal. OCH 3 OCH₂CH3 CH3-C-H CH3-CH₂-C-OCH3 CH3 CH₂ CH EEE CH3 II 1. NaOH 2. H₂O V III OCH₂CH3 OH CH3 C OCH 3 CH3 IV

12. Which reagent(s), if any, may be used to carry out the following reaction? 1.NaCN 2. HCI/H₂O I OH 1. LIAIH4 2. H₂O II OCH3 I CrO3 H₂SO4 III II 13. What ketone or aldehyde is needed to prepare the alcohol shown below by reduction with a metal hydride? OH ď III KMnO4 H* IV CHO OH Ho IV 14. Classify each of the following compounds as a(n) acetal, ketal, hemiacetal, or hemiketal. OCH 3 OCH₂CH3 CH3-C-H CH3-CH₂-C-OCH3 CH3 CH₂ CH EEE CH3 II 1. NaOH 2. H₂O V III OCH₂CH3 OH CH3 C OCH 3 CH3 IV

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 10.21P

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