(a)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction:
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(b)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(c)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(d)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(e)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(f)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(g)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(h)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(i)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(j)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base
(k)
Interpretation:
The major product for the given reaction should be identified.
Concept introduction:
Bromination:
Alcohols brominated by using
Oxidation: Alcohols undergoing oxidation by using oxidizing agent like PCC (Pyridinium Chlorochromate) in dichloromethane which provides aldehyde.
Alcohols undergoing oxidation by using oxidizing agent like Na2Cr2O7 which provides aldehyde or carboxylic acid.
9-BBN (9-Borabicyclo [3.3.1] nonane) or diborane is used for the hydroboration of alkene. Boron addition to the double bond and subsequent oxidation of the new formed borane yields anti-Markovnikov alcohols
Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or
Lindlar catalyst: it is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate. Lindlar catalyst is used for the hydrogenation process of alkynes to alkenes.
Potassium tert-butoxide is a strong base, which used for the abstraction of acidic hydrogen from the molecule.
Alcohols is protected by using variety of reaction for example, Alcohols can be protected by treating with tosyl chloride in presence of base. Similarly it can be protected by using TMSCl in presence of base

Want to see the full answer?
Check out a sample textbook solution
Chapter 12 Solutions
Organic Chemistry
- For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects O donating O withdrawing O no inductive effects Resonance Effects Overall Electron-Density ○ donating ○ withdrawing O no resonance effects O electron-rich O electron-deficient O similar to benzene Cl O donating O withdrawing ○ donating ○ withdrawing O no inductive effects O no resonance effects O Explanation Check O electron-rich O electron-deficient similar to benzene X © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessarrow_forwardIdentifying electron-donating and For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects NH2 ○ donating NO2 Explanation Check withdrawing no inductive effects Resonance Effects Overall Electron-Density ○ donating O withdrawing O no resonance effects O donating O withdrawing O donating withdrawing O no inductive effects Ono resonance effects O electron-rich electron-deficient O similar to benzene O electron-rich O electron-deficient O similar to benzene olo 18 Ar 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibilityarrow_forwardRank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation Check Х (Choose one) OH (Choose one) OCH3 (Choose one) OH (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Centerarrow_forward
- Assign R or S to all the chiral centers in each compound drawn below porat bg 9 Br Brarrow_forwarddescrive the energy levels of an atom and howan electron moces between themarrow_forwardRank each set of substituents using the Cahn-Ingold-Perlog sequence rules (priority) by numbering the highest priority substituent 1.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY





