Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 13, Problem 51IP

(a)

Interpretation Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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

(b)

Interpretation Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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 Introduction

Interpretation:

The major product for the given reaction should be identified.

Concept introduction:

Bromination:

Alcohols brominated by using PBr3 which provides corresponding brominated products.

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 NaBH4 which provides alcohol.

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

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Chapter 13 Solutions

Organic Chemistry

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