ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 7, Problem 25P

(a)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically a substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(a)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  1

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the ethyl alcohol (CH3CH2OH) acts as nucleophile. The lone pair present on oxygen atom of ethyl alcohol attacks the carbon attached with bromine atom and replaces the bromine atom to form 2-ethoxy-2-methyl propane (ether) as the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(b)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  3

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the trifluoro ethanol (CF3CH2OH) acts as nucleophile. The lone pair present on oxygen atom of 2,2,2-trifluoro ethanol attacks the carbon attached with bromine atom and replaces the bromine atom to form 2-(2,2,2-trifluoro ethoxy)-2-methyl butane (ether) as the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  4

(c)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(c)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  5

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the methyl alcohol (CH3OH) acts as nucleophile. The lone pair present on oxygen atom of methyl alcohol attacks the carbon attached with chlorine atom and replaces the chlorine atom to form 1-ethyl-1-methoxy cyclopentane (ether) as the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  6

(d)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(d)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  7

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the formic acid (HCOOH) acts as nucleophile. The lone pair present on oxygen atom of formic acid attacks the carbon attached with bromine atom and replaces the bromine atom to form the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  8

(e)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(e)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  9

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the heavy water or deuterium oxide (D2O) acts as nucleophile. The lone pair present on oxygen atom of deuterium oxide attacks the carbon attached with chlorine atom and replaces the chlorine atom to form the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  10

(f)

Interpretation Introduction

Interpretation:

The major organic product of the given solvolysis reaction should be predicted.

Concept Introduction:

The reaction in which one group is replaced by other group is termed as substitution reaction. The solvolysis reaction is basically substitution reaction. The solvent molecule acts as a nucleophile in solvolysis reaction. The nucleophiles are electron-rich species.

(f)

Expert Solution
Check Mark

Answer to Problem 25P

The major organic product of the given solvolysis reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  11

Explanation of Solution

The given reaction is an example of solvolysis reaction. In the solvolysis reaction, the solvent molecule acts as a nucleophile. In the given reaction, the C6H11OD acts as nucleophile. The lone pair present on oxygen atom of C6H11OD attacks the carbon attached with chlorine atom and replaces the chlorine atom to form the major substitution product. The product of the reaction is shown below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 25P , additional homework tip  12

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