What reagents would you use to achieve each of the following transformations:

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Answer 1

Textbook Question

Chapter 9.6, Problem 9.32P

What reagents would you use to achieve each of the following transformations:

Chapter 9.6, Problem 9.32P, What reagents would you use to achieve each of the following transformations:

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

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Answer 2

Textbook Question

Chapter 9.6, Problem 9.32P

What reagents would you use to achieve each of the following transformations:

Chapter 9.6, Problem 9.32P, What reagents would you use to achieve each of the following transformations:

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

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Answer 3

Textbook Question

Chapter 9.6, Problem 9.32P

What reagents would you use to achieve each of the following transformations:

Chapter 9.6, Problem 9.32P, What reagents would you use to achieve each of the following transformations:

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

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Answer 4

Textbook Question

Chapter 9.6, Problem 9.32P

What reagents would you use to achieve each of the following transformations:

Chapter 9.6, Problem 9.32P, What reagents would you use to achieve each of the following transformations:

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

Answer 8

Expert Solution & Answer

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

Answer 9

Expert Solution & Answer

Answer 10

Expert Solution & Answer

Answer 11

Interpretation Introduction

Interpretation:

Reagents that can be used to achieve the given transformation has to be identified.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 1

Concept Introduction:

Amines react with nitrous acid to form diazonium salt. Nitrous acid is prepared in the reaction flask itself by the use of sodium nitrite and hydrochloric acid. Nitrous acid is protonated to produce highly reactive intermediate known as nitrosonium ion. Nitrosonium ion when reacted with amine results in the formation of nitrosoamine.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 2

If a primary amine is considered, then tautomerization takes place resulting in formation of diazonium ion. This can be represented as,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 3

Sandmeyer reaction:

Aryldiazonium salt reacts with copper salts as reagent to obtain the required aryl halides, aryl cyanides etc. General scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 4

Answer 12

Explanation of Solution

Given transformation is,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 5

Product is an aryl halide while the starting material is an aryl amine. The route that can be used to accomplish the above reaction is the Sandmeyer reaction. In this the first step is the formation of aryl diazonium salt by the treatment of primary amine with sodium nitrite and hydrochloric acid. Second step is the treatment of aryldiazonium salt with copper bromide to form the aryl bromide.

The scheme can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 9.6, Problem 9.32P , additional homework tip 6

The reagents that are used are sodium nitrite with hydrochloric acid and copper(I) bromide.

Answer 13

Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.3 - Suggest an efficient synthesis for each of the...Ch. 9.3 - Suggest an efficient synthesis for each of the...

What reagents would you use to achieve each of the following transformations:

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