To predict the compound formed by the reaction of phosgene with given compound. Concept introduction: Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Phosgene (COCl2) was used as a poison gas in World War I. What product would be formed from the reaction of phosgene with each of the followingreagents?a. one equivalent of methanol b. excess methanol c. excess propylamine d. excess water

Consider the structure of pent-2-ene, if it undergoes ozonolysis, which of the following final product is formed? a.Ethanal and Propanal b.Ethanal and Propanone c.CO2 and Propanal d.Ethanal and CO2

What is the major organic product obtained from the following reaction? A. 3-hydroxypropanoic acid B. 3-oxopropanoic acid C. propanedioic acid D. 1,3-propanediol

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 6

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 7

Chapter 16, Problem 74P

(a)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 8

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 9

(b)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 10

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 11

(c)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 12

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 13

(d)

Interpretation Introduction

Interpretation:

To predict the compound formed by the reaction of phosgene with given compound.

Concept introduction:

Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 17

Ch. 16.1 - The aromas of many flowers and fruits are due to...Ch. 16.1 - Prob. 2P Ch. 16.1 - Name the following:Ch. 16.1 - Prob. 4P Ch. 16.2 - Prob. 5P Ch. 16.2 - Which is longer, the carbon-oxygen single bond in...Ch. 16.2 - There are three carbon-oxygen bonds in methyl...Ch. 16.2 - Prob. 8P Ch. 16.4 - Prob. 9P Ch. 16.4 - Prob. 10P

Solution Summary: The author explains that carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it.

Concept explainers

Videos

Want to see the full answer?

Chapter 16 Solutions