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

1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.

3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ

2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O

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