a) Interpretation: The flaw in the synthetic scheme given is to be identified. Concept introduction: Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles. To identify: The flaw in the synthetic scheme given.

Question

10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation → depicted below Use proper curved arrow notation that explicitly illustrates all bonds being broken, and all bonds formed in the transformation. Also, be sure to include all lone pairs and formal charges on all atoms involved in the flow of electrons. CH3O II HA H CH3O-H H ①

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 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation → depicted below Use proper curved arrow notation that explicitly illustrates all bonds being broken, and all bonds formed in the transformation. Also, be sure to include all lone pairs and formal charges on all atoms involved in the flow of electrons. CH3O II HA H CH3O-H H ①

Do the Lone Pairs get added bc its valence e's are a total of 6 for oxygen and that completes it or due to other reasons. How do we know the particular indication of such.

NGLISH b) Identify the bonds present in the molecule drawn (s) above. (break) State the function of the following equipments found in laboratory. Omka) a) Gas mask b) Fire extinguisher c) Safety glasses 4. 60cm³ of oxygen gas diffused through a porous hole in 50 seconds. How long w 80cm³ of sulphur(IV) oxide to diffuse through the same hole under the same conditions (S-32.0.0-16.0) (3 m 5. In an experiment, a piece of magnesium ribbon was cleaned with steel w clean magnesium ribbon was placed in a crucible and completely burnt in oxy cooling the product weighed 4.0g a) Explain why it is necessary to clean magnesium ribbon. Masterclass Holiday assignmen PB 2

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 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Answer 6

Chapter 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Answer 7

Chapter 20.SE, Problem 59AP

Interpretation Introduction

a)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Grignard reagents will add on to the triple bond in nitriles.

To identify:

The flaw in the synthetic scheme given.

Answer 8

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Answer 9

Interpretation Introduction

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Answer 10

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Answer 11

Interpretation Introduction

c)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Alkyl halides when treated with cyanides yield nitriles which upon hydrolysis give carboxylic acids. Tertiary alcohols get dehydrate to yield alkenes when treated with aqueous acids.

To identify:

The flaw in the synthetic scheme given.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 15

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

Answer 18

Trending nowThis is a popular solution!

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending now

Answer 21

This is a popular solution!

Answer 22

See solution

Check out sample textbook solution

Answer 23

Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3P Ch. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9P Ch. 20.5 - Prob. 10P

Solution Summary: The author explains that the flaw in the synthetic scheme is that when reduced with LiAlH4, carboxyl group is converted into a primary alcohol.

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.

Chapter 20 Solutions

Solution Summary: The author explains that the flaw in the synthetic scheme is that when reduced with LiAlH4, carboxyl group is converted into a primary alcohol.

b) Interpretation: The flaw in the synthetic scheme given is to be identified. Concept introduction: Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH4. To identify: The flaw in the synthetic scheme given.

Chapter 20 Solutions

b)

Interpretation:

The flaw in the synthetic scheme given is to be identified.

Concept introduction:

Carboxylic acids are reduced to alcohols and not to alkanes by LiAlH₄.

To identify:

The flaw in the synthetic scheme given.