The mechanism has to be proposed for the Ritter reaction. Concept introduction: Ritter reaction: Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Question

Synthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

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Synthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Assign only the C NMR

Draw out the SALCs of wach orbital in a AlCl3 molecule.

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Expert Solution & Answer

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Expert Solution & Answer

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Expert Solution & Answer

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Answer 5

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Answer 6

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Answer 7

Chapter 23, Problem 23.54P

(a)

Interpretation Introduction

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Answer 10

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Answer 11

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Answer 21

Ch. 23.1 - Prob. 23.1P Ch. 23.2 - Prob. 23.2P Ch. 23.2 - Prob. 23.3P Ch. 23.2 - Prob. 23.4P Ch. 23.5 - Prob. 23.5P Ch. 23.5 - Prob. AQ Ch. 23.5 - What is the hybridization of the nitrogen in...Ch. 23.5 - Prob. CQ Ch. 23.5 - The pKas of the conjugate acids of aniline and...Ch. 23.5 - Prob. EQ

The mechanism has to be proposed for the Ritter reaction. Concept introduction: Ritter reaction: Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Solution Summary: The author explains the mechanism for the Ritter reaction. Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.

Chapter 23 Solutions

The mechanism has to be proposed for the Ritter reaction. Concept introduction: Ritter reaction: Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Solution Summary: The author explains the mechanism for the Ritter reaction. Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Interpretation: The mechanism has to be proposed for the Ritter reaction. Concept introduction: Ritter reaction: Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Interpretation: The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4. Concept introduction: Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH4 which provides alcohol.

Chapter 23 Solutions

Interpretation:

The mechanism has to be proposed for the Ritter reaction.

Concept introduction:

Ritter reaction:

Alcohol reaction with hydrogen cyanide in the presence of sulphuric acid and water gives amide.

Interpretation:

The product should be identified when using acetonitrile instead of hydrogen cyanide followed by reduction using LiAlH4.

Concept introduction:

Reduction: Aldehydes or ketones undergoing reduction by using reducing agent like LAH or NaBH₄ which provides alcohol.