Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents. Concept introduction: The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid . This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

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Answer 1

Question

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

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What spectral features allow you to differentiate the product from the starting material? Use four separate paragraphs for each set of comparisons. You should have one paragraph each devoted to MS, HNMR, CNMR and IR. 2) For MS, the differing masses of molecular ions are a popular starting point. Including a unique fragmentation is important, too. 3) For HNMR, CNMR and IR state the peaks that are different and what makes them different (usually the presence or absence of certain groups). See if you can find two differences (in each set of IR, HNMR and CNMR spectra) due to the presence or absence of a functional group. Include peak locations. Alternatively, you can state a shift of a peak due to a change near a given functional group. Including peak locations for shifted peaks, as well as what these peaks are due to. Ideally, your focus should be on not just identifying the differences but explaining them in terms of functional group changes.

Answer 2

Question

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

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Answer 3

Question

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

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Answer 4

Question

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Expert Solution & Answer

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See solution

Answer 5

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 6

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

Answer 7

Chapter 21, Problem 74PP

(a)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is a methyl ketone which reacts with iodine in presence of base namely sodium hydroxide to form carboxylate and a iodoform. This undergoes reaction with aqueous acid to form carboxylic acid. This reaction is known as haloform reaction. Please do remember that this is a qualitative analysis for checking the presence of methyl ketone in compounds.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

Answer 9

(b)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

Answer 10

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 11

(c)

Interpretation Introduction

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone.

In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.

The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 12

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Answer 13

Expert Solution & Answer

Answer 14

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Answer 15

Ch. 21.1 - Prob. 1CC Ch. 21.1 - Prob. 2CC Ch. 21.1 - Prob. 3CC Ch. 21.1 - Prob. 1LTS Ch. 21.1 - Prob. 4PTS Ch. 21.1 - APPLY the skill As with aldehydes and ketones, the...Ch. 21.1 - Draw the enolate ion that is formed when each of...Ch. 21.1 - Prob. 7CC Ch. 21.2 - Prob. 8CC Ch. 21.2 - Prob. 9CC

Interpretation: Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents. Concept introduction: The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.

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Chapter 21 Solutions

Interpretation:

Structure of the products obtained needs to be drawn when acetophenone is treated with given set of reagents.

Concept introduction:

The starting material here is ketone which reacts with bromine in presence of acetic acid to form ketone with bromine substituted at α position.