(a) Interpretation: The mechanism of the reaction of compound A with NaOCH 3 in CH 3 OH and the reason as to why equilibrium favors the compound B are to be stated. Concept introduction: The carbonyl compound contains a C = O group. They are of two types aldehyde − CHO and ketone RC = OR . Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism. The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Question

Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

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 22, Problem 22.71AP

Interpretation Introduction

(a)

Interpretation:

The mechanism of the reaction of compound A with NaOCH3 in CH3OH and the reason as to why equilibrium favors the compound B are to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the compound C does not isomerized under same conditions is to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

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Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

(c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistry

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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 22, Problem 22.71AP

Interpretation Introduction

(a)

Interpretation:

The mechanism of the reaction of compound A with NaOCH3 in CH3OH and the reason as to why equilibrium favors the compound B are to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the compound C does not isomerized under same conditions is to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Expert Solution & Answer

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Check out sample textbook solution

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 22, Problem 22.71AP

Interpretation Introduction

(a)

Interpretation:

The mechanism of the reaction of compound A with NaOCH3 in CH3OH and the reason as to why equilibrium favors the compound B are to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the compound C does not isomerized under same conditions is to be stated.

Concept introduction:

The carbonyl compound contains a C=O group. They are of two types aldehyde −CHO and ketone RC=OR. Ketone also exists in two forms which is commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base-catalyzed.

Expert Solution & Answer

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See solution

Check out sample textbook solution

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 22, Problem 22.71AP

Interpretation Introduction