Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained. Concept introduction: When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed. If it is not symmetrical then more isomers are formed.

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Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 21, Problem 109IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

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Part V. Label ad match the carbons in compounds Jane and Diane w/ the corresponding peak no. in the Spectra (Note: use the given peak no. To label the carbons, other peak no are intentionally omitted) 7 4 2 -0.13 -0.12 -0.11 -0.10 -0.08 8 CI Jane 1 -0.09 5 210 200 190 180 170 160 150 140 130 120 110 100 -8 90 f1 (ppm) 11 8 172.4 172.0 f1 (ppr HO CI NH Diane 7 3 11 80 80 -80 -R 70 60 60 2 5 -8 50 40 8. 170 160 150 140 130 120 110 100 90 -0 80 70 20 f1 (ppm) 15 30 -20 20 -60 60 -0.07 -0.06 -0.05 -0.04 -0.03 -0.02 -0.01 -0.00 -0.01 10 -0.17 16 15 56 16 -0.16 -0.15 -0.14 -0.13 -0.12 -0.11 -0.10 -0.09 -0.08 -0.07 -0.06 -0.05 -0.04 17.8 17.6 17.4 17.2 17.0 f1 (ppm) -0.03 -0.02 550 106 40 30 20 20 -0.01 -0.00 F-0.01 10 0

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 21, Problem 109IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 21, Problem 109IP

(a)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an optically pure amine is treated with a ketone an enamine is formed. If the ketone considered is a symmetrical one then only one isomer is formed.

If it is not symmetrical then more isomers are formed.

(b)

Interpretation Introduction

Interpretation:

Structure of the enamine need to be identified along with the observed enantiomeric excess of 83% obtained when enamine is treated with methyl iodide followed by hydrolysis need to be explained.

Concept introduction:

When an electrophile(methyl iodide) attacks the optically active enamine, the attack of the methyl group will be substituted where there is less steric hindrance forming the product.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 21, Problem 109IP

(a)

Interpretation Introduction