The aldehyde or ketone which gives the given alcohol on reduction with H 2 /metal catalyst should be determined. Concept Introduction: The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Question

PROBLEM 18-28(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethyleneglycol to give cyclohexanone ethylene acetal.(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.(c) Compare the mechanisms you drew in parts (a) and (b). How similar are these mechanisms,comparing them in reverse order?

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 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

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PROBLEM 18-28(a) Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with ethyleneglycol to give cyclohexanone ethylene acetal.(b) Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone ethylene acetal.(c) Compare the mechanisms you drew in parts (a) and (b). How similar are these mechanisms,comparing them in reverse order?

Problem 13 of 14 Submit A common ketone starting material is shown below. Predict the major product for each reaction based on the reagents given. Ignore any inorganic byproducts. Select to Draw = Select to Draw H3O+ NaCN, HCI O Q 1. PhCCNa 2. H3O+ NH2NH2, TSOH

Problem 15 of 16 Draw the product of the reaction shown below. Ignore inorganic byproducts. NaH, (CH3)2CHCH2CI DMSO SH Select to Draw 134 Submit

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 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary 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 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary 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 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

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Answer 5

Chapter 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 6

Chapter 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 7

Chapter 17.4, Problem 17.5P

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 8

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 9

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 10

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 11

Interpretation Introduction

Interpretation:

The aldehyde or ketone which gives the given alcohol on reduction with H₂ /metal catalyst should be determined.

Concept Introduction:

The carbonyl group of aldehyde and ketone on reduction gives alcohol. The C=O group get reduced to C-OH group. The aldehydes give primary alcohol on reduction and ketones get reduced to secondary alcohol.

Answer 12

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Answer 23

Ch. 17.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 17.2 - Prob. 17.2P Ch. 17.2 - Prob. 17.3P Ch. 17.4 - Prob. 17.4P Ch. 17.4 - Prob. 17.5P Ch. 17.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 17.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 17.5 - Prob. 17.8P Ch. 17 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 17 - Prob. 17.10P

Solution Summary: The author explains that the aldehyde or ketone which gives the given alcohol on reduction with H 2/metal catalyst should be determined.

Chapter 17 Solutions