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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Draw the structure of the alcohol needed to prepare each of the following aldehydes or ketones by alcohol oxidation.

  1. a. Propanal
  2. b. Dipropyl ketone
  3. c. 3-Phenyl-2-butanone
  4. d. Cyclohexanone

(a)

Interpretation Introduction

Interpretation:

The structure of alcohol that is required to prepare the given aldehyde has to be drawn.

Concept Introduction:

Carbonyl compounds such as aldehydes and ketones can be synthesized by oxidation or reduction reaction.  When a primary alcohol undergoes oxidation reaction, the product obtained is carboxylic acid that is formed through the intermediate aldehyde.  When mild oxidizing agent is used, aldehyde can be obtained as product from primary alcohol.  When a secondary alcohol undergoes oxidation reaction, the product obtained is a ketone.  This cannot be further oxidized.  Tertiary alcohols do not undergo oxidation reaction.  Some of the mild oxidizing agents used are KMnO4 or K2Cr2O7.

Explanation

Given ketone is propanal.  The structure of propanal can be drawn as shown below,

Oxidation of primary alcohol leads to the formation of aldehyde.  Therefore, the given propanal should have formed from a primary alcohol...

(b)

Interpretation Introduction

Interpretation:

The structure of alcohol that is required to prepare the given ketone has to be drawn.

Concept Introduction:

Carbonyl compounds such as aldehydes and ketones can be synthesized by oxidation or reduction reaction.  When a primary alcohol undergoes oxidation reaction, the product obtained is carboxylic acid that is formed through the intermediate aldehyde.  When mild oxidizing agent is used, aldehyde can be obtained as product from primary alcohol.  When a secondary alcohol undergoes oxidation reaction, the product obtained is a ketone.  This cannot be further oxidized.  Tertiary alcohols do not undergo oxidation reaction.  Some of the mild oxidizing agents used are KMnO4 or K2Cr2O7.

(c)

Interpretation Introduction

Interpretation:

The structure of alcohol that is required to prepare the given ketone has to be drawn.

Concept Introduction:

Carbonyl compounds such as aldehydes and ketones can be synthesized by oxidation or reduction reaction.  When a primary alcohol undergoes oxidation reaction, the product obtained is carboxylic acid that is formed through the intermediate aldehyde.  When mild oxidizing agent is used, aldehyde can be obtained as product from primary alcohol.  When a secondary alcohol undergoes oxidation reaction, the product obtained is a ketone.  This cannot be further oxidized.  Tertiary alcohols do not undergo oxidation reaction.  Some of the mild oxidizing agents used are KMnO4 or K2Cr2O7.

(d)

Interpretation Introduction

Interpretation:

The structure of alcohol that is required to prepare the given ketone has to be drawn.

Concept Introduction:

Carbonyl compounds such as aldehydes and ketones can be synthesized by oxidation or reduction reaction.  When a primary alcohol undergoes oxidation reaction, the product obtained is carboxylic acid that is formed through the intermediate aldehyde.  When mild oxidizing agent is used, aldehyde can be obtained as product from primary alcohol.  When a secondary alcohol undergoes oxidation reaction, the product obtained is a ketone.  This cannot be further oxidized.  Tertiary alcohols do not undergo oxidation reaction.  Some of the mild oxidizing agents used are KMnO4 or K2Cr2O7.

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