Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 12, Problem 28P

Draw the structure for each of the following:

  1. a. isobutyraldehyde
  2. b. diisopentyl ketone
  3. c. 3-methylcyclohexanone
  4. d. 2,4-pentanedione
  5. e. 4-bromo-3-heptanone
  6. f. 4-bromohexanal

(a)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of Isobutyraldehyde has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of Isobutyraldehyde is given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  1

Explanation of Solution

The compound has aldehyde group that is attached to the isobutyl group.

The structure of isobutyraldehyde is as follows.

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  2

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of diisopentyl ketone has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of diisopentyl ketone is given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  3

Explanation of Solution

The compound has ketone functional group.  Two isopentyl groups are attached to the keto group.

The structure of diisopentyl ketone is as follows.

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  4

(c)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of 3-methylcyclohexanone has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of 3-methylcyclohexanoneis given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  5

Explanation of Solution

The compound has ketone functional and group and it is cyclohexanone that has one methyl group at 3rd position of the cyclic ring.

The structure of 3-methyl cyclohexanone is as follows.

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  6

(d)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of 2,4-pentanedione has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of 2,4-pentanedione is given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  7

Explanation of Solution

The compound has two keto functional groups and these are attached to the pentane carbon chain.

The structure of 2,4-pentanedione is as follows:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  8

(e)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of 4-bromo-3-heptanone has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of 4-bromo-3-heptanone is given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  9

Explanation of Solution

The compound has keto functional group and it is attached to the heptane carbon chain.  At the 4th position of the carbon chain has bromine attachment.

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  10

(f)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The structure of 4-bromohexenal has to be drawn.

Concept Introduction:

For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:

  • Parent chain.
  • Functional group.
  • Position of the functional group on the parent chain.
  • Alkyl substituent.
  • Position of the alkyl substituent on the parent chain.

Answer to Problem 28P

The structure of 4-bromohexenal is given below:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  11

Explanation of Solution

The compound has bromine functional group at the 4th position from the aldehyde functional group on the hexane parent chain.

The structure of 4-bromohexenal is as follows:

Essential Organic Chemistry, Global Edition, Chapter 12, Problem 28P , additional homework tip  12

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Students have asked these similar questions
7. Write a balanced equation for the hydrogenation of each of the following aldehydes: a. 3-Methylpentanal b. 2-Hydroxypropanal c. 2,3-Dimethylpentanal d. 4-Chloropentanal e. 2-Methyl-3-pentanone f. 3-Hexanone
Draw the structure of each of the following compounds:a. Propanoneb. 2-Pentanonec. 3-Heptanoned. 2,4-Dimethyl-3-pentanone
Write a balanced equation for the hydrogenation of eachof the following:a. Propanal (a three-carbon aldehyde)b. Propanone (a three-carbon ketone)c. 2,3-Dimethylheptanal (an aldehyde with a seven-carbon parent chain)d. 3-Methyl-4-heptanone (a ketone with a seven-carbonparent chain)
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