Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 15, Problem 15.18P
Interpretation Introduction

(a)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alkane.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  1

Explanation of Solution

Since alkanes consist of only carbon and hydrogen, the lowest molecular weight alkane can have four different groups attached to it namely- hydrogen, methyl group, ethyl group, and propyl group.

So the molecule so formed is: 3-Methyl-Hexane.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  2

3-Methyl-Hexane.

Interpretation Introduction

(b)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alkene.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  3

Explanation of Solution

Since alkenes consist of only carbon and hydrogen, with a double bond, the lowest molecular weight alkene can have four different groups attached to it namely- hydrogen, methyl group, vinyl group, and ethyl group.

So the molecule so formed is: 3-Methyl-Pent-1-ene.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  4

Interpretation Introduction

(c)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alcohol.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  5

Explanation of Solution

Since alcohol consist of carbon and hydrogen and oxygen, the lowest molecular weight alcohol can have four different groups attached to it namely- hydrogen, methyl group, hydroxyl group, and ethyl group.

So, the molecule so formed is: 2-Butanol.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  6

Interpretation Introduction

(d)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alcohol.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  7

Explanation of Solution

Since aldehyde consists of carbon and hydrogen and oxygen, the lowest molecular weight aldehyde can have four different groups attached to it namely- hydrogen, methyl group, -CHO group, and ethyl group.

So the molecule so formed is: 2-Methyl-Butan-1-al.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  8

Interpretation Introduction

(e)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alcohol.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  9

Explanation of Solution

Since ketone consist of carbon and hydrogen and oxygen, the lowest molecular weight ketone can have four different groups attached to it namely- hydrogen, methyl group, -C=O group, and ethyl group.

So, the molecule so formed is: 3-Methyl-Pentan-2-one.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  10

Interpretation Introduction

(f)

Interpretation:

To write the structural formula of the lowest molecular weight chiral molecule of alcohol.

Concept Introduction:

A molecule is said to be chiral if it cannot be superimposed on its mirror image and if it does not possess an alternate axis of symmetry.

A carbon atom bonded in a tetrahedral structure to four different substituents in a molecule, it is called as a chiral centre or stereocentre.

If an organic molecule has more than one chiral carbon or chiral centre then the molecule may be achiral or chiral and it is depend upon whether the molecule has element of symmetry or not.

The elements of symmetry are-

  • A plane of symmetry
  • A centre of symmetry
  • n-fold alternating axis of symmetry.

Expert Solution
Check Mark

Answer to Problem 15.18P

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  11

Explanation of Solution

Since carboxylic acid consist of carbon and hydrogen and oxygen, the lowest molecular weight carboxylic acid can have four different groups attached to it namely- hydrogen, methyl group, carboxylic acid group and ethyl group.

So, the molecule so formed is: 2-Methyl-Butan-1-oic acid.

Introduction to General, Organic and Biochemistry, Chapter 15, Problem 15.18P , additional homework tip  12

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Using only C, H, and O, write structural formulas for the lowest-molecular-weight chiral. Q) Alkane
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OH 1. Consider this compound: CH;CH2CHCH,CHCH2CH3 ČH3 a) How many chiral carbons does this compound have? b) What is the maximum number of stereoisomers that could exist for this compound? Show how you arrived at your answer.

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