Sample Solution from
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Chapter 1
Problem 35PP
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(a)

Interpretation Introduction

Interpretation:

All the constitutional isomers that have the molecular formula C6H14 have to be drawn.

Concept Introduction:

  • Isomers are compounds having same molecular formula but has different arrangements of atoms
  • Constitutional isomers have same molecular formula but differ in the way their atoms are connected.

Steps to draw the constitutional isomers

  • Valency of each atom that appears in the molecular formula has to be known.
  • Atom with highest valency has to be connected first and the monovalent atom has to be placed at the periphery.

Expert Solution

Explanation of Solution

Given molecular formula C6H14 is,

Carbon is tetravalent and hydrogen is monovalent.

Since Carbon is tetravalent, it has to be connected first as given below,

images

The atom that has more than one bond is carbon and it should be drawn in the center of the compound.

On placing the hydrogen atom at the periphery, the isomers will be

  images

  images

  images

  images and images

(b)

Interpretation Introduction

Interpretation:

All the constitutional isomers that have the molecular formula C2H5Cl have to be drawn.

Concept Introduction:

  • Isomers are compounds having same molecular formula but has different arrangements of atoms
  • Constitutional isomers have same molecular formula but differ in the way their atoms are connected.

Steps to draw the constitutional isomers

  • Valency of each atom that appears in the molecular formula has to be known.
  • Atom with highest valency has to be connected first and the monovalent atom has to be placed at the periphery.

Expert Solution

Explanation of Solution

Given molecular formula C2H5Cl is,

Carbon is tetravalent, chlorine and hydrogen is monovalent.

Since Carbon is tetravalent, it has to be connected first as given below,

images

The atom that has more than one bond is carbon and it should be drawn in the center of the compound.

Here chlorine can be placed only at positions, i.e. connected to any one of the carbon.

images

On placing the hydrogen atom at the periphery, the isomer will be

images

(c)

Interpretation Introduction

Interpretation:

All the constitutional isomers that have the molecular formula C2H4Cl2 have to be drawn.

Concept Introduction:

  • Isomers are compounds having same molecular formula but has different arrangements of atoms
  • Constitutional isomers have same molecular formula but differ in the way their atoms are connected.

Steps to draw the constitutional isomers

  • Valency of each atom that appears in the molecular formula has to be known.
  • Atom with highest valency has to be connected first and the monovalent atom has to be placed at the periphery.

Expert Solution

Explanation of Solution

Given molecular formula C2H4Cl2 is,

Carbon is tetravalent, chlorine and hydrogen is monovalent.

Since Carbon is tetravalent, it has to be connected first as given below,

images

The atom that has more than one bond is carbon and it should be drawn in the center of the compound.

Here chlorine can be placed at two positions,

images  and  images

On placing the hydrogen atom at the periphery, the isomer will be

images  and  images

(c)

Interpretation Introduction

Interpretation:

All the constitutional isomers that have the molecular formula C2H3Cl3 have to be drawn.

Concept Introduction:

  • Isomers are compounds having same molecular formula but has different arrangements of atoms
  • Constitutional isomers have same molecular formula but differ in the way their atoms are connected.

Steps to draw the constitutional isomers

  • Valency of each atom that appears in the molecular formula has to be known.
  • Atom with highest valency has to be connected first and the monovalent atom has to be placed at the periphery.

Expert Solution

Explanation of Solution

Given molecular formula C2H3Cl3 is,

Carbon is tetravalent, chlorine and hydrogen is monovalent.

Since Carbon is tetravalent, it has to be connected first as given below,

images

The atom that has more than one bond is carbon and it should be drawn in the center of the compound.

Here chlorine can be placed at two positions.

images  and  images

On placing the hydrogen atom at the periphery, the isomer will be

images  and  images

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