Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 1, Problem 35PP

(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.

(a)

Expert Solution
Check Mark

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,

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  1

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

  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  2

  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  3

  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  4

  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  5 and Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  6

(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.

(b)

Expert Solution
Check Mark

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,

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  7

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.

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  8

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

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  9

(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.

(c)

Expert Solution
Check Mark

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,

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  10

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,

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  11  and  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  12

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

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  13  and  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  14

(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.

(c)

Expert Solution
Check Mark

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,

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  15

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.

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  16  and  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  17

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

Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  18  and  Organic Chemistry, Chapter 1, Problem 35PP , additional homework tip  19

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Chapter 1 Solutions

Organic Chemistry

Ch. 1.3 - Prob. 8PTSCh. 1.3 - Prob. 9PTSCh. 1.3 - Prob. 10PTSCh. 1.3 - Prob. 11ATSCh. 1.4 - Prob. 4LTSCh. 1.4 - Prob. 12PTSCh. 1.4 - Prob. 13PTSCh. 1.4 - Prob. 14ATSCh. 1.5 - Prob. 5LTSCh. 1.5 - Prob. 15PTSCh. 1.5 - Prob. 16ATSCh. 1.5 - Prob. 17ATSCh. 1.6 - Prob. 6LTSCh. 1.6 - Prob. 18PTSCh. 1.6 - Prob. 19PTSCh. 1.6 - Prob. 20ATSCh. 1.9 - Prob. 21CCCh. 1.9 - Prob. 22CCCh. 1.9 - Prob. 23CCCh. 1.9 - Prob. 7LTSCh. 1.9 - PRACTICE the skill Determine the hybridization...Ch. 1.9 - APPLY the skill Nemotin is a compound that was...Ch. 1.9 - Prob. 26CCCh. 1.10 - 1.8 PREDICTING GEOMETRY LEARN the skill Using...Ch. 1.10 - PRACTICE the skill Use VSEPR theory to Predict the...Ch. 1.10 - Prob. 28PTSCh. 1.10 - Ammonia (NH3) will react with a strong acid, such...Ch. 1.10 - Volatile organic compounds (VOCs) contribute to...Ch. 1.11 - Prob. 9LTSCh. 1.11 - Prob. 31PTSCh. 1.11 - Volatile organic compounds (VOCs) contribute to...Ch. 1.12 - Prob. 10LTSCh. 1.12 - Prob. 33PTSCh. 1.12 - Epichlorohydrin (1) is an epoxide used in the...Ch. 1 - Prob. 35PPCh. 1 - Prob. 36PPCh. 1 - Prob. 37PPCh. 1 - Prob. 38PPCh. 1 - Prob. 39PPCh. 1 - Prob. 40PPCh. 1 - Prob. 41PPCh. 1 - Prob. 42PPCh. 1 - Prob. 43PPCh. 1 - Prob. 44PPCh. 1 - Prob. 45PPCh. 1 - Prob. 46PPCh. 1 - Prob. 47PPCh. 1 - Prob. 48PPCh. 1 - Prob. 49PPCh. 1 - Prob. 50PPCh. 1 - Prob. 51PPCh. 1 - Prob. 52PPCh. 1 - Prob. 53PPCh. 1 - Prob. 54PPCh. 1 - Prob. 55PPCh. 1 - Prob. 56PPCh. 1 - Prob. 57PPCh. 1 - Prob. 58PPCh. 1 - Prob. 59PPCh. 1 - Prob. 60PPCh. 1 - Prob. 61PPCh. 1 - Prob. 62PPCh. 1 - Prob. 63PPCh. 1 - Prob. 64PPCh. 1 - Prob. 65PPCh. 1 - Prob. 66IPCh. 1 - Propose at least two different structures for a...Ch. 1 - Prob. 68IPCh. 1 - Prob. 69IPCh. 1 - Prob. 70IPCh. 1 - Prob. 71IPCh. 1 - Prob. 72IPCh. 1 - Prob. 73IPCh. 1 - Prob. 74IPCh. 1 - Prob. 75IPCh. 1 - Prob. 76IPCh. 1 - Prob. 77IPCh. 1 - Prob. 78CPCh. 1 - Prob. 79CPCh. 1 - Prob. 80CPCh. 1 - Prob. 81CP
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