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ROWN ET AL., ORGANIC CHEMISTRY 2023, CHAPTER 1: COVALENT

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Solution and Answer Guide: Brown et al., Organic Chemistry © 2023, 9780357451861;

Chapter 1: Covalent Bonding and Shapes of Molecules

1 © 2023 Cengage. All Rights Reserved. May not be scanned, copied or duplicated, or posted to a publicly accessible website, in whole or in part.Solutions Manual B

ROWN ET AL., ORGANIC CHEMISTRY 2023, CHAPTER 1: COVALENT

BONDING AND S

HAPES OF MOLECULES

T

ABLE OF C ONTENTS

In-Chapter Problems .......................................................................................................... 5 Electron Configurations: Problem 1.1 .................................................................................... 5 The Octet Rule: Problem 1.2 ................................................................................................... 5 Electronegativity: Problem 1.3 ................................................................................................ 6 Types of Bonds: Problem 1.4 .................................................................................................. 6 Bond Polarity: Problem 1.5 ...................................................................................................... 7 Lewis Structures: Problem 1.6 ............................................................................................... 7 Formal Charge: Problem 1.7.................................................................................................... 8 Condensed Structural Formulas I: Problem 1.8 .................................................................. 8 Condensed Structural Formulas II: Problem 1.9 ................................................................. 9 Condensed Structural Formulas III: Problem 1.10 .............................................................. 9 Condensed Structural Formulas IV: Problem 1.11 ............................................................... 9 Condensed Structural Formulas V: Problem 1.12 ............................................................... 9 VSEPR: Problem 1.13 ................................................................................................................ 10 MCAT Practice Questions: Fullerenes ............................................................................. 10 Molecular Dipoles: Problem 1.14 ........................................................................................... 11 Hybridization and Bonding: Problem 1.15 ............................................................................ 12 Contributing Structures I: Problem 1.16 .............................................................................. 13 Contributing Structures II: Problem 1.17 ............................................................................. 13 Relative Contributions to Resonance: Problem 1.18 ......................................................... 14 Contributing Structures and Hybridization: Problem 1.19 ................................................ 14 MCAT Practice Questions: VSEPR and Resonance .......................................................... 15 End-of-Chapter Problems.................................................................................................17 Electronic Structure of Atoms .............................................................................................. 17 Problem 1.20 .............................................................................................................................. 17 Problem 1.21 ............................................................................................................................... 17 Problem 1.22 .............................................................................................................................. 17 All Chapters Download Link At the End Of This File 1 / 4

Solution and Answer Guide: Brown et al., Organic Chemistry © 2023, 9780357451861;

Chapter 1: Covalent Bonding and Shapes of Molecules

2 © 2023 Cengage. All Rights Reserved. May not be scanned, copied or duplicated, or posted to a publicly accessible website, in whole or in part.Problem 1.23 .............................................................................................................................. 18 Lewis Structures and Formal Charge .................................................................................. 18 Problem 1.24 .............................................................................................................................. 18 Problem 1.25 .............................................................................................................................. 19 Problem 1.26 .............................................................................................................................. 19 Problem 1.27 .............................................................................................................................. 20 Problem 1.28 ............................................................................................................................. 20 Problem 1.29 .............................................................................................................................. 21 Problem 1.30 ..............................................................................................................................24 Problem 1.31 ...............................................................................................................................25 Problem 1.32 ............................................................................................................................. 26 Polarity of Covalent Bonds ................................................................................................... 28 Problem 1.33 ............................................................................................................................. 28 Problem 1.34 ............................................................................................................................. 28 Problem 1.35 ............................................................................................................................. 28 Problem 1.36 ............................................................................................................................. 29 Problem 1.37 .............................................................................................................................. 30 Bond Angles and Shapes of Molecules .............................................................................. 30 Problem 1.38 ............................................................................................................................. 30 Problem 1.39 .............................................................................................................................. 32 Problem 1.40 .............................................................................................................................. 34 Functional Groups .................................................................................................................. 35 Problem 1.41 ...............................................................................................................................35 Problem 1.42 ............................................................................................................................. 36 Problem 1.43 .............................................................................................................................. 37 Problem 1.44 .............................................................................................................................. 37 Problem 1.45 .............................................................................................................................. 37 Problem 1.46 ............................................................................................................................. 38 Problem 1.47 .............................................................................................................................. 38 Problem 1.48 .............................................................................................................................. 41 Polar and Nonpolar Molecules ............................................................................................. 43 Problem 1.49 .............................................................................................................................. 43 *Problem 1.50 ............................................................................................................................45 2 / 4

Solution and Answer Guide: Brown et al., Organic Chemistry © 2023, 9780357451861;

Chapter 1: Covalent Bonding and Shapes of Molecules

3 © 2023 Cengage. All Rights Reserved. May not be scanned, copied or duplicated, or posted to a publicly accessible website, in whole or in part.Resonance and Contributing Structures ............................................................................ 45 Problem 1.51 ...............................................................................................................................45 Problem 1.52 ............................................................................................................................. 46 Problem 1.53 .............................................................................................................................. 47 Problem 1.54 ............................................................................................................................. 48 Problem 1.55 ............................................................................................................................. 49 Problem 1.56 ............................................................................................................................. 49 Problem 1.57 Think–Pair–Share ........................................................................................... 50 Valence Bond Theory .............................................................................................................. 51 Problem 1.58 .............................................................................................................................. 51 Problem 1.59 ..............................................................................................................................54 *Problem 1.60 ............................................................................................................................ 57 Problem 1.61 .............................................................................................................................. 58 Combined MO/VB Theory ...................................................................................................... 59 Problem 1.62 ............................................................................................................................. 59 Problem 1.63 ............................................................................................................................. 60 Problem 1.64 ............................................................................................................................. 60 Problem 1.65 .............................................................................................................................. 61 Additional Problems................................................................................................................ 61 Problem 1.66 .............................................................................................................................. 61 Problem 1.67.............................................................................................................................. 64 Problem 1.68 ............................................................................................................................. 64 Problem 1.69 ............................................................................................................................. 64 Problem 1.70 ............................................................................................................................. 65 Problem 1.71 .............................................................................................................................. 66 Problem 1.72 .............................................................................................................................. 66 Problem 1.73 ............................................................................................................................... 67 Problem 1.74 ............................................................................................................................... 67 Problem 1.75 ............................................................................................................................... 67 Looking Ahead ......................................................................................................................... 68 Problem 1.76.............................................................................................................................. 68 Problem 1.77 .............................................................................................................................. 69 Problem 1.78 .............................................................................................................................. 71 3 / 4

Solution and Answer Guide: Brown et al., Organic Chemistry © 2023, 9780357451861;

Chapter 1: Covalent Bonding and Shapes of Molecules

4 © 2023 Cengage. All Rights Reserved. May not be scanned, copied or duplicated, or posted to a publicly accessible website, in whole or in part.Problem 1.79 .............................................................................................................................. 72 Problem 1.80 .............................................................................................................................. 72 Molecular Orbitals .................................................................................................................. 73 Problem 1.81 ............................................................................................................................... 73 Problem 1.82 .............................................................................................................................. 74 Problem 1.83 .............................................................................................................................. 75

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