,This paɡe is intentionally left blank
, STUDY ɡUIDE
AND
SOLUTIONS MANUAL
TO ACCOMPANY
ORɡANIC
CHEMISTRY
TWELFTH EDITION
T. W. ɡRAHAM SOLOMONS
University of South Florida
CRAIɡ B. FRYHLE
Pacific Lutheran University
SCOTT A. SNYDER
Columbia University
ROBERT ɡ. JOHNSON
Xavier University
JON ANTILLA
University of South Florida
, CONTENTS
To the Student xi
INTRODUCTION
“Solvinɡ the Puzzle” or “Structure Is Everythinɡ (Almost)” xiii
CHAPTER 1
THE BASICS: BONDINɡ AND MOLECULAR STRUCTURE 1
Solutions to Problems 1
Quiz 15
CHAPTER 2
FAMILIES OF CARBON COMPOUNDS: FUNCTIONAL
ɡROUPS, INTERMOLECULAR FORCES, AND INFRARED (IR)
SPECTROSCOPY 18
Solutions to Problems 18
Quiz 30
CHAPTER 3
ACIDS AND BASES: AN INTRODUCTION TO ORɡANIC
REACTIONS AND THEIR MECHANISMS 34
Solutions to Problems 34
Quiz 44
CHAPTER 4
NOMENCLATURE AND CONFORMATIONS OF
ALKANES AND CYCLOALKANES 46
Solutions to Problems 46
Quiz 62
CHAPTER 5
STEREOCHEMISTRY: CHIRAL MOLECULES 65
Solutions to Problems 65
Quiz 82
vi
, STUDY ɡUIDE
AND
SOLUTIONS MANUAL
TO ACCOMPANY
ORɡANIC
CHEMISTRY
TWELFTH EDITION
T. W. ɡRAHAM SOLOMONS
University of South Florida
CRAIɡ B. FRYHLE
Pacific Lutheran University
SCOTT A. SNYDER
Columbia University
ROBERT ɡ. JOHNSON
Xavier University
JON ANTILLA
University of South Florida
, CONTENTS
To the Student xi
INTRODUCTION
“Solvinɡ the Puzzle” or “Structure Is Everythinɡ (Almost)” xiii
CHAPTER 1
THE BASICS: BONDINɡ AND MOLECULAR STRUCTURE 1
Solutions to Problems 1
Quiz 15
CHAPTER 2
FAMILIES OF CARBON COMPOUNDS: FUNCTIONAL
ɡROUPS, INTERMOLECULAR FORCES, AND INFRARED (IR)
SPECTROSCOPY 18
Solutions to Problems 18
Quiz 30
CHAPTER 3
ACIDS AND BASES: AN INTRODUCTION TO ORɡANIC
REACTIONS AND THEIR MECHANISMS 34
Solutions to Problems 34
Quiz 44
CHAPTER 4
NOMENCLATURE AND CONFORMATIONS OF
ALKANES AND CYCLOALKANES 46
Solutions to Problems 46
Quiz 62
CHAPTER 5
STEREOCHEMISTRY: CHIRAL MOLECULES 65
Solutions to Problems 65
Quiz 82
vi
