CHEM 142 Summer 2008

Instructor: Dr. David E. Horn Lecture: 9-12 am Lab: MTW 1-4 pm Office: 237A Cook Bldg. Office Hours: MTWF 12-1 or by appointment Required Texts: ORGANIC CHEMISTRY, McMurry 7th Ed. Recommended Texts: STUDY GUIDE AND SOLUTIONS MANUAL to accompany the 7th Edition of McMurry


The lecture component of your course grade will be determined as follows:

Daily Quizzes………… Exam 1 Friday, July 11

15 points 15 points 15 points

Exam II Friday, July 18

Exam III Friday, July 25 Final Exam – Friday August 1 Final = 2 –15 point units Drop one 15 point unit

15 points 30 points




25 points


100 Points

Exams and classes begin at 9 am. Please bring a watch to all exams. Please do NOT bring activated cell phones, pager, iPods, etc to class or exams. There IS class starting at 10:45 after each hour exam. Please address questions on exams or quizzes within 48 hours of the return of the graded work. Specific problem assignments are on a separate sheet.

Syllabus for Organic II Dr. David E. Horn
142 - 2008 Chapter & Title in McMurry Chapter 17 – Alcohols and Phenols Nomenclature of Alcohols and Phenols Assigned Problems 1a,c,e 2a,c,e 4,5 12,14,15,16 16 25,30,33,34,35


Properties of Alcohols and Phenols Reactions of Alcohols Reactions of Phenols Extra Problems

Chapter 14 – Conjugagted Compounds & UV M.O. Theory Electrophilic Additions to Conjugated Dienes Allylic Cations Kinetic vs Thermodynamic Control Diels-Alder Cycloaddition Diene Polymers – Natural & Synthetic Extra 8,9 12,15 33,40 2,3,5,6

Chapter and Title Chapter 19 Aldehydes and Ketones: Nucleophilic Addition Reactions Naming Aldehydes and Ketones Preparation of Aldehydes and Ketones

Text Pages 695

Oxidation of Aldehydes and Ketones Nucleophilic Addition Reactions and Aldehydes and Ketones Nucleophilic Additon of H2O: Hydration Nucleophilic Addition of HCN: Cyanohydrin Formation Nucleophilic Addition of Grignard and Hydride Reagents: Alcohol Formation Nucleophilic Addition of Amines: Imine and Enamine Formation Nucleophilic Addition of Hydrazine: The Wolff-Kishner Reaction Nucleophilic Addition of alcohols: Acetal Formation Nucleophilic Addition of Phosphorus Ylides: The Wittig Reaction Biological Reductions Conjugate Nucleophilic Addition to α,β-Unsaturated Aldehydes and Ketones Spectroscopy of Aldehydes and Ketones Chapter 20 Carboxylic Acids and Nitriles Naming Carboxylic Acids and Nitriles Structure and Properties of Carboxylic Acids Biological Acids and the Nenderson-Hasslbalch Equation Substituent Effects on Acidity Preparation of Carboxylic Acids Reactions of Carboxylic Acids: An Overview Chemistry of Nitriles Spectroscopy of Carboxylic Acids and Nitriles Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions Naming Carboxylic Acid Derivatives Nucleophilic Acyl Substituion Reactions Nucleophilic Acyl Substitution Reactions of Carboxylic Acids Chemistryof Acid Halides Chemistry of Acid Anhydrides Chemistry of Esters Chemistry of Amides Chemistry of Thioesters and Acyl Phosphates: Biological Carboxylic Acid Derivatives Polyamides and Polyesters: Step-Growth Polymers Spectroscopy of Carboxylic Acid Derivatives Carbonyl Alpha-Substitution Reactions Keto-Enol Tautomerism Reactivity of Enols: The Mechanism of Alpha-Substitution Reactions 751

Chapter 21


Chapter 22


Chapter 23

Carbonyl Condensation Reactions Carbonyl Condensations: The Aldol Reaction Carbonyl Condensations versus Alpha Substitutions Dehydration of Aldol Products: Synthesis of Enones Using Aldol Reactions in Synthesis Mixed Aldol Reactions Intramolecular Aldol Reactions The Claisen Condensation Reaction Mixed Claisen Condensations


Chapter 24

Intramolecular Claisen Condensations: The Dieckmann Cyclization Conjugate Carbonyl Additions: The Michael Reaction Carbonyl Condensations with Enamines: The Stork Reaction The Robinson Annulation Reaction Some Biological Carbonyl Condensation Reactions Amines and Heterocycles Naming Amines Properties of Amines Basicity of Amines Basicity of Substituted Arylamines Biological Amines and the Henderson-Hasselbalch Equation Synthesis of Amines Reactions of Amines Reactions of Arylamines Heterocycles Spectroscopy of Amines Biomolecues: Carbohydrates Classification of Carbohydrates Depicting Carbohydrate Stereochemistry: Fischer Projections D,L Sugars Configurations of the Aldoses Cyclic Structures of Monosaccharides: Anomers Reactions of Monosaccharides The Eight Essential Monosaccharides Disaccharides Polysaccharides and Their Synthesis Some Other Important Carbohydrates Cell-Surface Carbohydrates and Carbohydrate Vaccines


Chapter 25


Chapter 26

Biomolecules: Amino Acids, Peptides, and Proteins 1016 Structures of Amino Acids Amino Acids, the Henderson-Hasselbalch Equation, and Isoelectric Points Synthesis of Amino Acids Peptides and Proteins Amino Acid Analysis of Peptides Peptide Sequencing: The Edman Degradation Peptide Synthesis Automated Peptide Synthesis: The Merrifield Solid-Phase Method Protein Structure Chapter 26 (Continued) Enzymes and Coenzymes How Do Enzymes Work? Citrate Synthase Chapter 27 Biomolecules: Lipids Waxes, Fats, and Oils Soap Phospholipids Prostaglandins and Other Eicosanoids Terpenoids Steroids 1060

Biosynthesis of Steroids Chapter 28 Biomolecules: Nucleic Acids Nucleotides and Nucleic Acids Base Pairing in DNA: The Watson-Crick Model 1100

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