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Introduction to Organic Chemistry – Syllabus Day 1: Session 1 (evening session): 1. Introduction to Organic Chemistry: 2. General discussion about what is chemistry? 3. What is organic chemistry? 4. What is an organic compound? 5. Why is 90% of research in chemistry about organic chemistry? 6. What are the different branches of chemistry? 7. Pre-assessment Day 2: Session 1: (9-11:30am) 1. Similarities game 2. Nomenclature 3. Functional Groups 4. Carbon Classification 5. Classification of Alcohols 6. Classification of Amines 7. Reactions of Alkanes: substitution (nucleophilic and electrophilic) Day 2: Session 2: (12:30-3pm) 1. Properties of Carbon and other molecules 2. Reactions of unsaturated hydrocarbons: addition of H2 to alkene to form saturated hydrocarbon 3. Types of Formulae: • Molecular Formula • Structural Formula • Line-Angle Formula 4. Kinds of matter: solid, liquid, gas, plasma, and BEC 5. Naming rules: IUPAC 6. Naming Cyclic Alkanes Day 2: Session 3: (7-9pm) • Aromatic Compounds • Practice problems: Naming substituted benzenes • Textbook Practice Problems Day 3: Session 1: 1. Isomers • Chain isomerism • Positional isomerism • Functional group isomerism • Geometric isomerism (cis and trans) 2. Conformations 3. Building molecules using molecular model kits 4. Steric hindrance and energy diagrams Day 3: Session 2 • Preparation of Esters Lab • Cis Trans Isomerization Lab Day 3: Session 3 • Finished the cis trans isomerization reaction, left it to dry overnight, and did practice problems Day 4: Session 1 • Preparation of Alkanes • Chemical Reactions of Alkanes • Relative stability of alkyl radicals • Reactivity-Selectivity Principle • Radical Substitution of Benzylic and Allylic Hydrogens • Reaction Mechanisms Day 4: Session 2 • Preparation of Alkenes • Chemical Reactions of Alkenes • Textbook practice problems for Alkene Reactions • Preparation of Alkynes • Chemical Reactions of Alkynes Day 4: Session 3 • Properties of Hydrocarbons Lab • Finishing Cis Trans Isomerization Las - measure percent yield and analyzed sources of error in the isomerization lab Day 5: Session 1 • Chemical and Physical Properties of Alkenes (Review) • Dienes- Introduction • Nomenclature of Dienes • Methods of Extraction of Dienes • Chemical Properties of Dienes Day 5: Session 2 • Finish Properties of Hydrocarbons Lab • Lab Report: Preparation of Esters Lab extension: Bromination of Alkenes • Post-Lab Discussion Day 5: Session 3 • Real World Problems- Textbook pg 124-128 • E-Z Nomenclature Day 6: Session 1 (Friday) • Halogenoalkanes- Introduction • Structure of HA • Nucleophilic Substitution • Elimination Reaction • Substitution vs. Elimination • Uses of HA’s • CFC’s • E-Z Nomenclature (continued) Day 6: Session 2 (Friday) • Identification of Organic Compounds Lab • Post lab discussion Day 7: Session 1 (Sunday evening session) • Review- Week 1 • Chirality Day 8: Session 1 (Monday) • Chirality (continued) • Enantiomers • Stereoisomers • R-S System • Diastereomers • Racemic Mixture Day 8: Session 2 • Basic Column Chromatography Lab • Post lab discussion Day 8: Session 3 • Optical activity • Review • Worksheet • Day 9: 1. 2. 3. 4. Session 1 (Tuesday) Optical activity Racemic mixture Resolution of enantiomers Alcohols: • Structure • Classification and IUPAC naming • Alkenols • Priority • Physical Properties • Chemical Properties Day 9: Session 2 Extraction and Isolation of Caffeine Lab (Extraction Part) Day 9: Session 3 • Continued working on Extraction of Caffeine lab • Real World Problems • Chemical Connections • Review Day 10: Session 1 (Wednesday) • Acidity of Alcohols • Dehydration (Acid-catalyzed dehydration, Zaitzev’s rule) • Oxidation of Alcohols • Dehydration vs. Oxidation • Preparation of Important Alcohols Day 10: Session 2 • Extraction and Isolation of Caffeine Lab (Isolation part) • Post lab discussion Day 10: Session 3 • Review (Week 2) • Textbook Problems Day 11: Session 1(Thursday) Benzene • Nomenclature • Polynuclear Aromatic Hydrocarbons and LPAH’s • Synthesis • Physical Properties • Chemical Properties Day 11: Session 2 • Uses of Benzene • Extraction and Isolation of Caffeine from Tea Lab (Identification part) Day 11: Session 3 • Worksheets 1. Benzene Day 12: Session 1 (Friday) • Lecture: Benzene • Sulfonation • Nitration of Toluene • Activating O, P-directing substituents • Activity: Posters (in pairs) for bromination, chlorination, nitration and sulfonation of benzene Day 12: Session 2 (Friday) • Poster Presentations Lecture: Benzene • Substitution Anisole • Amino group • Summary of Activation • Halobenzene • Friedel-Crafts Alkylation Day 13: Session 1 (Sunday evening session) • Friedel Crafts Acylation • Review of Benzene • Review of both Friedel-Crafts Reactions • Activity: Drawing out mechanisms for Friedel Crafts Reactions Day 14: Session 1 (Monday) • Reactions of Benzene Derivatives • Oxidation Reactions Alkyl Benzene • Halogenation of Toluene • Synthesizing a Substituted Aromatic Compound • Uses of Benzene • Uses of Toluene Day 14: Session 2 • Synthesis of AspirinLab • Post lab discussion Day 14: Session 3 • Alcohols Worksheets • Benzene (Kahoot) Review Day 15: Session 1 (Tuesday) Amines • Introduction • Nomenclature • Physical Properties • Chemical Properties • Amine Salts Amides • Amides from amines • Amide reactions • Synthesis of Nylon • Physical Properties of Amides Day 15: Session 2 • Complete Synthesis of Aspirin Lab Day 15: Session 3 • Review of Aromatic Compounds Day 16: Session 1 (Wednesday) • Carbonyl Compounds • Aldehydes and Ketones • Nomenclature • Isomerism • Physical Properties • Preparation of Aldehydes and Ketones • Chemical Properties • Keto-enol tautomerization Day 16: Session 2 Oxidation of an Aldehyde to Acid Lab Post lab discussion Day 16: Session 3 Carboxylic acids • Nomenclature • Isomerism • Physical Properties • Preparation of Aldehydes and Ketones • Chemical Properties Esters • Nomenclature • Isomerism • Physical Properties • Chemical Properties Ethers Nomenclature • Isomerism • Physical Properties • Chemical Properties Day 17: Session 1 (Thursday) Polymer Chemistry Characterizing a Polymer • Structure • Classification • Synthesis • Types of reactions • Activity: Polymer building Day 16: Session 2 Review Post-Assessment Discussions Day 17: Session 1 (Friday- Last day) • Review and Quiz •