COURSE STRATEGY-CHEM-261-SUMMER SEMESTER CLASS WEBSITE The address of the class website is drseemaljelani.wordpress.com Class notices and downloadable course material will be posted on this site. Please check the website regularly for information. RECOMMENDED BOOKS Fundamentals of organic and biological chemistry by John McMurry, Mary E.Castellion Organic chemistry by Finar General Organic and Biological Chemistry by H.Stephen Stoker INSTRUCTOR INFORMATION: Dr. Seemal Jelani Associate Professor Department of Chemistry Room# 163 Armacost Building Tel:99231581 Ext: 595 Cell: 03004194687 seemaljelani@fccollege.edu.pk ABOUT THE CHEMISTRY MAJOR Make an impact in the sphere of health, environment, industry, agriculture, science, and technology with a major in Chemistry. The Chemistry major enables you to view the world from a molecular perspective, and to solve complex problems that span the breadth of chemistry and other sciences. You can choose to specialize in Chemistry Through your studies you will gain transferable skills, specialized laboratory skills and knowledge in the areas of molecular design and organic synthesis, analysis and spectroscopic identification of chemical species, quantum chemistry, molecular dynamics, chemical kinetics, thermodynamics and Chem-Technology WHAT GRADUATE COURSES DOES CHEMISTRY LEAD TO? Bachelor of Science graduates with a major in Chemistry are well-placed to apply for: Professionally-focused graduate degrees in the sciences and technology, including biotechnology, environmental systems, informatics, management science, and nanotechnology Graduate degrees preparing for a wide range of professions including engineering, law, medicine and other health sciences and teaching Masters and Honors’ pathways to research higher degrees in chemistry, as well as related areas in the sciences and technology within the country as well as outside the country COURSE CONTENTS 261 Reaction mechanisms including free radical Eletrophillic and Nucleophilic substitution Addition Elimination reaction Chemistry of alkyl halides Amines Organometallic compounds Catalytic reactions and their importance. CHEM-261; ORGANIC CHEMISTRY 1 1. HALOALKANES (ALKYL HALIDES) Structure and Nomenclature Physical Properties of Haloalkanes Preparation of Haloalkanes by Halogenation of Alkanes Mechanism of Halogenation of Alkanes, Energy profiles, Regioselectivity of chlorination and bromination, Hammond postulate Allylic Halogenation. NBS bromination Radical Autoxidation Radical Addition of HBr to Alkenes 2. NUCLEOPHILIC SUBSTITUTION AND 2-ELIMINATION Nucleophilic Substitution in Haloalkanes Mechanisms of Nucleophilic Aliphatic Substitution Experimental Evidence for SN1 and SN2 Mechanisms Analysis of Several Nucleophilic Substitution Reactions 2-Elimination and Mechanisms of 2-Elimination Experimental Evidence for E1 and E2 Mechanisms Substitution Versus Elimination Analysis of Several Competitions Between Substitutions and Eliminations Neighboring Group Participation 3. AN INTRODUCTION TO ORGANOMETALLIC COMPOUNDS Organomagnesium and Organolithium Compounds Lithium Diorganocopper (Gilman) Reagents 4. AMINES Structure and Classification Nomenclature Chirality of Amines and Quaternary Ammonium Ions Physical Properties Basicity and Reactions with Acids Preparation of amines Reaction with Nitrous Acid Hofmann Elimination Cope Elimination 5. CATALYTIC CARBON-CARBON BOND FORMATION Carbon-Carbon Bond-Forming Reactions Organometallic Compounds and Catalysis The Heck Reaction Catalytic Allylic Alkylation SKILL BASED ACTIVITIES Aims and objectives To bring the computer and lab together To build high order thinking and skills To get the skills how to do statistical analysis of the results To understand the basics of “ How to defend the work” LAB WORK • • • At the end of this course, a student is expected to have a considerable grasp on qualitative organic analysis. He/she should be able to design experiments to identify a given organic substance. He/she should be able to synthesize one or more common derivatives of aldehydic, ketonic, and carboxylic compounds. (Element detection is taught in CHEM 160. The identification of alcohols, phenols and amines are taught in CHEM 260.) The main purpose of Chem-261 lab course is to teach you the basic techniques necessary for advance research projects • • • • • • • Learn how to handle equipments and chemicals Besides to learn techniques and how to work safely To take data carefully To know how to record relevant observations How to use time effectively Learn how to solve problems Learn how to develop critical thinking • Lab 1. Introduction and importance of organic qualitative analysis. Emphasis on lab safety precautions. How to prepare the lab report. Expectations, and Evaluation scheme. Identification of the given organic compound: benzoic acid. • Lab 2. Preparation of a derivative of benzoic acid. Crystallization / recrystallization. Melting point determination. • Lab 3. Identification of an aldehyde and preparation of its derivative (hydrazone preparation). Glucose or Benzaldehyde can be given. • Lab 4. Identification of a ketone and preparation of its derivatives (oxime or hydrazone preparation of the given ketone). Acetone or acetophenone or benzophenone can be given. • Lab 5. Identification of an ester. Hydrolysis or saponification reaction is recommended. A fat or oil can be given. • Lab 6-7. Use of paper chromatography for qualitative analysis / identification. One/two experiments should be arranged to taught studnts the use of paper chromatography for qualitative analysis. A mixture of an aldehyde and ketone is given. Spray reagents: Fehling solution and 2,4dinitrophenylhydrazine (2,4-DNPH) solution. First spray with Fehling solution and warm and see which spot gives colour with it. Then, spray with 2,4-DNPH. • Lab 8-9. Separation of a mixture of volatile substances by GC-MS. Students will have an opportunity to see how GC-MS works, what are its different parts, and how to interpret the data. (a mixture of common solvents, ethyl acetate/ethanol, will be given). • Lab 10-13. Identification of functional group by IR spectroscopy. (No theory will be taught about IR sy; only spectra will be interpreted. Student will learn where the common functional groups appear in IR spectra. An aldehyde, a ketone, a carboxylic acid and an ester will be given) COURSE EVALUATION ACTIVITY TO BE ASSESSED Final Exams: Mid exams: Laboratory work and write ups: Class quizzes: Presentations: Assignments: Attendance: Attitude and behaviour Total WEIGHTAGE (% AGE) UP 30% 15% 20% 10% 10% 08% 04% 03% 100%