Chemistry 532 – Lectures – Fall 2008 Instructor: Textbook: Office: Dr. Erach R. Talaty “Organic Chemistry” by Vollhardt and Schore, 5th Edition Room 304B McKinley Hall Week Starting Students should review these topics. Topic SN1, SN2, E1, E2 Reactions Conformations of Alkanes and Cycloalkanes – Review Chapter 6, 7 4 Aug. 22, 25 Radical Reactions 3 Sept. 1, 8, 15 Alkenes and Alkynes: Synthesis and Reactions 11, 12, 13 Sept. 22, 24 Spectroscopy: Infrared, NMR, Mass Spectrometry (Mostly covered during lab) 10, 11 Oct. 6, 13 Alcohols and Ethers Oxidation-Reduction and Organometallic Compounds Conjugated Unsaturated Systems; UV/Visible Spectroscopy 8, 9 8, 12 14 Oct. 20, 27 Aromatic Compounds and their Reactions Arenediazonium Salts 15, 16 Nov. 3, 10, 17 Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group Aldehydes and Ketones: Aldol Reactions 17 Nov 24, Dec. 1 Carboxylic Acids and their Derivatives Beta-Dicarbonyl Compounds Amines 19, 20 23 21 Dec. 8 Carbohydrates Amino Acids and Proteins 24 26 Dec. 10 Last Lecture 18 FINAL EXAMINATION: MONDAY, DECEMBER 15, 8:00-9:50 A.M. Grading Formula: Lecture Laboratory - 70% - 30% For Lecture Portion: Three examinations *Standard ACS Exam (during lab) Final Exam 3X20% = 60% = 20% = 20% All examinations are cumulative, that is, each exam will cover all material from the first day of class until the lecture before the exam. *The ACS (American Chemical Society) exam is a cumulative exam covering both CHEM 531 and 532 and is nationally normed. It is a multiple choice exam which will be given Dec. 11 during lab. Chemistry 532 – Fall 2008 ORGANIC CHEMISTRY LAB TEXT: “Experimental Organic Chemistry”, Gilbert and Martin, 2006, Fourth Edition Synthesis and Lab Techniques in Organic Chemistry 8/28 CHECK-IN – Lab safety, organization and procedures, library skills/Science Librarian, Ch 26. EXPERIMENT 1 9/4 IR and NMR SPECTROSCOPY – Theory, use of instrumentation, and interpretation of spectra, pp 233-293. EXPERIMENT 2 9/11 UNKNOWNS – Identification of compounds, pp 817-888. EXPERIMENT 3 9/18 ADDITION REACTIOINS OF ALKENES – Synthesis of 1, 2-cyclohexanediol from cyclohexene, handout and pp 327-376. EXPERIMENT 4 9/25 10/2 10/9 MULTISTEP ORGANIC SYNTHESIS – Preparation of the antibiotic sulfanilamide via electrophilic aromatic substitution of a protected aniline, pp 690-708. EXPERIMENT 5 10/23 REACTIONS OF CARBONYL COMPOUNDS – Wittig reaction, pp 587-589, 10/30 564-568; Crossed aldol reaction, pp 603-608. EXPERIMENT 6 11/6 GRIGNARD REAGENTS: CARBOXYLIC ACID FORMATION – 11/13 Preparation of benzoic acid from bromobenzene, pp 623-631, 633, 639-642. 11/13 LABORATORY EXAMINATION AND MAKE-UP. EXPERIMENT 7 11/20 REDUCTIONS OF IMINES: PREPARATION OF AMINES – NaBH4 reduction of N-Cinnamyl-m-nitroaniline, pp 551-553, 559-566. 12/4 CLEANUP AND CHECKOUT. 12/11 STANDARD ACS EXAM Grading Scale for Laboratory Experiments: Laboratory Examination: 105 points 45 points