CHE 129 B-002: Organic Chemistry Laboratory (Winter 2005) Place: 3435 Chemistry Annex Lab Time: Monday & Wednesday 1 – 4 pm Instructor: Xi Chen (212 Chemistry, Tel: 754-6037, E-mail: chen@chem.ucdavis.edu) Office Hours: Monday & Wednesday 4-5 pm (212 Chemistry) TA: Jimmy Franco (E-mail: jufranco@ucdavis.edu) TA Office Hours: Chemistry Annex 3455 (Jimmy Franco: Tuesday 10:30 – 11:30 am) (Erik Woodbury: Thursday 9:30 – 10:30 am) Course Materials: 1. Experimental Manual for Chemistry 129B 2. Text Book: C.F. Wilcox and M.F. Wilcox, “Experimental Organic Chemistry: A Small Scale Approach” Prentice-Hall, Inc. Englewood Cliffs, NJ, 1995, 2nd Ed. 3. OSHA-approved Safety Goggles. Do not wear contact lenses in the laboratory. 4. A bound Laboratory Notebook with lined, numbered pages. Start Date Assignment I January 5 Check-In, Oxidative Coupling of Acetylenes II January 12 n-Butyl Bromide via an SN2 Reaction Experiment I III January 21 Solvolysis of t-Butyl Chloride Experiment II IV January 24 1-Octanol by Hydroboration Experiment III V January 26 Triphenylmethanol via Grignard Reaction Experiment IV VI February 2 Synthesis of Camphor from Camphene Experiment V Exp. # Exam 1 Product Sheet February 14 Exam 1 (First Hour), Finish Camphor Exp. VII February 16 Aldehydes and Ketones: Qualitative Analysis Experiment VI VIII February 28 Dibenzalacetone via Mixed Aldol Condensation Experiment VII IX March 2 Synthesis of Benzoin: Benzaldehyde Condensation Experiment VIII X March 7 Synthesis of Benzil: Oxidation of Benzoin Experiment IX XI March 9 Synthesis of Dilantin Experiment X, XI Exam 2 March 14 Exam II, Check-Out Grading Scheme: Points Product 110 Exam I 55 Exam II 55 Lab Book Inspection I 55 February 14 Lab Book Inspection II 55 March 9 Total 330 Expectations: You are expected to understand reactions, apparatus set-ups, and procedures before starting the experiments. Be prepared to begin experiments assigned, some experiments will begin before previous experiment ends. Complete all reactions within the time given. All assignments must be completed to receive a passing grade.