Syllabus Chem 29B Organic Chemistry LaboratorySyllabus Chem 29B, Organic Chemistry Laboratory Spring 2005. J. Dekker, Reedley College. Lab TTh 8:50 am- 11:40 pm in Room PHY 77 Office: PHY 78, phone # (559) 638.0353 email: jan.dekker@scccd.com Office hours: MW 1:00 pm-2:00, F 9:00 am- 10:30 or by appointment Chemistry Department web site: http://www.reedleycollege.com/academic/departments/msande/jdekker/index.html Please, bookmark this web address on your computer. Subject prerequisites: Chem 28A, Chem 29A. Chem 28B may be taken concurrently. Textbooks: 1. Svoronos/Sarlo, Organic Chemistry Laboratory Manual, second edition. 2. Solomons, Organic Chemistry, seventh edition. 3. Traynham, Organic Nomenclature, fifth edition. Required Materials: 1. A lab research notebook. 2. Safety goggles. 3. A lab coat or apron. Course objectives and outcomes: Students will become familiar with safety procedures and lab equipment for semi-micro organic experiments. They will be capable of synthesizing and purifying organic compounds, of measuring melting points, refractive index, optical activity. They will learn hands-on how to work with a Gas Chromatograph and a Midac 2000 FTIR, an Infrared Spectrophotometer. Extensive time will be spent on identification of unknown compounds by analyzing their MS, IR and NMR spectra. Through interactive computer programs the students will receive extensive support in thoroughly understanding the concepts taught in the organic chemistry lecture (Chem 28B). One program being used is Organic Chem TV, which is developed at UCLA by Dr. B. Luceigh. Important: If you have a verified need for an academic accommodation or materials in alternate media (i.e., Braille, large print, electronic text, etc.) per the Americans with Disabilities Act (ADA) or Section 504 of the Rehabilitation Act, please contact me as soon as possible. Homework: Students are expected to come to lab well prepared. This means that the steps to be taken to properly complete the experiment are underlined in the text of the lab manual or written down in the lab notebook ahead of time. Typically, the theoretical explanations in the lab manual are too brief to fully comprehend the experiment. Therefore preparation reading Solomons' text on the subject is highly recommended. Lab report: This semester three experiments are finalized with a lab report using the observations and data collected in the experiment. The extensive lab reports are a write-up of the experiment, but in essence, they are also a research paper. The student will need to use resources in the library to find appropriate theoretical background information and on the internet, which will be available to each student in the organic chemistry lab, room PHY 77. This semester, due dates for the Lab Reports are Thursday 2/10, Thursday 3/31 and Tuesday 5/10, in PHY 77. Approximately two weeks ahead of time a hand-out will be given to prepare the report. Please, refer to the lab schedule hereunder. Lab materials: Expensive grounded glassware and other delicate lab supplies will be made available. Students will be held responsible for their own desk inventory. Attendance: Attendance at all labs is mandatory. In accordance with Community College policy role will be taken every lab session. Students will have to complete all the laboratory assignments. You will be dropped if you miss two weeks without further notice. Grading: To determine the final grade in this class the average of the timely submitted and neatly typed lab reports will count towards 60% and the individually graded labs towards 40% of your final grade. In addition, we will also take into account the quality and the yield of the product, the working technique and the efforts to reach the experimental goal. General grade break-off : A 90% and up; B 80-89%; C 70-79%; D 60-69%; F 59% and lower. Drop date: The drop date is Friday MARCH 11, 2005. After this date a letter grade A-F will have to appear on your transcripts. If you are dropped from the class before Friday January 30, 2004 you avoid receiving a W. Lab rules: It is MANDATORY to use safety glasses at any time that you are in the lab. You are required to have read each experiment, including the Safety Tips before you enter the lab. You will receive safety instructions on how to perform the experiment. In addition, to save time, it is strongly advised to prepare the post lab questions before coming to the lab. It is imperative that you can not be late in lab, you would be a hazard to others if you miss the safety instructions. Coming in late means you start with 75 points for that particular lab experiment in stead of 100. It also means you need to read the experiment first and answer a set of pre-lab safety questions (for a total of 10 points) to the satisfaction of the instructor, before you may start the lab. End lab time is set: 11:40 am. You are mandated to perform all the assigned experiments. If for whatever reason you have to miss a lab, you are accountable to inform the instructor ahead of time and make arrangements with the lab technician and the instructor to make up the lab within one week. The grade for a missed lab is a 0 (zero). Copying of experimental data and answers to questions in lab reports is considered fraudulent behavior and will result in a zero grade for the copier and the originator. Lab reports are to be turned in before the due date at http://www.turnitin.com Lab reports need to be turned in in time. If the due date and due time are not made a minimum of 10 points (= one letter grade) will be deducted. Lab Schedule Chem 29B, Spring 2005. Every experiment takes 1-2 lab sessions. DateLab Assignment 1/11Safety in the Lab. Take the Safety Quiz. Sign the Safety Agreement. Check in the desk inventory. Refer to page 1 of your Lab Manual. Review IUPAC Organic Nomenclature. 1/13Experiment 17.2 Reduction of cyclohexanone to cyclohexanol. Read page 226. 1/18Experiment 15.2 Friedel-Crafts Alkylation: A Microscale Synthesis. Read pages 192, 193. 1/20Experiment 15.3 Synthesis of 2,4-dinitrophenylaniline. Read pages 195, 196. 1/25 + 1/27Experiment 12. Conjugated Dienes, The Diels Alder Reaction. Read pages 147-150. 2/1+ 2/3Experiment 15.5 Benzyne, the synthesis of triptycene. Read page 200. 2/8Ferrocene synthesis. Hand-out. 2/10Lab Report I. Due date: Thursday 2/10 @ 11:30 am 2/15Experiment 16.2. The hydrolysis of benzonitrile. Read page 211. 2/17 + 2/22Experiment 16.4 Synthesis of isoamylacetate. Read page 216. 2/24Experiment 16.6 The saponification of an ester. Read page 221. 3/1 + 3/3Experiment 17.3 Acetal formation: synthesis of 4,5-dimethyloxolane. Read page 229. 3/8Experiment 18.1 The aldolcondensation: synthesis of dibenzalacetone. Read page 249. 3/10 + 3/15Experiment 18.3 Michael addition: reaction of aniline with benzalacetophenone (= chalcone). Read page 249. 3/17 Experiment 19.1 Synthesis of acetanilide. Read page 225. 3/22 + 3/24Spring Recess. No labs. 3/29 Analyses of advanced I.R. and N.M.R. spectra. 3/31Lab Report II. Due Date: Thursday 3/31 @ 11:30 am 4/5-4/7Experiment 19.3 The coupling of diazonium compounds, azo dye formation. The synthesis of para-red. Bring a T-shirt to dye. Read page 258. 4/12Experiment 20.1 Oxidation of 2-methylnaphthalene. Read page 260. 4/14Experiment 21.2 Qualitative tests for carbohydrates. Read page 273. 4/19 + 4/21Experiment 23.1 Preparation and properties of a soap. Read page 305. 4/26Experiment 23.2. Qualitative determination of un-saturation in lipids. Read page 311. 4/28Hand-out. Polymerization Reactions. 5/3 + 5/5Experiment 22.2 Qualitative tests for amino acids and proteins. 5/10Lab Report III. Due date: Tuesday 5/10 @ 11:30 am 5/12Clean up and turn in desk inventory