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  • Organic Chemistry Laboratory: CHY 254 Dr. Caryn Prudenté prudente@maine.edu 351 Science Building Portland Phone: 780-4005 Office Hours: Monday and Tuesday 11:30 – 12:30 in SCI 351, and by appointment. Meetings: Wednesday 1:15 – 5:00 PM: pre-lab Science 362; lab Science 363

    All course materials will be posted on Blackboard

    Objectives- This course is designed to introduce you to the experimental methods and techniques that organic chemists routinely use, including:

    1. the synthesis of organic molecules 2. the determination of physical properties of molecules 3. purification techniques 4. experimental design 5. spectroscopic analysis 6. laboratory notebook writing 7. preparation of formal scientific written reports

    Required materials- • A bound carbonless duplicating laboratory notebook. • A thumb-drive with at least 1GB (designated for lab) • OSHA-approved safety glasses.

    Required text- • Microscale Techniques for the Organic Laboratory, 2nd edition, by Mayo, Pike, and Trumper; New

    York: John Wiley and Sons, Inc., ISBN0-471-24909-2.

    Attendance- Attendance is required. If you are unable to attend your scheduled lab session, it may not be possible to make up the work you missed. If you miss a pre-laboratory session you will not be allowed to conduct the laboratory work scheduled that day. If you know in advance that you will be missing a lab day, let your instructor know immediately.

    Safety- An organic chemistry laboratory is a hazardous place to work. There are ever present dangers of fires, explosions, cuts, and poisonings. There are also more subtle, but no less dangerous hazards, such as carcinogens and teratogens. In this laboratory we attempt to minimize these hazards. When an experiment has traditionally called for the use of a highly toxic reagent, we have tried to find a less toxic substitute. We have also reduced the scale on which we work: this lab is done on the micro-scale. This means that most of the experiments involve masses of less than 500 mg and volumes of less than 5 mL. Even on the micro-scale, however, there are still dangers. The most notable, and the easiest to avoid, is the danger of getting chemicals in your eyes. To minimize this possibility you must wear OSHA-approved eye protection in the lab. There are no exceptions! If you do not have appropriate eye protection, you will not be allowed to work in the lab. In addition, we recommend that you wear old clothes in the lab and that you use the disposable plastic gloves that we provide. Food and drink are not allowed in the lab. The laboratory is equipped with a safety shower, a fire blanket, fire extinguishers, and an eye shower. You should know where all of these safety devices are located and be familiar with their use.

    Copyright 2019 Dr. Caryn Prudenté

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    Grading – You must have a bound, duplicating laboratory notebook, in which you will record all of your experimental information including a statement of purpose, safety and materials, procedure / observations, data / results, and conclusions. The purpose of your laboratory notebook is to provide all the information necessary that will allow someone unfamiliar with the experiment to duplicate your work. Write your notes in full, grammatically correct sentences using the first person, past tense, active voice. Your notebook pages (writing and content) will be graded weekly. Your Course Grade will be determined from the following: Laboratory Performance, Attendance and Safety (15%) Notebooks (15%) Pre-Laboratory Assignments (20%) Final Reports (25%) Post-Laboratory Assignments (25%) GRADING: Laboratory Performance – Aspects of laboratory performance include your preparation beforehand for the lab, your initiative in the lab, your cooperation with your colleagues and the laboratory instructors, your adherence to laboratory safety guidelines, and your ability to keep your hood and the common lab areas clean*. Things that will be considered are: 1.) safety – goggles on at all times, working safely and carefully, dressed properly to work in a chemistry setting; 2.) laboratory hygiene – work area and common areas organized and clean, clean up before you leave (wash glassware, wipe down bench top area and common areas); 3.) laboratory technique – be careful and meticulous, make good decisions during experiments, experiment completed within the allotted time period; 4.) experimental success – able to obtain “reasonable” data from experimental work. Common mistakes: spills, sloppy measurements, cluttered work area, goggles on forehead, mislabeled or unlabeled containers, adding a reagent to the wrong container, using the wrong reagent, incorrect use of balance or other equipment, coming to lab unprepared, following procedural steps without thinking about their purpose, etc. *note: please wipe down the bench top areas before you leave, and make sure that the common areas are clean - there are other students who use this area. If you spill something, please clean it up. Each week a different group will be in charge of overall housekeeping. A list of chores is posted in the lab. GRADING: Formal Reports* – Formal reports are required for Units 2 and 3. Unlike last semester, formal reports can be handed in one time – there are no rewrites. As a chemist you are required to be able to describe – in edited standard written English (ESWE) – the experiment that you performed and your analysis of the product(s) of the experiment. There are guidelines and examples of formal reports posted on Blackboard. Your grade will be assessed by your ability to provide a logical analysis of the experimental synthesis, workup, and analysis (including detailed characterization of spectral data), your attention to detail, your ability to demonstrate your chemical knowledge, and your adherence to the ESWE (in general, no more than 2 ESWE errors per page will be accepted). *Refer to the article “A Brief Guide to Writing in Chemistry” on Blackboard. Notice to Disabled Students - If you need course adaptations or accommodations because of a disability, please inform me during the first week of the semester, after consulting with the Office of Academic Support for Students with Disabilities, 237 Luther Bonney (780-4706). For problems with writing or study skills, make an appointment at the Learning Center, 253 Luther Bonney (780-4228) or the Counseling Center, 106 Payson Smith (780-4050). Academic Integrity - Collaboration is an important part of laboratory work, and this course will develop your ability to work as a productive member of a team. You are encouraged to discuss procedures, results, and interpretation of those results with your teammates and classmates. However, notebook entries, pre-lab and post-lab answers, data interpretation, and formal report preparation must be your own work. All students are expected to be familiar with USM’s Student Conduct Code and Academic Integrity Policies. See http://www.usm.maine.edu/ocs for more information.

    Copyright 2019 Dr. Caryn Prudenté

    DR AF

    T

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    APPENDIX: More Details We will meet every week for lab - these are mandatory. The first hour will consist of a pre-lab lecture, when techniques and relevant material will be reviewed. You must come to lab prepared – know what you’re trying to do; you must read through the procedure before coming to lab. Being prepared will make your time in lab more enjoyable, more organized, and safer. In the lab, safety is one of our main concerns. Laboratory Notebooks: You are required to record all of your laboratory work in a bound laboratory notebook with carbonless duplicating paper. To set up your notebook, reserve the first couple of pages for a table of contents. For each experiment, make sure you write the date and your name at the top of each page. During the experiment, all of your observations and data should be recorded directly into the notebook in ink. This information should be arranged so that another person could take your notebook, follow your procedure and understand your results without explanation. Write in complete sentences. Although the notes in your notebook must be legible, it does not need to be a work of art. If you make a mistake, don’t rip out that page and start over, instead, cross out the mistake (a simple line through or an X is sufficient) and keep going. When working in groups, DO NOT COPY each other’s work. The Academic Integrity Policy applies to lab work as well as class work. Once you understand an assignment, go off to your own corner and write up your work in your own words. It is okay to discuss calculations, procedures and analyses, but be sure to acknowledge any help received. Pre-laboratory preparation: Before coming to lab, read the procedure and answer the pre-lab exercises. These pre-lab exercises are due the WEEK BEFORE the experiment will be performed. In your notebook, include a table of all the chemicals and a list of equipment that you will need. This should include any useful information about the starting materials, products, and solvents (molecular weight or formula weight, density, melting point etc.), and any hazardous or toxic effects from exposure. Also include mg or mL and mmol amounts used (expected and actual). Why do this? Listing equipment/glassware needed, will help you quickly set up your experiment so time is not wasted time re-reading your procedure to see what you need; it is important to know what you are working with before you start any experiment (be aware of any potential hazards); and some labs will require the knowledge of specific physical p

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