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General Organic Chemistry I Laboratory CHEM 212

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General Organic Chemistry I Laboratory CHEM 212 General Organic Chemistry I Laboratory CHEM 212 Lab & Exam Schedule & Experiments ~FALL 2018~ Zubrick Lab Date What’s due? Week Exp.# Prelab (PL), Report Text Topic 2018 (R) Chapters Safety Contract, Introduction, Safety, Check-in 1 8-14 1 1-9 Check-in Sheet Scavenger Hunt: Chemistry Research and Calculations Melting Point: Single Compound & Mixed Melting 2 8-21 2 PL: 2 12 Points. Identification of Unknown Compound PL: 3 19, 20, 34 Distillation: Single Compounds & Mixtures using 3 8-28 3 R: 2 (4,5,6,8,18) Simple, Fractional & Microscale (Hickman) Distillation R: 3 4 9-4 1 (Cont’d) 1-9 Continue Scavenger Hunt –We will not meet Tuesday Due Wed. Sept 5 R:1 5 9-11 EXAM 1 Exam 1 review Extraction, Sublimation& Purification of Caffeine 5 (Dry lab)* *end of lab 10,11,15,16, 6 9-18 * Completed in lab: [Data given] Prelab, Data, Report, Yes, Exp 5 PL:5, R:5 23,24, 35 before Exp 4 Conclusion, & Sources of Error all together as one unit. 4 Compound Synthesis & Purification using 7 9-25 PL: 4 13,14 Recrystallization Campus Due Wed. Oct 3 8 10-3** Closed Tues R: 4 EXAM 2** (Wednesday) Oct 2 Exam 2 review Molecular Models: Alkane, Alkene, Alkyne & Cyclic 9 10-9 6 Nothing Compounds Properties, Synthesis and Reactions 10 10-16 7 PL: 7 26-28, 30-31 Chromatography: Partition and Adsorption, Check-out R:6 & R:7 11 10-23 EXAM 3 Exam 3 review Spectroscopy: Interpretation, Analysis, & Identification 12 10-30 8 Formal Report 32, 33 of Compounds using IR, MS, HMNR & CNMR Spectroscopy Spectroscopy: Interpretation, Analysis, & Identification 13 11-6 8 (Cont’d) 32, 33 Workbook of Compounds using IR, MS, HMNR & CNMR Spectroscopy: Interpretation, Analysis, & Identification 14 11-13 8 (Cont’d) DUE Wed 11-14: IR/MS paper of Compounds using IR, MS, HMNR & CNMR 15 11-20 Exam 4 review EXAM 4 DUE Wed 11-28: CNMR, HNMR, Spectroscopy: Interpretation, Analysis, & Identification 16 11-27 8 (Cont’d) UV/VIS paper of Compounds using IR, MS, HMNR & CNMR DUE Mon 12-3: Spec. Problems Spectroscopy: Interpretation, Analysis, & Identification 17 12-4 8 (Cont’d) and exercises of Compounds using IR, MS, HMNR & CNMR Return Loaned Books: You must turn in loaned books before final 12-10 18 exam to get a final exam. Except if you are enrolled in CHEM 213. Final Exam (TBD) _____________________ @ 7:30 am Key Due Dates (all due before 7:20 am): Formal lab report on either exp. 2, 3, 4, or 7 (20 points) Tues. Oct 30th Typed Research Paper on IR and MS (20 points) Wed. Nov 14th Typed Research Paper on NMR and UV-VIS (20 points) Wed. Nov 28th McMurry Chapter problems and exercises (20 points) Mon. Dec. 3rd All lab reports are due 1 week after the experiment was scheduled, before 7:20 am on a lab or exam day. NO LATE REPORTS, ASSIGNMENTS NOR PAPERS ACCEPTED. Technological problems (printer, computer, disks, etc.) are not acceptable excuses for late reports or papers, so start early. 1 Copyright ® 2018 Kelly Boebinger General Organic Chemistry I Laboratory CHEM 212 Labs: For each experiment, you are responsible to prepare and read over lab text and lab notes to understand the general principles. For the pre-lab (PL) assignment, you are required to turn in a purpose and procedure (outline) for the experiment before lab starts, see below for more details. The purpose and procedure is written in your lab notebook and the carbon copy given to me. If you do not turn in the purpose/procedure on time, you will not be able to perform that experiment. No makeup labs allowed. I will start every lab with a short discussion of safety and lab technique. If you arrive late, I cannot allow you to perform the experiment. I will not tell you how to do the experiment step by step. You are responsible to have read the material with an understanding of the experiment and what you need to do before you come to lab. If I feel you are unprepared for the lab, you will be asked to leave without credit for the experiment and no makeup lab allowed. You are responsible for understanding the information in your lab text: The Organic Chem Lab Survival Manual, J. Zubrick. The lab text is your guide to organic lab techniques required for this course. For example, if the directions ask you to recrystallize a compound, look up recrystallization techniques in your lab text. Standard laboratory techniques, safety, and brief theoretical discussions are described in the text. It is your responsibility to read and understand the information before you come into lab to perform the experiments. If I feel you are not properly prepared for the experiment, you will be asked to leave the lab, no credit will be given for the experiment, and no make-up lab is allowed. Laboratory Report: You are required to complete a laboratory report, which is graded on a 20-point basis, for each experiment you perform in the laboratory. All lab reports are due 1 week after lab is scheduled, before the lab or the exam starts. Late reports will not be accepted for any reason. If you know you cannot attend, then you may turn it in early or have a student turn in the report on time for you. I do not accept laboratory reports via electronic means. Lab Report: Items due before, or at the end of lab a) Purpose: Written in your lab notebook along with the procedure, and the copy turned into me before the lab starts. The purpose is the reason for doing the experiment; it is a few sentences, or a short paragraph. The purpose must also include any reactions or equations. (2 pts) b) Procedure: Written in your lab notebook along with the purpose and usually on the same page, and the copy turned into me before the lab starts. The procedure must be in enough detail, so that the experiment can be performed from just your notes. This must include a clearly labelled list of materials and equipment needed, and a brief and clearly labelled sketch of all the lab apparatus and set up. (3pts) c) Data: This is written in your lab notebook on a different page from the purpose and procedure. It should be prepared before you come to lab so that during the experiment, all you need to do is fill in the data and turn in the copy to me as you leave, at the end of lab. (1 pt) Lab Report: Items due the following week Report: Completed report page(s) included in this packet plus; attach the page(s) written in your lab notebook, clearly label each section: calculations, graphs, conclusion**, and sources of error. **The conclusion must include results such as MP, unknown number and identity, % yield, etc. Questions on the report pages need to be answered directly on that page, and not written in lab notebook. (14 pts) 2 Copyright ® 2018 Kelly Boebinger General Organic Chemistry I Laboratory CHEM 212 CHEM 212: Key Concepts for Experiments & Calculation Formulas Be sure to use the analytical balances only for all mass measurements to obtain proper significant digits. Key concepts for Experiment 1: Scavenger Hunt Learn how to use printed material to access information; CRC, Acros Catalog, Zubrick Lab text. Learn how to electronic (digital) material such as the internet to access information. Compare websites and printed material for accuracy and reliability of information. Tour the CHC chemical stockroom to learn safety and other organization. Meet with a CHC Transfer Advocate to learn about transfer options and careers. Review calculations that should have been mastered in perquisite course of general chemistry that will be used in OCHEM. Key concepts for Experiment 2: Melting Point Learn* how to determine melting points using the DigiMelt apparatus. Perform melting points of pure compounds of urea and trans-cinnamic acid. Learn that melting points are reported as ranges, first list start temperature, and then clear point. Prepare and perform mixed melting points of 50/50 mixture of urea and trans-cinnamic acid. Learn what an impurity will do to a melting point. Identify an unknown compound using melting point and mixed melting point. (*Do not include learning concepts in purpose of the experiment). Key concepts for Experiment 3: Distillation Learn how to set up and use macroscale simple and fractional distillation apparatus. Learn how to set up and use microscale distillation apparatus such as a Hickman Still. Use simple distillation to determine the boiling point of hexane. Prepare a mixture of hexane & toluene and perform a simple distillation, then a fractional distillation on the mixture. Graphing of data, then determine boiling points from graph. Compare effectiveness of simple vs. fractional distillation of a mixture for determining boiling point. Learn that boiling points are reported as a single temperature. Key concepts for Experiment 4: Recrystallization To purify a contaminated sample using hot gravity filtration, recrystallization of crude product, vacuum filtration and washing of purified product. Learn lab technique of hot gravity filtration and vacuum filtration using a Büchner funnel. Recrystallize a crude compound to purify. Obtain MP of recrystallized product to determine purity. Calculate percent yield. Key concepts for Experiment 5: Extraction, Sublimation and Purification of Caffeine Perform a sublimation of caffeine. Perform an organic/aqueous extraction of caffeine. Learn proper way to use separatory funnel. Use of gravity filtration and drying agent to isolate caffeine. Calculate distribution coefficient KD. Use to identify preference of organic or aqueous layer.
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