Experiment 5 Rubric – Formal

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University of Illinois, Urbana Champaign *

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Chemistry

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Jan 9, 2024

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docx

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Experiment 5 Rubric –Formal; Out of 80 points total Pre-Lab (This is part written in your notebook) – 15 points Objective – 1 point Balanced Equations – 4 points  Two separate balanced equations for each product Mechanism of Diene Formation – 2 points Theoretical yields – 2 points  Theoretical yield for each product Table of reagents – 2 points  Must include safety information and boiling points of all potential products Written procedure (in step format) – 2 points Observations – 2 points Post-Lab (This part is typed) – 50 points Title page – 1 point  Contains title of experiment, author, date, lab section, TA name Introduction – 3 points  Must include objective, and at least 1 paragraph of background information on the lab, specifically regarding the mechanism/usefulness of the pinacol rearrangement.  Don’t just use the introduction from the lab manual –find other information and make sure to cite your sources. Avoid direct quotations. Table of reagents – 2 points  Remember to include ALL reagents used in the lab.  Must include safety hazards Procedure – 6 points  Paragraph format  Past tense  Passive voice  See sample on Compass for example Balanced equations – 2 points  Must be drawn in ChemDoodle  Must show both unknown product and elimination product separately. Do not show as one large equation for both being formed at the same time. Reaction Mechanism – 8 points  Must be drawn in ChemDoodle  Show the mechanism to form both products (the unknown product and the elimination product) separately. Do not show as one large mechanism. Calculations – 4 points  Theoretical yield of both diene and unexpected product, experimental yield of unknown, percent yield of unknown  Show your calculations Summary Table – 3 points

 Experimental yield, percent yield, and boiling point observed of unknown product  Must be in table format IR Data Spectra/Interpretation – 6 points  Attach copy of spectra to report  IR data presented in table (see sample on Compass) with appropriate information. NMR Data Spectra/Interpretation – 6 points  Attach a (processed) copy of your NMR data. Process according to the instructions in the lab manual, do not use the “autoprocess” functions of MNova.  NMR data presented in table (see sample report on Compass) with appropriate information.  Must match the assignments given on the table with the appropriate hydrogen on the structure of the unknown molecule. See sample lab report for example. Assignments are meaningless without actually assigning them to a structure! Discussion – 8 Points  Discuss how you arrived at the identity of your diene. Use data you gathered from your boiling point analysis, IR analysis, and NMR analysis to support your answer.  Discuss your overall success/purity of the product using information such as percent yield, boiling point, NMR, IR. Note places you could improve based on your observations/mistakes in lab. Conclusion – 1 point  Summarize the point of the experiment, what was done, and what the results were. Should be a short (3-4 sentence) paragraph summarizing the entirety of the experiment. Post Lab Questions (This part is typed) – 15 Points Q1 – 5 Points Q2 – 5 Points Q3 – 5 Points

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