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This Organic Chemistry Laboratory Manual is a compilation of basic techniques and classic chemical reactions studied during two semesters of Organic Chemistry. The manual is designed to accompany Organic Chemistry Lecture and is geared towards students who require the subject to advance in majors such as Chemistry, Biochemistry, Biology and Neuroscience.
Students will learn techniques such as separation, extraction, recrystallization, and distillation; assay product purity and determine compounds’ identity based on melting and boiling points, refractive index, infrared spectroscopy, gas chromatography and nuclear magnetic resonance; set-up Nobel Prize winning reactions such as Grignard and Diels-Alder, and other classic syntheses.
Each experiment consists of a brief introduction and theory section with detailed mechanistic explanations. The procedure is condensed to a numbered list of easy to follow instructions and the lab report guide section prompts students to answer questions aiding them in writing a well-rounded report. It also encourages them to research the topic using outside resources. Finally, pre-lab and post-lab questions in each experiment will assist students completing their preparation for each lab, gaining a better understanding of what was accomplished, and aiding in interpretation of results.
Welcome to Organic Chemistry Lab and Safety in the Organic Chemistry Lab
Significant Figures, Percent Recovery, and Percent Yield
CHEM 221 LAB MANUAL
Experiment 1: Melting Point, Boiling Point, and Refractive Index
Experiment 2: Recrystallization
Experiment 3: Molecular Models
Experiment 4: Extraction
Experiment 5: Distillation
Simple and Fractional Distillation
Steam Distillation
Experiment 6*: Chromatography
Thin-Layer Chromatography
Column and Liquid Chromatography
Experiment 7: Dehydration of 2-Methylcyclohexanol
Experiment 8: Synthesis of Acetaminophen
Experiment 9: Qualitative Organic Analysis
Qualitative Organic Analysis: FINAL EXAM
CHEM 322 LAB MANUAL
Experiment 10: Organometallic Reagents:
The Grignard Reaction
Grignard Reaction Week 1
Grignard Reaction Week 2
Experiment 11: Rate of Oxidation of Primary and Secondary Alcohols
Oxidation Rates with Bleach
Oxidation Rates with TEMPO/DIB
Experiment 12: Friedel–Crafts Acylation
Experiment 13**: Polymers
Experiment 14*: Chemistry of Esters
Chemistry of Esters Week 1
Chemistry of Esters Week 2
Experiment 15: Multiweek Synthesis
Wittig Reaction
Diels-Alder Reaction
Isomerization
Aromatization
Experiment 16***: Chemiluminescence: Formation of Lumino
APPENDICES
Appendix A: Using a Bunsen Burner
Appendix B: Measuring Boiling Point and Operating a Refractometer
Appendix C: Melting Point Determination
Appendix D: Recrystallization
Appendix E: Filtration Techniques
Appendix F: Extraction Techniques
Appendix G: Distillation Techniques
Appendix H: Thin-Layer Chromatography
Appendix I: Qualitative Analysis
Appendix J: Lab Report Guide