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Table of ContentsIntroduction . 8Overview of Resource Guide . 8Acknowledgements. 9About Beyond Benign . 9About My Green Lab . 9Academic Contributors . 9Reviewers . 9Methodology used for Quantitative and Qualitative Assessment . 10Qualitative Assessment. 10Volume of Waste Estimate . 11Environmental, Health and Safety (EH&S) Assessment . 11Physical Hazards . 12Flammability. 12Reactivity. 13Corrosivity (Skin) . 14Human Health Hazard . 14Aquatic Toxicity . 16Acid/Base Molarity Hazard Level Adjustment . 17Solvent Substitution Resources . 18Pfizer Solvent Selection Tool. 19GlaxoSmithKline (GSK) Solvent Selection Guide . 20American Chemical Society Green Chemistry Institute Pharmaceutical Roundtable Solvent SelectionGuide . 21Additional Solvent Replacement Resources . 21Alternatives to Dichloromethane in Chromatography . 22Reagent and Reaction Selection Resources . 24ACS GCI Reagent Guides . 24The Greener Organic Chemistry Reaction Index. 24Laboratory Techniques . 25Distillation: Simple and Fractional . 25Chromatography: TLC and Column . 261
Extraction . 27Introduction to Green Chemistry for TA’s . 28The 12 Principles of Green Chemistry. 29Experiment 1: The Grignard Reaction . 30Introduction . 30Grignard Reaction – A Greener Alternative (1). 31Reference . 31Experimental . 31Health and Safety . 32Health & Safety Evaluation . 32Grignard Reaction – A Greener Alternative (2). 33Reference . 33Experimental . 33Health & Safety Evaluation . 34Traditional Grignard Reaction . 35Reference . 35Health & Safety Evaluation . 36Comparative Analysis of Traditional vs. Suggested Experiments . 37Additional Resources & Further Reading . 37TA Guide . 38Tips & Tricks . 38Fun Facts . 38Example Quiz Questions . 38Experiment 2: The Esterification Reaction. 39Introduction . 39Esterification Reaction – A Greener Alternative . 40Reference . 40Experimental . 41Health and Safety . 42Health & Safety Evaluation . 42Traditional Esterification Reaction. 43Reference . 432
Health & Safety Evaluation . 44Comparative Analysis of Traditional vs. Suggested Experiments . 45Additional Resources & Further Reading . 45TA Guide . 46Tips & Tricks . 46Fun Facts . 46Example Quiz Questions . 47Experiment 3: The Alcohol Dehydration Reaction – Zaitsev Elimination . 48Introduction . 48Alcohol Dehydration: Zaitsev Elimination – A Greener Alternative . 49Reference . 49Experimental . 49Health and Safety . 50Health & Safety Evaluation . 50Alcohol Dehydration – Zaitsev Elimination . 51Reference . 51Health & Safety Evaluation . 52Comparative Analysis of Traditional vs. Suggested Experiments . 53Additional Resources & Further Reading . 53TA Guide . 54Fun Facts . 54Example Quiz Questions . 54Experiment 4: The Oxidation Reaction . 55Introduction . 55Oxidation Reaction – A Greener Alternative . 57Reference . 57Experimental . 57Health and Safety . 58Health & Safety Evaluation . 58Traditional Oxidation Reaction . 59Reference . 59Health & Safety Evaluation . 603
Comparative Analysis of Traditional vs. Suggested Experiments . 61Additional Resources & Further Reading . 61TA Guide . 62Fun Facts . 62Example Quiz Questions . 62Experiment 5: The Polymerization Reaction. 63Introduction . 63Polymerization Reaction – A Greener Alternative (1). 65Reference . 65Experimental . 66Health and Safety . 67Health & Safety Evaluation . 67Traditional Polymerization Reaction. 68Reference . 68Health & Safety Evaluation . 69Comparative Analysis of Traditional vs. Suggested Experiments . 70Additional Resources & Further Reading . 70TA Guide . 71Tips and Tricks . 71Example Quiz Questions . 72Experiment 6: The Aldol Condensation Reaction . 73Introduction . 73Aldol Condensation Reaction – A Greener Alternative (1) . 74Reference . 74Experimental . 74Health and Safety . 75Health & Safety Evaluation . 75Aldol Condensation Reaction – A Greener Alternative (2) . 76Reference . 76Experimental . 76Health & Safety Evaluation . 77Traditional Aldol Condensation Reaction . 794
Reference . 79Health & Safety Evaluation . 79Comparative Analysis of Traditional vs. Suggested Experiments . 80Additional Resources & Further Reading . 80TA Guide . 81Tips & Tricks . 81Fun Facts . 81Example Quiz Questions . 82Experiment 7: The Friedel-Crafts Alkylation and Acylation Reactions. 83Introduction . 83Friedel-Crafts Alkylation Reaction – A Greener Alternative . 85Reference . 85Experimental . 85Health and Safety . 86Health & Safety Evaluation . 86Traditional Friedel-Crafts Alkylation Reaction . 87Reference . 87Health & Safety Evaluation . 87Friedel-Crafts Acylation Reaction – A Greener Alternative . 88Reference . 88Experimental . 89Health & Safety Evaluation . 90Traditional Friedel-Crafts Acylation Reaction . 91Reference . 91Health & Safety Evaluation . 92Comparative Analysis of Traditional vs. Suggested Experiments . 93Additional Resources & Further Reading . 94TA Guide . 95Tips & Tricks . 96Example Quiz Questions . 96Experiment 8: The Diels-Alder Reaction . 97Introduction . 975
Diels-Alder Reaction – A Greener Alternative . 98Reference . 98Experimental . 98Health and Safety . 99Health & Safety Evaluation . 99Traditional Diels-Alder Reaction . 100Reference . 100Health & Safety Evaluation . 101Comparative Analysis of Traditional vs. Suggested Experiments . 102Additional Resources & Further Reading . 102TA Guide . 103Tips & Tricks . 103Fun Facts . 104Example Quiz Questions . 104Experiment 9: The Wittig Reaction . 105Introduction . 105Wittig Reaction – A Greener Alternative . 106Reference . 106Experimental . 107Health and Safety . 108Health & Safety Evaluation . 108Traditional Wittig Reaction . 109Reference . 109Health & Safety Evaluation . 110Comparative Analysis of Traditional vs. Suggested Experiments . 111Additional Resources & Further Reading . 111TA Guide . 112Tips and Tricks . 112Example Quiz Questions . 112Experiment 10: The Substitution (SN2) Reaction . 113Introduction . 113Substitution (SN2) Reaction – A Greener Alternative. 1146
Reference . 114Experimental . 114Health and Safety . 115Health & Safety Evaluation . 115Traditional Substitution (SN2) Reaction . 116Reference . 116Health & Safety Evaluation . 117Comparative Analysis of Traditional vs. Suggested Experiments . 118TA Guide . 119Tips & Tricks . 119Fun Facts . 119Example Quiz Questions . 1207
IntroductionOverview of Resource GuideIn the organic chemistry laboratory, green chemistry serves as a means for reducing hazards and waste inthe laboratory course, while maintaining the necessary rigor for teaching the subject. Through apartnership with Beyond Benign, My Green Lab, and MilliporeSigma, a resource guide has been developedfor integrating green chemistry in the organic chemistry laborat
In the organic chemistry laboratory, green chemistry serves as a means for reducing hazards and waste in the laboratory course, while maintaining the necessary rigor for teaching the subject. Through a partnership with Beyond Benign, My Green Lab
