Chemistry > Lab Report > Augusta University - CHEM/PHYS 21128 Week Lab (All)

Augusta University - CHEM/PHYS 21128 Week Lab

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I Will Survive: 8 Weeks in Organic Chemistry Lab! Organic Chemistry 3412 Spring 2019 Rachael DixonDixon 2 Table of Contents Title Page Number 1. Introduction 3 2. Week One: Synthesis of 2-Nitrofluorene 4 a. IR b. 1H-NMR c. Lab Carbon Copies 3. Week Two: Reduction of 2-Nitrofluorene to 2-Aminofluorene 7 a. IR b. 1H-NMR c. 13C-NMR d. Lab Carbon Copies 4. Week Three: Synthesis of 2-Iodofluorene by a Diazonium Reaction 11 a. IR b. 1H-NMR c. 13C-NMR d. Lab Carbon Copies 5. Week Four: Synthesis of an Acetamide 15 a. IR b. 1H-NMR c. Lab Carbon Copies 6. Week Five: Synthesis of an Imine by Reaction of an Amine with an Aldehyde 19 a. IR b. 1H-NMR c. Lab Carbon Copies 7. Week Six: Synthesis of a Benzyl Amine by Reduction of an Imine 23 a. IR b. 1H-NMR c. 19F-NMR d. Lab Carbon Copies 8. Week Seven: Pd-Catalyzed Suzuki Reaction using a Boronic Acid 26 a. IR b. Lab Carbon Copies 9. Week Eight: Benzylic Air Oxidation of 2-Nitrofluorene to 2-Nitrofluorenone 29 a. IR b. Lab Carbon Copies 10. Conclusion 32 11. Summary Data Table 33 IntroductionDixon 3 Over the course of eight weeks, many different fluorene compounds were synthesized. The first reaction was nitrating fluorene to produce 2-Nitrofluorene. 2-Nitrofluorene was used to synthesized 2-Aminoflourene in week two via a reduction as well as 2-Nitroflourenenone via air oxidation in week eight. The amine produced in week two was used to synthesize 2-Iodofluorene in week three via Diazonium reaction, an acetamide in week four, and a fluorinated imine in week five. The fluorinated imine produced in week five was used to synthesize a benzyl amine in week six via reduction. The 2-Idofluorene produced in week three was then used to synthesize a benzonitrile in week seven via a Pd-Catalyzed Suzuki reaction. In each of the experiments, thin layer chromatography (TLC), melting points, and infrared spectroscopy (IR) were gathered as data. These techniques were used to confirm product purity, as that was a major goal of this project. Along with this collected data, Dr. Stephens also provided the respective 1H-NMR, 13C-NMR, and 19F-NMR for our labs. It was also important to have a relatively good yield of product, which was achieved most weeks. Overall, each reaction was successful regarding product purity.

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