16.2. Preparation of Aldehydes and Ketones by Oxidation of Alcohols
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Synthesis of Albendazole Metabolite: Characterization and HPLC DeterminationGraciela Mahler, Danilo Davyt, Sandra Gordon, Marcelo Incerti, Ivana Núñez, Horacio Pezaroglo, Laura Scarone, Gloria Serra, Mauricio Silvera, and Eduardo Manta In this laboratory activity, students are introduced to the synthesis of an albendazole metabolite obtained by a sulfide oxidation reaction. Albendazole as well as its metabolite, albendazole sulfoxide, are used as anthelmintic drugs. The oxidation reagent is H2O2 in acetic acid. The reaction is environmental friendly, fast, and proceeds with high yield. The crude reaction is analyzed by HPLC chromatography to determine purity. The simplicity of the experiment allows students to study chiral concepts, physicochemical and spectroscopic properties of the compounds, and HPLC determinations. Mahler, Graciela; Davyt, Danilo; Gordon, Sandra; Incerti, Marcelo; Núñez, Ivana; Pezaroglo, Horacio; Scarone, Laura; Serra, Gloria; Silvera, Mauricio; Manta, Eduardo. J. Chem. Educ.2008, 85, 1652.
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
HPLC |
Medicinal Chemistry |
Organosulfur Compounds |
Oxidation / Reduction |
Synthesis
The Synthesis of a Cockroach PheromonePatty L. Feist This paper describes the synthesis of gentisyl quinone isovalerate or blattellaquinone, a sex pheromone of the German cockroach and a compound with real-world applications. The experiment also affords students practice in extraction as well as IR and NMR spectroscopy. Feist, Patty L. J. Chem. Educ.2008, 85, 1548.
Esters |
IR Spectroscopy |
Natural Products |
NMR Spectroscopy |
Oxidation / Reduction |
Synthesis
Experimental Design and Optimization: Application to a Grignard ReactionNaoual Bouzidi and Christel Gozzi This 5-week project, which systematically investigates optimizing the synthesis of benzyl-1-cyclopentan-1-ol, constitutes an initiation into research methodology and experimental design to prepare the student-engineer for an industry internship. Other pedagogical goals include experience in synthetic techniques, obtaining reproducible yields, and using quantitative analysis methods. Bouzidi, Naoual; Gozzi, Christel. J. Chem. Educ.2008, 85, 1544.
ChemPaths 104 M Jan 24John W. Moore Today in Chem 104:
* Lecture: Organic Chemistry
* Reading:
Kotz: Ch. 10, Sec. 3-4
Moore: Ch. 12: Sec. 1, 3-4
* Practice Quiz, Homework #1 due by 11:55pm Today!
* Also, Safety Quiz is due before lab this week.
Alcohols |
Ethers |
Aldehydes / Ketones |
Carboxylic Acids |
Amines / Ammonium Compounds
Aldehydes and KetonesEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
