TIGER

Journal Articles: 18 results
Synthesis of Quaternary Ammonium Salts of Tricyclic Cationic Drugs: A One-Pot Synthesis for the Bioorganic Chemistry Laboratory  Linda S. Brunauer, Abid C. Mogannam, Won B. Hwee, and James Y. Chen
Describes a one-pot conversion of tricyclic cationic drugs to their quaternary ammonium forms for a widely used bioactive drug, chlorpromazine, a phenothiazine-based antipsychotic. The conversion of parent drug to the methylated form was evaluated by qualitatively measuring its ability to induce alterations in the shape of mammalian erythrocytes.
Brunauer, Linda S.; Mogannam, Abid C.; Hwee, Won B.; Chen, James Y. J. Chem. Educ. 2007, 84, 1992.
Amines / Ammonium Compounds |
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
IR Spectroscopy |
Microscale Lab |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography
Microwave-Mediated Synthesis of Lophine: Developing a Mechanism To Explain a Product   R. David Crouch, Jessica L. Howard, Jennifer L. Zile, and Kathryn H. Barker
Describes the microwave-mediated preparation of lophine (2,4,5-triphenylimidazole). The experiment also provides an opportunity for students to employ the principles of carbonyl chemistry in devising a mechanism to explain the formation of the product.
Crouch, R. David; Howard, Jessica L.; Zile, Jennifer L.; Barker, Kathryn H. J. Chem. Educ. 2006, 83, 1658.
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Aromatic Compounds |
Microscale Lab |
Molecular Modeling |
Synthesis |
NMR Spectroscopy
Colorful Chemical Demonstrations on the Extraction of Anionic Species from Water into Ether Mediated by Tricaprylylmethylammonium Chloride (Aliquat 336), a Liquid–Liquid Phase-Transfer Agent  Anil Joseph Pezhathinal, Kerensa Rocke, Louis Susanto, Derek Handke, Roch Chan-Yu-King, and Patrick Gordon
Provides a list of safe and easy experiments to demonstrate the extraction of colorful, water-soluble reagents by Aliquat 336 into ether. The demonstrations simulate the preliminary extractive step of an ionic species in liquidliquid phase transfer-catalyzed reactions and introduce various undergraduate chemistry concepts and principles to students.
Pezhathinal, Anil Joseph; Rocke, Kerensa; Susanto, Louis; Handke, Derek; Chan-Yu-King, Roch; Gordon, Patrick. J. Chem. Educ. 2006, 83, 1161.
Alkanes / Cycloalkanes |
Amines / Ammonium Compounds |
Catalysis |
Dyes / Pigments |
Reactions |
Mechanisms of Reactions
Reductive Amination: A Remarkable Experiment for the Organic Laboratory  Kim M. Touchette
The synthesis of N-(2-hydroxy-3-methoxybenzyl)-N-p-tolylacetamide is a fast, simple three-step sequence that serves as a useful example of the reductive amination reaction for the organic chemistry laboratory.
Touchette, Kim M. J. Chem. Educ. 2006, 83, 929.
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Green Chemistry |
Instrumental Methods |
IR Spectroscopy |
NMR Spectroscopy |
Oxidation / Reduction |
Solids
Octachem Model: Organic Chemistry Nomenclature Companion  Joaquin Palacios
The Octachem model is an educational physical model designed to guide students in the identification, classification, and naming of the chemical structures of organic compounds. In this article the basic concepts of Octachem model are presented, and the physical model and contents are described.
Palacios, Joaquin. J. Chem. Educ. 2006, 83, 890.
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amines / Ammonium Compounds |
Esters |
Ethers |
Nomenclature / Units / Symbols
Facing the Music: How Original Was Borodin's Chemistry?  Michael D. Gordin
A return to the original sources demonstrates that the evidence for Borodin's reputation as a great chemist, as opposed to a merely good one, is exaggerated.
Gordin, Michael D. J. Chem. Educ. 2006, 83, 561.
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Enrichment / Review Materials |
Nonmajor Courses
Chemical Equilibria Involving Copper(II) Ethylenediamine Complexes  Roberto Zingales
Demonstration illustrating the formation of two different complexes when copper(II) ions react with ethylenediamine.
Zingales, Roberto. J. Chem. Educ. 2003, 80, 535.
Equilibrium |
Aqueous Solution Chemistry |
Reactions |
Amines / Ammonium Compounds |
Precipitation / Solubility
Organic Functional Group Playing Card Deck  Michael J. Welsh
Organic functional group playing card deck used for review of the name and structure of organic functional groups that can be used to play any game that a normal deck of cards is used for.
Welsh, Michael J. J. Chem. Educ. 2003, 80, 426.
Nomenclature / Units / Symbols |
Nonmajor Courses |
Enrichment / Review Materials |
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amides |
Amines / Ammonium Compounds |
Aromatic Compounds |
Carboxylic Acids |
Esters |
Ethers |
Mechanisms of Reactions |
Synthesis
What Is the Geometry at Trigonal Nitrogen?  K. P. Sudlow and A. A. Woolf
The geometry of trigonal nitrogen is discussed from VSEPR, crystallographic, and computational studies. The VSEPR theory is valid unless hydrogen bonding is strong enough or dispersal of nitrogen lone pair density is possible over receptive groups.
Sudlow, K. P.; Woolf, A. A. J. Chem. Educ. 1998, 75, 108.
Learning Theories |
Molecular Properties / Structure |
Crystals / Crystallography |
Computational Chemistry |
VSEPR Theory |
Hydrogen Bonding |
Amines / Ammonium Compounds
Pyrrole: From Dippel to Du Pont   Hugh J. Anderson
Outline of the discovery, isolation, and development of uses for pyrrole.
Anderson, Hugh J. J. Chem. Educ. 1995, 72, 875.
Enrichment / Review Materials |
Amines / Ammonium Compounds
"Crack" - A High-Interest Compound Illustrating Important Concepts in General Chemistry  Hoyt, William
Using crack and cocaine as examples of amine acid-base chemistry.
Hoyt, William J. Chem. Educ. 1995, 72, 322.
Acids / Bases |
Enrichment / Review Materials |
Amines / Ammonium Compounds |
Esters
A chemiluminescent ammonia fountain   Thomas, Nicholas C.
Two popular and dramatic demonstrations offered to student audiences that virtually guarantee their undivided attention are the ammonia fountain and chemiluminescence experiments.
Thomas, Nicholas C. J. Chem. Educ. 1990, 67, 339.
Amines / Ammonium Compounds
Phase transfer catalysis: An interim project  Reeves, W. Preston
The authors have found that experiments in phase transfer catalysis provide students with a very profitable interim project.
Reeves, W. Preston J. Chem. Educ. 1978, 55, 433.
Catalysis |
Amines / Ammonium Compounds |
Separation Science
The Gabriel synthesis of benzylamine: An undergraduate organic experiment  Nigh, W. G.
The Gabriel synthesis involves the reaction of the conjugate base of phthalimide and an alkyl halide to give an alkyl phthalimide which is subsequently hydrolyzed to the primary alkyl amine; the reaction is important historically for the synthesis of pure primary amines uncontaminated by secondary or tertiary by-products.
Nigh, W. G. J. Chem. Educ. 1975, 52, 670.
Synthesis |
Aromatic Compounds |
Amines / Ammonium Compounds
Early theories of metal-ammines. A brief historical review from Graham to Claus (1837-1856)  Kauffman, George B.
This article considers the development of some earlier theories of the constitution of the most familiar coordination compounds: the metal-ammines-which led up to the classic paper of Carl Ernst Claus.
Kauffman, George B. J. Chem. Educ. 1974, 51, 522.
Coordination Compounds |
Amines / Ammonium Compounds |
Metals
Benzenesulfonyl chloride does react with tertiary amines. The Hinsberg test in proper prospective  Gambill, C. R.; Roberts, T. D.; Shechter, H.
Addresses the long standing myths that tertiary amines do not react with nitrous acid or benzylsulfonyl chloride.
Gambill, C. R.; Roberts, T. D.; Shechter, H. J. Chem. Educ. 1972, 49, 287.
Amines / Ammonium Compounds |
Qualitative Analysis
The Eschweiler-Clark methylation of amines: An organic chemistry experiment  Pine, Stanley H.
In this procedure, benzylamine is converted to N,N-dimethylbenzylamine.
Pine, Stanley H. J. Chem. Educ. 1968, 45, 118.
Amines / Ammonium Compounds |
Synthesis
Ammonia and "ammonium hydroxide"  Davis, John B.
One of several reactions that needs reevaluation in the light of the modern theory of valence is the reaction between ammonia and water and the fiction of the ammonium hydroxide molecule.
Davis, John B. J. Chem. Educ. 1953, 30, 511.
Amines / Ammonium Compounds |
Aqueous Solution Chemistry |
Reactions |
Hydrogen Bonding |
Noncovalent Interactions