TIGER

Journal Articles: 114 results
Cocrystal Controlled Solid-State Synthesis  Miranda L. Cheney, Michael J. Zaworotko, Steve Beaton, and Robert D. Singer
Describes experiments that can easily be adapted to a typical undergraduate organic chemistry course and are inexpensive, relatively safe, require little or no solvent, have high atom economy, make use of non-toxic or low toxicity compounds, and generate negligible quantities of waste.
Cheney, Miranda L.; Zaworotko, Michael J.; Beaton, Steve; Singer, Robert D. J. Chem. Educ. 2008, 85, 1649.
Amines / Ammonium Compounds |
Calorimetry / Thermochemistry |
Green Chemistry |
IR Spectroscopy |
Microscale Lab |
Solid State Chemistry |
Synthesis
Molecules and Medicine (E. J. Corey, Barbara Czakó, and László Kürti)  Robert E. Buntrock
Looking for a book on common drugs and pharmaceuticals? On diseases and medical conditions? On pharmacology? In addition, do you need some background in chemistry to handle all of this information? If you want all of this, and in addition want it under one cover, then this is the book for you.
Buntrock, Robert E. J. Chem. Educ. 2008, 85, 1495.
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
Molecular Properties / Structure |
Proteins / Peptides |
Synthesis |
Toxicology
Frank Westheimer's Early Demonstration of Enzymatic Specificity  Addison Ault
Reviews one of the most significant accomplishments of one of the most respected chemists of the 20th centurya series of stereospecific enzymatic oxidation and reduction experiments that led chemists to recognize enantiotopic and diastereotopic relationships of atoms, or groups of atoms, within molecules.
Ault, Addison. J. Chem. Educ. 2008, 85, 1246.
Asymmetric Synthesis |
Bioorganic Chemistry |
Catalysis |
Chirality / Optical Activity |
Enantiomers |
Enzymes |
Isotopes |
Nucleophilic Substitution |
Oxidation / Reduction |
Stereochemistry
"As Simple as Possible, but Not Simpler"—The Case of Dehydroascorbic Acid  Robert C. Kerber
Textbooks routinely assign dehydroascorbic acid a tricarbonyl structure that is highly improbable in aqueous solution and inconsistent with its colorless appearance. Studies of oxidized forms of ascorbic acid are summarized here, and a plea is entered for accurate descriptions of chemical structures in this and other cases, even at the cost of some simplicity.
Kerber, Robert C. J. Chem. Educ. 2008, 85, 1237.
Bioorganic Chemistry |
Free Radicals |
Natural Products |
NMR Spectroscopy |
Vitamins
Six Pillars of Organic Chemistry  Joseph J. Mullins
This article focuses on a core set of conceptselectronegativity, polar covalent bonding, inductive and steric effects, resonance, and aromaticitythe proper application of which can explain and predict a wide variety of chemical, physical, and biological properties of molecules and conceptually unite important features of general, organic, and biochemistry.
Mullins, Joseph J. J. Chem. Educ. 2008, 85, 83.
Bioorganic Chemistry |
Covalent Bonding |
Hydrogen Bonding |
Mechanisms of Reactions |
Periodicity / Periodic Table |
Reactive Intermediates |
Resonance Theory
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
Structures for the ABO(H) Blood Group: Which Textbook Is Correct?  John M. Risley
Six textbooks and two Internet sites show different structures for the A, B, and O(H) antigens of the ABO(H) blood group, but none of them are correct. This article emphasizes the correct molecular structures because it is important to distinguish between those carbohydrates that make up the antigens and those that are not part of the antigenic structures.
Risley, John M. J. Chem. Educ. 2007, 84, 1546.
Bioorganic Chemistry |
Carbohydrates |
Natural Products |
Molecular Properties / Structure
The A1c Blood Test: An Illustration of Principles from General and Organic Chemistry  Robert C. Kerber
The glycated hemoglobin blood test is a key measure of the effectiveness of glucose control in diabetics. The chemistry of glucose in the bloodstream, which underlies the test and its impact, provides an illustration of the importance of chemical equilibrium and kinetics to a major health problem.
Kerber, Robert C. . J. Chem. Educ. 2007, 84, 1541.
Applications of Chemistry |
Bioinorganic Chemistry |
Carbohydrates |
Mechanisms of Reactions |
Proteins / Peptides |
Bioorganic Chemistry
Synthesis and NMR Spectral Analysis of Amine Heterocycles: The Effect of Asymmetry on the 1H and 13C NMR Spectra of N,O-Acetals  Shahrokh Saba, James A. Ciaccio, Jennifer Espinal, and Courtney E. Aman
Describe an undergraduate organic laboratory experiment in which students prepare two N,O-acetals that differ only in a single ring substituent that introduces asymmetry, giving each compound a distinct 1H and 13C NMR spectral pattern that must be explained by students.
Saba, Shahrokh; Ciaccio, James A.; Espinal, Jennifer; Aman, Courtney E. J. Chem. Educ. 2007, 84, 1011.
Amines / Ammonium Compounds |
Chirality / Optical Activity |
Green Chemistry |
Heterocycles |
NMR Spectroscopy |
Stereochemistry |
Synthesis
Synthesis of Plant Auxin Derivatives and Their Effects on Ceratopteris richardii  Corey E. Stilts and Roxanne Fisher
In this experiment, organic chemistry students synthesize derivatives of their own design of the plant auxins indole-3-acetic acid and 1-naphthalene acetic acid. Biochemistrycell biology students then examine the development of Ceratopteris richardii gametophytes on medium containing auxin derivatives synthesized in the organic chemistry lab.
Stilts, Corey E.; Fisher, Roxanne. J. Chem. Educ. 2007, 84, 999.
Biological Cells |
Bioorganic Chemistry |
Hormones |
Synthesis
Receptor Surface Models in the Classroom: Introducing Molecular Modeling to Students in a 3-D World  Werner J. Geldenhuys, Michael Hayes, Cornelis J. Van der Schyf, David D. Allen, and Sarel F. Malan
Proposes a novel method for teaching drug interactions with a receptor, enzyme, or any other macromolecule or protein using plastic molecular models and aluminum foil.
Geldenhuys, Werner J.; Hayes, Michael; Van der Schyf, Cornelis J.; Allen, David D.; Malan, Sarel F. J. Chem. Educ. 2007, 84, 979.
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
Laboratory Computing / Interfacing |
Medicinal Chemistry |
Molecular Modeling |
Enzymes
Triethylamine  Jay A. Young
The hazards of triethylamine are discussed.
Young, Jay A. J. Chem. Educ. 2007, 84, 926.
Amines / Ammonium Compounds |
Laboratory Management
Chemical Aspects of General Anesthesia: Part II. Current Practices  Robert Brunsvold and Daryl L. Ostercamp
With the basic elements of balanced general anesthesia in place by the 1950s, the focus turned to developing safer and more effective agents and to improving procedures. During the last half-century a new generation of intravenous induction anesthetics, inhalational anesthetics, and muscle relaxants has emerged.
Brunsvold, Robert; Ostercamp, Daryl L. J. Chem. Educ. 2006, 83, 1826.
Bioorganic Chemistry |
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Synthesis
Chemical Aspects of General Anesthesia: Part I. From Ether to Halothane  Robert Brunsvold and Daryl L. Ostercamp
Summarizes general anesthesia from 1846 to 1956. Events leading up to the adoption of a "balanced" approach, where a sequence of individual compounds is used rather than a single agent, are described.
Brunsvold, Robert; Ostercamp, Daryl L. J. Chem. Educ. 2006, 83, 1821.
Acids / Bases |
Bioorganic Chemistry |
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Synthesis
Chemical Aspects of Local and Regional Anesthesia  Robert Brunsvold and Daryl L. Ostercamp
The chemistry that underlies the development of local and regional anesthesia is explored. Emphasis is placed upon the importance of acidity constants and lipophilic versus hydrophilic character in interpreting what affect a particular compound has upon biological processes.
Brunsvold, Robert; Ostercamp, Daryl L. J. Chem. Educ. 2006, 83, 1816.
Acids / Bases |
Bioorganic Chemistry |
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Synthesis |
Applications of Chemistry
Capsaicin, from Hot to Not; Can New Pain-Relieving Drugs Be Derived from This Substance Known To Cause Pain?  David B. Rusterholz
This article traces the development of modified capsaicin structures that offer improved analgesic effectiveness with minimal pungency and the discovery of compounds that act as antagonists at the TRPV1 receptor, which appear to hold promise as new drugs that will be useful for the treatment of some types of pain.
Rusterholz, David B. J. Chem. Educ. 2006, 83, 1809.
Applications of Chemistry |
Bioorganic Chemistry |
Biosignaling |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Molecular Recognition
Nature's Way To Make the Lantibiotics  Heather A. Relyea and Wilfred A. van der Donk
This article focuses on one class of antimicrobial compounds, the lantibiotics, and discusses their biosynthetic pathways as well as their molecular mode of action. In the course of the review, the meaning of the terms regio-, chemo-, and stereoselectivity are discussed.
Relyea, Heather A.; van der Donk, Wilfred A. J. Chem. Educ. 2006, 83, 1769.
Applications of Chemistry |
Bioorganic Chemistry |
Biotechnology |
Biosynthesis |
Catalysis |
Drugs / Pharmaceuticals |
Proteins / Peptides
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
Molecular Model of Creatine Synthesis  William F. Coleman
The Featured Molecules for this month come from the synthesis of creatine and illustrate some of the limitations associated with the computation of molecular structure.
Coleman, William F. J. Chem. Educ. 2006, 83, 1657.
Molecular Modeling |
Molecular Properties / Structure |
Bioorganic Chemistry
Creatine Synthesis: An Undergraduate Organic Chemistry Laboratory Experiment  Andri L. Smith and Paula Tan
Describes the synthesis of creatine monohydratea popular supplement used in sports requiring short bursts of energyfor introductory organic chemistry laboratory courses. The synthesis illustrates the electrophilic nature of nitriles, as well as the nucleophilic nature of amines.
Smith, Andri L.; Tan, Paula. J. Chem. Educ. 2006, 83, 1654.
Amines / Ammonium Compounds |
Aqueous Solution Chemistry |
Bioorganic Chemistry |
Chromatography |
Dyes / Pigments |
Mechanisms of Reactions |
Microscale Lab |
Thin Layer Chromatography
Teaching Biologically Relevant Chemistry throughout the Four-Year Chemistry Curriculum  Sarah R. Kirk, Todd P. Silverstein, and Jeffrey J. Willemsen
First-year chemistry students learn introductory chemistry using case studies which deal directly with human health issues and biological processes. Second-year students choose between two equivalent versions of the second-semester course: one that stresses synthetic organic chemistry and another that stresses bioorganic chemistry.
Kirk, Sarah R.; Silverstein, Todd P.; Willemsen, Jeffrey J. J. Chem. Educ. 2006, 83, 1171.
Bioorganic Chemistry |
Bioenergetics
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
Computer-Based Conformational Analysis of Acetylcholine and Muscarine Combined with an Overview of the Receptor–Ligand Interaction   Marcelo Tavares de Oliveira, Minéia Alves dos Santos, and Thais Horta Álvares da Silva
Reports on a procedure to perform conformational analysis using the systematic search method and the superimposition of two bioactive molecules, acetylcholine and muscarine. The undergraduate students individually perform the proposed procedure using a personal computer.
Tavares de Oliveira, Marcelo; Alves dos Santos, Minéia ; Álvares da Silva, Thais Horta. J. Chem. Educ. 2006, 83, 780.
Bioorganic Chemistry |
Computational Chemistry |
Conformational Analysis |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Molecular Mechanics / Dynamics |
Molecular Modeling |
Molecular Properties / Structure |
Receptors
Glycosyltransferases A and B: Four Critical Amino Acids Determine Blood Type  Natisha L. Rose, Monica M. Palcic, and Stephen V. Evans
Human A, B, and O blood type is determined by the presence or absence of distinct carbohydrate structures on red blood cells. In this review the chemistry of the blood group ABO system and the role of glycosyltransferase A, glycosyltransferase B, and the four amino acids critical to determining blood group status are discussed.
Rose, Natisha L.; Palcic, Monica M.; Evans, Stephen V. J. Chem. Educ. 2005, 82, 1846.
Carbohydrates |
Enzymes |
Kinetics |
Bioorganic Chemistry |
Crystals / Crystallography |
Molecular Biology |
X-ray Crystallography |
Amino Acids
Monitoring the Rate of Solvolytic Decomposition of Benzenediazonium Tetrafluoroborate in Aqueous Media Using a pH Electrode  Floyd L. Wiseman
This article discusses the use of pH electrodes to monitor the aqueous solvolysis of the benzenediazonium ion and shows that the results are in reasonable agreement with literature values.
Wiseman, Floyd L. J. Chem. Educ. 2005, 82, 1841.
Calorimetry / Thermochemistry |
Kinetics |
Thermodynamics |
Amines / Ammonium Compounds |
Aqueous Solution Chemistry |
Mechanisms of Reactions |
pH |
Rate Law
Organic Chemistry of the Cell: An Interdisciplinary Approach To Learning with a Focus on Reading, Analyzing, and Critiquing Primary Literature  Craig A. Almeida and Louis J. Liotta
Describes a sophomore-level learning community entitled Organic Chemistry of the Cell comprised of two linked courses, Organic Chemistry I and Cell Biology, and an Integrative Seminar. The Integrative Seminar is grounded in the reading, critical analysis, and discussion of primary literature that ties together organic chemistry and cell biology.
Almeida, Craig A.; Liotta, Louis J. J. Chem. Educ. 2005, 82, 1794.
Biological Cells |
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
Enzymes |
Molecular Biology |
Student-Centered Learning
Isolation of Shikimic Acid from Star Aniseed  Richard Payne and Michael Edmonds
The isolation of shikimic acid from star aniseed is described. This experiment uses Soxhlet extraction followed by ion exchange chromatography to isolate crude shikimic acid from the star aniseed. Subsequent charcoal decolorization and recrystallization from toluene and methanol afford the pure shikimic acid in 27% w/w yield.
Payne, Richard; Edmonds, Michael. J. Chem. Educ. 2005, 82, 599.
Bioorganic Chemistry |
Natural Products |
NMR Spectroscopy |
Plant Chemistry
Volatile Organic Sulfur Compounds of Environmental Interest: Dimethyl Sulfide and Methanethiol. An Introductory Overview  Thomas G. Chasteen and Ronald Bentley
Volatile organic sulfur compounds and their degradation products play important environmental roles in global warming, acid precipitation, and cloud formation. Two important members of this group, dimethyl sulfide, DMS, and methanethiol, MT, are formed by living organisms as well as by abiotic processes. The chemical reactions responsible for the biosynthesis of DMS and MT are emphasized here, as well as means for their degradation. Since sulfur compounds are often ignored in normal course work, this article provides a basic foundation for an understanding of these interesting and environmentally significant compounds.
Chasteen, Thomas G.; Bentley, Ronald. J. Chem. Educ. 2004, 81, 1524.
Atmospheric Chemistry |
Bioorganic Chemistry |
Gases |
Oxidation / Reduction
Chemical Modification of Papain and Subtilisin: An Active Site Comparison. An Undergraduate Biochemistry Experiment   Mireille St-Vincent and Michael Dickman
This experiment demonstrates the specific chemistry of cysteine and serine residues in the active sites of papain and subtilisin.
St-Vincent, Mireille; Dickman, Michael. J. Chem. Educ. 2004, 81, 1048.
Amino Acids |
Bioorganic Chemistry |
Enzymes
Research Partnership between Teaching-Centered and Research-Intensive Schools  Cristi H. Hunnes and David M. Dooley
This paper describes a model of providing research experiences to undergraduate students by partnering a teaching-centered institution with a research-intensive school.
Hunnes, Cristi H.; Dooley, David M. J. Chem. Educ. 2004, 81, 989.
Undergraduate Research |
Bioorganic Chemistry |
Bioinorganic Chemistry
Free-Energy Relationships in Organic and Bio–Organic Chemistry (Andrew Williams)  Richard Pagni
The book would be a nice supplement to a larger tome used in a senior or graduate level course in organic or physical organic chemistry. It would be an excellent textbook for a specialty course in free energy relationships.
Pagni, Richard. J. Chem. Educ. 2004, 81, 807.
Bioorganic Chemistry
Inverting Organic and Biochemistry: A Curriculum Tweak That Benefits All  I. David Reingold
This article makes the case for re-ordering the material currently taught in sophomore organic chemistry and junior biochemistry courses, so that most of the biochemistry appears in the sophomore course and some of the more esoteric organic chemistry material is postponed until junior year.
Reingold, I. David. J. Chem. Educ. 2004, 81, 470.
Administrative Issues |
Bioorganic Chemistry |
Learning Theories
Microscale Synthesis of 1-Bromo-3-chloro-5-iodobenzene: An Improved Deamination of 4-Bromo-2-chloro-6-iodoaniline  Michael W. Pelter, Libbie S.W. Pelter, Dusanka Colovic, and Regina Strug
Overall, we find this procedure to be advantageous to the published methods owing to its requirement of less starting material, higher product yields, and a greatly simplified procedure.
Pelter, Michael W.; Pelter, Libbie S.W.; Colovic, Dusanka; Strug, Regina. J. Chem. Educ. 2004, 81, 111.
Microscale Lab |
Synthesis |
Aromatic Compounds |
Amines / Ammonium Compounds
Triethanolamine  Jay A. Young
Properties, hazards, and storage requirements for triethanolamine.
Young, Jay A. J. Chem. Educ. 2004, 81, 24.
Laboratory Equipment / Apparatus |
Laboratory Management |
Amines / Ammonium Compounds |
Physical Properties |
Alcohols
Protein Design Using Unnatural Amino Acids  Basar Bilgiçer and Krishna Kumar
Using examples from the literature, this article describes the available methods for unnatural amino acid incorporation and highlights some recent applications including the design of hyperstable protein folds.
Bilgiçer, Basar; Kumar, Krishna. J. Chem. Educ. 2003, 80, 1275.
Amino Acids |
Bioorganic Chemistry |
Biotechnology |
Proteins / Peptides |
Synthesis |
Molecular Properties / Structure
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
Synthesis and Analysis of a Solvatochromic Dye, 1-(p-Dimethylaminophenyl)-2-nitroethylene. An Advanced Undergraduate Laboratory Experiment  Dana L. Richter-Egger, Aaron Tesfai, Spencer J. Flamm, and Sheryl A. Tucker
Synthesis and analysis of 1-(p-dimethylaminophenyl)-2-nitroethylene.
Richter-Egger, Dana L.; Tesfai, Aaron; Flamm, Spencer J.; Tucker, Sheryl A. J. Chem. Educ. 2001, 78, 1375.
Fluorescence Spectroscopy |
Synthesis |
Undergraduate Research |
UV-Vis Spectroscopy |
Dyes / Pigments |
Amines / Ammonium Compounds |
Aromatic Compounds |
Alkenes
Bioorganic First: A New Model for the College Chemistry Curriculum  I. David Reingold
Case for making bioorganic chemistry the introductory chemistry course for all college freshmen.
Reingold, I. David. J. Chem. Educ. 2001, 78, 869.
Bioorganic Chemistry
Combinatorial Synthesis and Discovery of an Antibiotic Compound. An Experiment Suitable for High School and Undergraduate Laboratories  Scott E. Wolkenberg and Andrew I. Su
An experiment designed to introduce students to combinatorial chemistry as applied to drug discovery.
Wolkenberg, Scott E.; Su, Andrew I. J. Chem. Educ. 2001, 78, 784.
Aqueous Solution Chemistry |
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
Medicinal Chemistry |
Synthesis |
Combinatorial Chemistry |
Applications of Chemistry
An Indexed Combinatorial Library: The Synthesis and Testing of Insect Repellents  William H. Miles, Kathy A. Gelato, Kristen M. Pompizzi, Aislinn M. Scarbinsky, Brian K. Albrecht, and Elaine R. Reynolds
An indexed combinatorial library of amides was prepared by the reaction of amines and acid chlorides; a simple test for insect repellency using fruit flies (Drosophila melanogaster) allowed the determination of the most repellent sublibraries.
Miles, William H.; Gelato, Kathy A.; Pompizzi, Kristen M.; Scarbinsky, Aislinn M.; Albrecht, Brian K.; Reynolds, Elaine R. J. Chem. Educ. 2001, 78, 540.
Drugs / Pharmaceuticals |
Synthesis |
Combinatorial Chemistry |
Applications of Chemistry |
Amines / Ammonium Compounds
A Chemical-Medical Mystery: Gold Jewelry and Black Marks on Skin  Barbara B. Kebbekus
Gold jewelry at times makes a black mark or smudge on skin. This may be caused by abrasive powders on the skin (e.g. zinc oxide) but the phenomenon may also be caused by other skin conditions, possibly the presence of chloride ion, acidity, or sulfur-containing amino acids.
Kebbekus, Barbara B. J. Chem. Educ. 2000, 77, 1298.
Bioorganic Chemistry |
Geochemistry |
Hormones |
Metals |
Solids |
Applications of Chemistry
Two Faces of Alkaloids  Jirí Dostál
The article discusses and compares the salts and free bases of six well-known alkaloids: nicotine, morphine, cocaine, sanguinarine, allocryptopine, and magnoflorine. Relevance for the biological and medical uses of these compounds is emphasized.
Dostál, Jirí. J. Chem. Educ. 2000, 77, 993.
Acids / Bases |
Bioorganic Chemistry |
Drugs / Pharmaceuticals |
Natural Products |
Aromatic Compounds |
Medicinal Chemistry
The Other Double Helix--The Fascinating Chemistry of Starch  Robert D. Hancock and Bryon J. Tarbet
The chemistry of starch, particularly the structure of starch and starch granules.
Hancock, Robert D.; Tarbet, Bryon J. J. Chem. Educ. 2000, 77, 988.
Bioorganic Chemistry |
Carbohydrates |
Food Science |
Stereochemistry |
Applications of Chemistry |
Molecular Properties / Structure
Microwave Irradiation Reactions: Synthesis of Analgesic Drugs  Gholam A. Mirafzal and Jolene M Summer
Over-the-counter analgesics such as aspirin, acetanilide, phenacetin, and acetaminophen are conveniently prepared in a microwave at 30% power for five minutes. Recrystallization from appropriate solvents results in solid products in good to excellent yields.
Mirafzal, Gholam A.; Summer, Jolene M. J. Chem. Educ. 2000, 77, 356.
Drugs / Pharmaceuticals |
Synthesis |
Medicinal Chemistry |
Aromatic Compounds |
Amines / Ammonium Compounds |
Esters
A Simple Secondary Amine Synthesis: Reductive Amination Using Sodium Triacetoxyborohydride  Merle W. Carlson, James T. Ciszewski, Micah M. Bhatti, Wesley F. Swanson, and Anne M. Wilson
A reductive amination experiment for a second-semester organic chemistry class. It utilizes an imine intermediate and sodium triacetoxyborohydride, a mild reducing agent. The progress of the reaction is followed by TLC as the starting materials (the aldehyde and primary amine), the imine intermediate, and the secondary amine product are visible under ultraviolet light.
Carlson, Merle W.; Ciszewski, James T.; Bhatti, Micah M.; Swanson, Wesley F.; Wilson, Anne M. J. Chem. Educ. 2000, 77, 270.
Synthesis |
Chromatography |
Amines / Ammonium Compounds
Organic Chemistry, 2nd Edition (by Paula Y. Bruice)  Marlene Katz
Bioorganic approach for students interested in the life sciences and in health care fields.
Katz, Marlene. J. Chem. Educ. 1998, 75, 1390.
Bioorganic Chemistry
Kinetic Demonstration of Intermolecular General Acid (GA) Catalysis in Thiolysis of 9-Anilinoacridine   Mohammad Niyaz Khan
After nearly five decades of active research and numerous publications on GA-GB catalysis, introduction of an experiment on GA for students majoring in enzymology/physical organic chemistry at advanced undergraduate/postgraduate level is appropriate. A kinetic experiment involving the reaction of 2-mercaptoethanol (2-ME) with 9-anilinoacridine (9-ANA) is designed to demonstrate intermolecular GA catalysis.
Khan, Mohammad Niyaz. J. Chem. Educ. 1998, 75, 632.
Bioinorganic Chemistry |
Bioorganic Chemistry |
Mechanisms of Reactions |
Catalysis |
Acids / Bases |
Kinetics
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
Iron as Nutrient and Poison  N. M. Senozan and M. P. Christiano
Iron containing compounds of the body and the ingestion and elimination of iron, the function and transport of this metal among different sites and substances of the body, and biochemical defects and nutritional habits that lead to excessive accumulation of iron and some unexpected consequences of this accumulation are described.
Senozan, N. M.; Christiano, M. P. J. Chem. Educ. 1997, 74, 1060.
Bioinorganic Chemistry |
Bioorganic Chemistry |
Food Science |
Metals |
Vitamins |
Toxicology |
Nutrition |
Applications of Chemistry |
Descriptive Chemistry
Catalytic Transfer Hydogenation Reactions for Undergraduate Practical Programs  R. W. Hanson
A brief review of catalytic transfer hydrogenation (CTH) reactions is given. Attention is drawn, particularly, to the utility of ammonium formate as the hydrogen donor in this type of reaction.
Hanson, R. W. J. Chem. Educ. 1997, 74, 430.
Catalysis |
Aldehydes / Ketones |
Alcohols |
Amines / Ammonium Compounds |
Mechanisms of Reactions
Elements of General, Organic, and Biological Chemistry, Ninth Edition  reviewed by John Ganchoff
The audience for this text includes students in the health sciences (other than physicians) and nonscience students with an interest in the molecular nature of matter. The text can be used for a one-term course and does not have any chemistry prerequisites.
Ganchoff, John. J. Chem. Educ. 1996, 73, A135.
Bioorganic Chemistry |
Nonmajor Courses
An Organoleptic Laboratory Experiment  John M. Risley
Compounds in ten different classes of organic molecules that are used in the fragrance and food industry are provided to students. Students whiff the vapors of each compound and describe the organoleptic properties using a set of terms utilized in the fragrance and food industry. A set of questions guides students to an understanding of the relationship between structure of molecules and smell.
Risley, John M. J. Chem. Educ. 1996, 73, 1181.
Molecular Properties / Structure |
Consumer Chemistry |
Physical Properties |
Nonmajor Courses |
Alcohols |
Aldehydes / Ketones |
Amines / Ammonium Compounds |
Carboxylic Acids |
Esters |
Ethers |
Phenols
Enzymatic Resolution of (+/-)-Menthol Using Transesterification with Methyl (2R)-(+)-2-Chloropropanoate: A Biocatalyzed Reaction Studied by NMR Spectroscopy and Polarimetry for an Advanced Undergraduate Project in Modern Organic Chemistry  C. Poiré, C. Rabiller, C. Chon, and P. Hudhomme
Lipase from Candida rugosa is used as an efficient biocatalyst for the kinetic resolution of (+/-)-Menthol. Methyl (2R)-(+)-2-chloropropanoate is chosen as an acyl donor for the transesterification reaction of menthol.
Poiré, C.; Rabiller, C.; Chon, C.; Hudhomme, P. J. Chem. Educ. 1996, 73, 93.
Bioorganic Chemistry |
Alcohols |
Catalysis |
Enzymes |
NMR Spectroscopy
Diffusion Rates on the Overhead Projector: Amines Compared to HCl  Sally Solomon, Chinhyu Hur, and Alan Lee
Diffusion rates of selected amines are compared to that of HCl using a method very similar to those described for NH3 versus HCl diffusion.
Solomon, Sally; Hur, Chinhyu; Lee, Alan. J. Chem. Educ. 1996, 73, 81.
Amines / Ammonium Compounds |
Transport Properties
Using Copper sulfate as a Classification Test for Amino Acids and Amines  Christine K. F. Hermann
Using copper sulfate to test for amino acids and amines that do not dissolve well in water.
Hermann, Christine K. F. J. Chem. Educ. 1995, 72, 940.
Amino Acids |
Laboratory Management |
Amines / Ammonium Compounds |
Qualitative Analysis
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
The Ritter Reaction: Trapping a Carbocation with a Nitrile  Crouch, R. David
An organic experiment involving the Ritter reaction that yields an unpredictable product.
Crouch, R. David J. Chem. Educ. 1994, 71, A200.
Mechanisms of Reactions |
Amides |
Amines / Ammonium Compounds
Microwave Synthesis of Tetraphenylcyclopentadienone and Dimethyl Tetraphenylphthalate  Elder, John W.
Procedure for using a microwave to synthesize tetraphenylcyclopentadienone and dimethyl tetraphenylphthalate.
Elder, John W. J. Chem. Educ. 1994, 71, A142.
Microscale Lab |
Laboratory Equipment / Apparatus |
Synthesis |
Aromatic Compounds |
Esters |
Amines / Ammonium Compounds
The Resolution of (+-)-alpha-Methylbenzylamine-A Safer Way  Krause, Josef G.
Preventing boil over during the resolution of (+/-)-alpha-methylbenzylamine.
Krause, Josef G. J. Chem. Educ. 1994, 71, 596.
Amines / Ammonium Compounds |
Laboratory Management
The microscale separation of lycopene and [beta]-carotene from tomato paste   Goodrich, James; Parker, Chris; Phelps, Ruff
A time effective way to isolate beta-carotene and lycopene from tomato paste on the microscale level.
Goodrich, James; Parker, Chris; Phelps, Ruff J. Chem. Educ. 1993, 70, A158.
Chromatography |
Bioorganic Chemistry |
UV-Vis Spectroscopy |
Quantitative Analysis |
Food Science |
Microscale Lab
Microscale yeast mediated enantiospecific reduction of vanillin, and the absolute configuration of (-)-(R)-[alpha]-deuteriovanillyl alcohol: A bioorganic chemistry experiment   Lee, Moses
An experiment is introduced to a sophomore chemistry course that demonstrates the effeciency and enantiospecificity of microbial/enzyme-mediated reactions and the use of NMR methods in determining the optical activity and absolute configuration of chiral alcohols.
Lee, Moses J. Chem. Educ. 1993, 70, A155.
Enantiomers |
Alcohols |
Bioorganic Chemistry |
Chirality / Optical Activity |
NMR Spectroscopy |
Microscale Lab
An inexpensive gel-filtration chromatography experiment: A simple biochemical laboratory exercise for high school and undergraduate students who make their own column and apply simple detection techniques  Rowe, H. Alan
The experiment described in this paper can be conducted with a minimum of supplies and equipment at the high school or undergraduate level thus lowering the usual barriers an exercise of this type presents.
Rowe, H. Alan J. Chem. Educ. 1993, 70, 415.
Chromatography |
Bioorganic Chemistry |
Laboratory Equipment / Apparatus |
Carbohydrates |
Proteins / Peptides
The preparation of furoin-A biomimetic reaction  Hanson, R. W.
A procedure for the title reaction using a nontoxic analog to cyanide.
Hanson, R. W. J. Chem. Educ. 1993, 70, 257.
Enzymes |
Bioorganic Chemistry |
Catalysis
Determining the critical micelle concentration of aqueous surfactant solutions: Using a novel colorimetric method  Furton, Kenneth G.; Norelus, Arold
Surfactants are versatile chemicals which, at a sufficiently high concentration, will arrange themselves into organized molecular assemblies known as micelles. This paper examines a method for determining this concentration.
Furton, Kenneth G.; Norelus, Arold J. Chem. Educ. 1993, 70, 254.
Micelles |
UV-Vis Spectroscopy |
Bioorganic Chemistry
Ammonia balloon  Mattson, Bruce
Demonstrating ammonia's aqueous solubility using a container whose volume changes.
Mattson, Bruce J. Chem. Educ. 1992, 69, 1029.
Amines / Ammonium Compounds |
Precipitation / Solubility |
Solutions / Solvents |
Aqueous Solution Chemistry
Schiff base puzzle project.  Todd, David.
Students pick an unknown substituted aniline and a substituted benzaldehyde, produces the corresponding Schiff base from them, and compares its melting point to those of 25 possible Schiff bases (their structures and melting points being given).
Todd, David. J. Chem. Educ. 1992, 69, 584.
Qualitative Analysis |
Aldehydes / Ketones |
Amines / Ammonium Compounds
Teaching bioorganic chemistry: An introductory course  Dugas, Hermann
Bioorganic chemistry could be defined as a discipline that is essentially concerned with using the tools of organic chemistry to understand biochemical processes.
Dugas, Hermann J. Chem. Educ. 1992, 69, 268.
Bioorganic Chemistry |
Catalysis |
Biological Cells |
Proteins / Peptides |
Medicinal Chemistry
The conversion of chemical energy: Part 2. Biochemical examples  Wink, Donald J.
Biological systems regulate energy transfer reactions through enzymes that permit a spontaneous reaction to go faster through a mechanism that also accomplishes work instead of, or in addition to, releasing energy as heat.
Wink, Donald J. J. Chem. Educ. 1992, 69, 264.
Enzymes |
Bioorganic Chemistry |
Bioenergetics
Methods for obtaining the midpoint potential E(m,pH) of a bacterial chromophore.  Rodriguez, Frdric; Prats, Michel.
The authors present a critical analysis of three methods that are used to determine the carotenoid midpoint potential of chromatophores extracted from Rhodobacter capsulatus.
Rodriguez, Frdric; Prats, Michel. J. Chem. Educ. 1992, 69, 245.
Proteins / Peptides |
Photochemistry |
Biological Cells |
Bioorganic Chemistry
Isomerization of dimethyl maleate to dimethyl fumarate: An undergraduate experiment illustrating amine-catalyzed alkene isomerization, stereochemical principles, sublimation, and product identification by spectroscopic methods  Fryhle, Craig B.; Rybak, Carol M.; Pulley, Kenneth E.
An undergraduate experiment illustrating amine-catalyzed alkene isomerization, stereochemical principles, sublimation, and product identification by spectroscopic methods.
Fryhle, Craig B.; Rybak, Carol M.; Pulley, Kenneth E. J. Chem. Educ. 1991, 68, 1050.
Amines / Ammonium Compounds |
Diastereomers |
Gas Chromatography |
NMR Spectroscopy |
Fourier Transform Techniques |
Catalysis
Organic Nomenclature (Lampman, Gary)  Damey, Richard F.
An interactive tutorial / drill for naming organic compounds.
Damey, Richard F. J. Chem. Educ. 1990, 67, A220.
Nomenclature / Units / Symbols |
Enrichment / Review Materials |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Ethers |
Alcohols |
Amines / Ammonium Compounds |
Phenols
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
Photohydration of pyridine: Modification of an undergraduate kinetics experiment  Morine, Gerald H.
In a previous article in this Journal an undergraduate experiment on photochemical kinetics was presented. This author is offering modifications to the original experiment.
Morine, Gerald H. J. Chem. Educ. 1990, 67, 266.
Photochemistry |
Kinetics |
Aromatic Compounds |
Amines / Ammonium Compounds |
Heterocycles
Selective reductions in the teaching laboratory  Jones, Alan G.
Reductions of nitrophenylethanone, aminophenylethanone, and nitrophenylethanol.
Jones, Alan G. J. Chem. Educ. 1989, 66, 611.
Aromatic Compounds |
Amines / Ammonium Compounds |
Oxidation / Reduction |
Mechanisms of Reactions |
IR Spectroscopy
Azosulfonamides: Preparation and binding to carbonic anhydrase: A bioorganic chemistry experiment  Manalang, Mary G.; Bundy, Hallie F.
Preparation of azosulfonamide, visible absorption analysis of free and enzyme-bond azosulfonamide, and titration of BCA with azosulfonamide.
Manalang, Mary G.; Bundy, Hallie F. J. Chem. Educ. 1989, 66, 609.
Bioorganic Chemistry |
Synthesis |
Proteins / Peptides |
Titration / Volumetric Analysis |
Enzymes
The synthesis of methyl salicylate: Amine diazotization.  Zanger, Murray; McKee, James R.
Unlike many organic chemistry labs, this experiment does not expose students to carcinogenics, nor does it smell bad.
Zanger, Murray; McKee, James R. J. Chem. Educ. 1988, 65, 1106.
Amines / Ammonium Compounds |
Aromatic Compounds
Shedding a new light on solubility calculations   Stolzberg, Richard J.
Precipitate formation, fractional precipitation and precipitate dissolution can be investigated in a series of lecture demonstrations suitable for general chemistry or quantitative analysis.
Stolzberg, Richard J. J. Chem. Educ. 1988, 65, 621.
Quantitative Analysis |
Amines / Ammonium Compounds |
Aqueous Solution Chemistry
Spectroscopic analysis using the near-infrared region of the electromagnetic spectrum  Crandall, Elbert W.
Review of the use of near-IR to study simple compounds (amines, hydroxyl, and carbonyl compounds) and polymers.
Crandall, Elbert W. J. Chem. Educ. 1987, 64, 466.
Spectroscopy |
IR Spectroscopy |
Amines / Ammonium Compounds |
Alcohols |
Molecular Properties / Structure
A safe, convenient method of generating bromine for qualitative analysis  Slayden, Suzauee W.; Do, Thuy H.; Smiley, Kimberly Y.; Nelson, Donna J.
A safe, convenient method of generating bromine used as a qualitative test for unsaturation, active methylene groups, phenols, and amines.
Slayden, Suzauee W.; Do, Thuy H.; Smiley, Kimberly Y.; Nelson, Donna J. J. Chem. Educ. 1987, 64, 368.
Qualitative Analysis |
Alkenes |
Phenols |
Amines / Ammonium Compounds |
Laboratory Management
Tomato juice rainbow: A colorful and instructive demonstration  MacBeath, Marie E.; Richardson, Andrew L.
When saturated bromine water is gently stirred into canned tomato juice, a concentration gradient occurs and produces a colorful effect.
MacBeath, Marie E.; Richardson, Andrew L. J. Chem. Educ. 1986, 63, 1092.
Food Science |
Bioorganic Chemistry |
Vitamins
The synthesis of 5,5'-diphenylhydantoin: A novel benzil-benzilic acid rearrangement  Pankaskie, Marvin C.; Small, Laverne
A novel benzil-benzilic acid rearrangement.
Pankaskie, Marvin C.; Small, Laverne J. Chem. Educ. 1986, 63, 650.
Synthesis |
Heterocycles |
Mechanisms of Reactions |
Amines / Ammonium Compounds
Synthesis and testing of the insecticide carbaryl  Thadeo, Peter F.; Mowery, Dwight F.
Carbaryl, 1-naphthyl-N-methylcarbamate, is synthesized from alpha-naphthol and triethylamine.
Thadeo, Peter F.; Mowery, Dwight F. J. Chem. Educ. 1984, 61, 742.
Synthesis |
Applications of Chemistry |
Aromatic Compounds |
Amines / Ammonium Compounds
The analysis of an amine mixture: An introductory analysis experiment  Williams, T. R.
Analysis of a binary mixture of amines in which students are asked to identify each component and determine the weight percentage of each compound.
Williams, T. R. J. Chem. Educ. 1982, 59, 202.
Amines / Ammonium Compounds |
Qualitative Analysis |
Quantitative Analysis
p-Chlorophenoxyacetic acid-preparation of a synthetic plant hormone  Wood, William F.
Instructions for the preparation of a synthetic plant hormone.
Wood, William F. J. Chem. Educ. 1981, 58, 76.
Plant Chemistry |
Hormones |
Synthesis |
Natural Products |
Bioorganic Chemistry
Preparation of solid derivatives by differential scanning calorimetry  Crandall, E. W.; Pennington, Maxine
Derivatives of alcohols, amines, phenols, aldehydes, ketones, and haloalkanes are prepared and their phase transitions observed using a differential scanning calorimeter.
Crandall, E. W.; Pennington, Maxine J. Chem. Educ. 1980, 57, 824.
Phases / Phase Transitions / Diagrams |
Aldehydes / Ketones |
Alcohols |
Amines / Ammonium Compounds |
Phenols |
Physical Properties |
Calorimetry / Thermochemistry
Bioactivity in organic chemistry courses  Ferguson, Lloyd N.
Considers the antibacterial activity of hydroxy compounds, the carcinogenicity of polycyclic aromatic hydrocarbons, structure-activity correlations, and bioactivity.
Ferguson, Lloyd N. J. Chem. Educ. 1980, 57, 46.
Aromatic Compounds |
Bioorganic Chemistry |
Molecular Properties / Structure
Chemical toxicology. Part I. Organic compounds  Carter, D. E.; Fernando, Quintus
General principles of toxicology, and particular consideration of aliphatics, aromatic, and halogenated hydrocarbons; alcohols, aldehydes, esters, ethers, and ketones; sulfides, mercaptans, and carbon disulfide; nitrogen-containing compounds; and carcinogens.
Carter, D. E.; Fernando, Quintus J. Chem. Educ. 1979, 56, 284.
Toxicology |
Alcohols |
Aldehydes / Ketones |
Esters |
Ethers |
Aromatic Compounds |
Amines / Ammonium Compounds |
Lipids
Amides and hydrazides from amine and hydrazine hydrochlorides  Shama, Sami A.; Tran, Thuran L.
The Schotten-Baumann procedure is extensively used for the preparation of carboxylic acid derivatives in the undergraduate chemistry laboratory.
Shama, Sami A.; Tran, Thuran L. J. Chem. Educ. 1978, 55, 816.
Amines / Ammonium Compounds |
Carboxylic Acids |
Synthesis
The effect of iodide concentration on the starch-indicator end point in the coulometric determination of As(III)  Bell, Dorothy
Good analytical results are yielded using the techniques in this brief note.
Bell, Dorothy J. Chem. Educ. 1978, 55, 815.
Bioorganic Chemistry |
Qualitative Analysis
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
Sodium nitroprusside reagent II-A solvent modification  Dougherty, Charles M.; Baumgarten, Reuben L.; Markowska, Maria; Battey, York C.
The authors report an improvement classification test for aliphatic and aryl amines.
Dougherty, Charles M.; Baumgarten, Reuben L.; Markowska, Maria; Battey, York C. J. Chem. Educ. 1978, 55, 341.
Qualitative Analysis |
Amines / Ammonium Compounds |
Catalysis
Quarternary ammonia salts: Some recent applications in organic synthesis  Varughese, Pothen
Presents a variety of applications for quarternary ammonia salts, including as reaction media, a reagent for mesylation, catalytic hydrogenation, and micellar and phase-transfer catalysis.
Varughese, Pothen J. Chem. Educ. 1977, 54, 666.
Synthesis |
Amines / Ammonium Compounds |
Micelles |
Catalysis
Pheromones and chemical communication in the laboratory  Alger, Donald B.
The topic of chemical communication is of great interest to biology students who may be taking courses in chemistry.
Alger, Donald B. J. Chem. Educ. 1976, 53, 210.
Hormones |
Bioorganic Chemistry |
Molecular Biology |
Molecular Recognition
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
Microbial oxidation of alkenes. An integrated organic-biology experiment  Kumler, Philip L.; DeJong, Peter J.
The conversion of an appropriate terminal alkene to a 1,2-epoxyalkane by Pseudomonas oleovorans introduces students to the techniques used in carrying out chemical conversions employing microorganisms.
Kumler, Philip L.; DeJong, Peter J. J. Chem. Educ. 1975, 52, 475.
Oxidation / Reduction |
Alkenes |
Bioorganic Chemistry |
Biotechnology |
Natural Products
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
Experimental illustration of chemical principles in organic chemistry lectures  Haberfield, Paul
Lists a series of demonstrations used in the second semester of a one year organic chemistry course.
Haberfield, Paul J. Chem. Educ. 1972, 49, 702.
Electrophilic Substitution |
Aromatic Compounds |
Amines / Ammonium Compounds |
Nucleophilic Substitution
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
Is there a neutral ammonium radical?  Wan, J. K. S.
Examines theoretical considerations and experimental approaches regarding the generation of a neutral NH4 molecule.
Wan, J. K. S. J. Chem. Educ. 1968, 45, 40.
Amines / Ammonium Compounds
Group 1. The Alkali Metals B. The Alkali Metals. Ammonium ion  Young, James A.
Demonstration of the formation of an ammonium amalgam.
Young, James A. J. Chem. Educ. 1967, 44, A1005.
Amines / Ammonium Compounds
Enamine reactions for the undergraduate organic laboratory: A student water separator  Darling, S. D.
This note describes the design and efficiency of a device that facilitates the removal of water in reactions such as enamine preparation or esterfications.
Darling, S. D. J. Chem. Educ. 1966, 43, 665.
Laboratory Equipment / Apparatus |
Amines / Ammonium Compounds |
Esters |
Synthesis |
Separation Science
Effect of amine structure on the relative acidity of conjugate acids  Griswold, Robert E.
the primary objectives of this experiment are to investigate the effect of structure of amines on the relative acidity of their conjugate acids and to study some of the factors affecting equilibrium constants.
Griswold, Robert E. J. Chem. Educ. 1965, 42, 483.
Acids / Bases |
Molecular Properties / Structure |
Amines / Ammonium Compounds |
Equilibrium |
pH
Resolution of D,L-alpha-phenylethylamine: An introductory organic chemistry experiment  Ault, Addison
This experiment clarifies several of the concepts of optical isomerism and introduces the techniques of recrystallization, extraction, and distillation.
Ault, Addison J. Chem. Educ. 1965, 42, 269.
Amines / Ammonium Compounds |
Enantiomers |
Chirality / Optical Activity
The amine catalyzed Perkin condensation: A class project  Ketcham, Roger
In this exercise students carry out the amine catalyzed Perkin condensations of substituted benzaldehydes with substituted phenylacetic acids to give alpha-phenyl-cis- and trans-cinnamic acids.
Ketcham, Roger J. Chem. Educ. 1964, 41, 565.
Amines / Ammonium Compounds |
Catalysis |
Reactions |
Synthesis
The quinhydrone test for amines  Meek, Willoughby F.; Entrikin, John B.
Proposes modifications to the quinhydrone test for amines that allows for accurate classification.
Meek, Willoughby F.; Entrikin, John B. J. Chem. Educ. 1964, 41, 420.
Amines / Ammonium Compounds |
Qualitative Analysis
The use of the Perkin reaction in organic chemistry classes  Buckles, R. E.
Provides suggestions for student research based on an earlier article published in the Journal.
Buckles, R. E. J. Chem. Educ. 1963, 40, A139.
Undergraduate Research |
Reactions |
Aromatic Compounds |
Aldehydes / Ketones |
Amines / Ammonium Compounds
The reaction of tertiary amines with nitrous acid  Hein, George E.
Examines the history of investigation into the reaction of tertiary amines with nitrous acid as an example of the inherently conservative nature of science and resistance to new concepts.
Hein, George E. J. Chem. Educ. 1963, 40, 181.
Amines / Ammonium Compounds |
Reactions |
Mechanisms of Reactions
A separation and identification experiment for elementary organic chemistry laboratory  Laughton, Paul M.
The student selects a test tube containing two unknowns and is told only that they have been selected from two of three possible groups: a primary or tertiary amine, an aldehyde or ketone, and an acid or phenol. The components are to be separated, their physical properties determined, their categories assigned, and one specific derivative prepared for each.
Laughton, Paul M. J. Chem. Educ. 1960, 37, 133.
Separation Science |
Qualitative Analysis |
Amines / Ammonium Compounds |
Aldehydes / Ketones |
Acids / Bases |
Phenols |
Physical Properties |
Synthesis
The Versene complexes  Pecsok, Robert L.
Examines some of the analytical applications of ethylenediaminetetraacetic acid, with particular reference to polarography.
Pecsok, Robert L. J. Chem. Educ. 1952, 29, 597.
Amines / Ammonium Compounds
Modified Hinsberg procedure  Ritter, Frank O.
Improves the Hinsberg method for differentiating between primary, secondary, and tertiary amines.
Ritter, Frank O. J. Chem. Educ. 1952, 29, 506.
Amines / Ammonium Compounds |
Qualitative Analysis