TIGER

Journal Articles: 79 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
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
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
Triethylamine  Jay A. Young
The hazards of triethylamine are discussed.
Young, Jay A. J. Chem. Educ. 2007, 84, 926.
Amines / Ammonium Compounds |
Laboratory Management
Sudoku Puzzles for First-Year Organic Chemistry Students  Alice L. Perez and G. Lamoureux
Sudoku puzzles are used to help the students learn the correspondence between the names of amino acids, their abbreviations, and codes; and the correspondence between the names of functional groups, their structures, and abbreviations.
Perez, Alice L.; Lamoureux, G. J. Chem. Educ. 2007, 84, 614.
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkylation |
Amines / Ammonium Compounds |
Amino Acids |
MO Theory |
Nomenclature / Units / Symbols |
Student-Centered Learning |
Alkynes |
Amides
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
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
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
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
A Passive Sampler for Determination of Nitrogen Dioxide in Ambient Air  Dan Xiao, Lianzhi Lin, Hongyan Yuan, Martin M. F. Choi, and Winghong Chan
This article describes the use of a passive sampler for detecting and collecting nitrogen dioxide, NO2, in ambient air. This device is based on microporous PTFE membranes that allow air samples to diffuse through and subsequently react with an absorbing reagent solution. The absorbance value of this reagent is proportional to the NO2 concentration in ambient air. It has been successfully applied to determine the NO2 concentrations in various sampling sites.
Xiao, Dan; Lin, Lianzhi; Yuan, Hongyan; Choi, Martin M. F.; Chan, Winghong. J. Chem. Educ. 2005, 82, 1231.
Calibration |
Membranes |
UV-Vis Spectroscopy |
Amines / Ammonium Compounds |
Coordination Compounds |
Gases |
Laboratory Equipment / Apparatus |
Nonmajor Courses |
Quantitative Analysis
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
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
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
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
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
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
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
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
Multiple Burning Heaps of Color-- An Elegant Variation of a Flame Test  Eugene T. Smith
Making the ammonia fountain demonstration faster and more reliable using a common syringe.
Smith, Eugene T. J. Chem. Educ. 1995, 72, 828.
Laboratory Equipment / Apparatus |
Gases |
Solutions / Solvents |
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
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
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
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
Stoichiometry to the rescue (a calculation challenge)   Ramette, Richard W.
Presentation of a question that would be suitable for a take-home exam or a problem set in a general or analytical chemistry course.
Ramette, Richard W. J. Chem. Educ. 1988, 65, 800.
Amines / Ammonium Compounds |
Gases |
Stoichiometry
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
Acid pickling with amines: an experiment in applied chemistry for high school or freshman chemistry   Spears, Steven G.; Spears, Larry G.; Spears, Joycelyn C.
A brief description of the removal of corrosion products and millscale from the surface of ferrous metals by acid pickling.
Spears, Steven G.; Spears, Larry G.; Spears, Joycelyn C. J. Chem. Educ. 1988, 65, 457.
Oxidation / Reduction |
Acids / Bases |
Amines / Ammonium Compounds |
Electrochemistry
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
Haber-Tech: A simulation of the industrial synthesis of ammonia (Bauder, Donald)  Bailey, David N.; Sievers, Dennis
Two reviews of a slickly done program with good, colorful graphics which treats a subject rarely given much coverage.
Bailey, David N.; Sievers, Dennis J. Chem. Educ. 1986, 63, A178.
Industrial Chemistry |
Amines / Ammonium Compounds
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
NH4HC03: a stimulant for learning  Richards, R. Ronald
Students, professors, and the literature have all been confused by the unusual dissociation equilibrium of NH4HCO3.
Richards, R. Ronald J. Chem. Educ. 1983, 60, 555.
Equilibrium |
Amines / Ammonium Compounds |
Gases
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
Filtering technique: A quantitative evaluation  Meloan, C. E.
A set of experiments are presented to integrate more quantitative aspects to the filtering process.
Meloan, C. E. J. Chem. Educ. 1981, 58, 73.
Separation Science |
Quantitative Analysis |
Amines / Ammonium Compounds
The "chemical fountain": An old experiment in a new setting  Ben-Zvi, Ruth; Silberstein, Judith
A new teaching sequence was developed for an introductory high school chemistry course. In this teaching sequence experiments are designed so as to capture student interest, enhance their motivation, and get them involved in the learning process.
Ben-Zvi, Ruth; Silberstein, Judith J. Chem. Educ. 1981, 58, 68.
Amines / Ammonium Compounds |
Acids / Bases
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
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
Colorimetric analysis for salicylate in urine: An experiment for nursing chemistry  Cavanaugh, Margaret A.; Bambenek, Mark A.
The iron-salicylate system provides a chemistry experiment is described here and is suitable for students majoring in nursing.
Cavanaugh, Margaret A.; Bambenek, Mark A. J. Chem. Educ. 1978, 55, 464.
Nonmajor Courses |
Bioanalytical Chemistry |
Solutions / Solvents |
Quantitative Analysis |
Spectroscopy |
UV-Vis Spectroscopy |
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
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
Ammonia synthesis. A simulated laboratory research project  Bayless, Philip L.
The authors document simulated experiments which are short enough to be programmed on calculators and require students to interpret the data for further interaction with the program and lead to conclusions of economic, environmental or historical significance.
Bayless, Philip L. J. Chem. Educ. 1976, 53, 318.
Amines / Ammonium Compounds
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
A project-type general chemistry experiment  Thielmann, Vernon
An experiment is described in which students analyze for chloride, NH3, cobalt, and analysis of H2O.
Thielmann, Vernon J. Chem. Educ. 1974, 51, 536.
Amines / Ammonium Compounds |
Qualitative Analysis
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
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
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