| Journal Articles: 13 results |
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A One-Pot, Asymmetric Robinson Annulation in the Organic Chemistry Majors Laboratory Kiel E. Lazarski, Alan A. Rich, and Cheryl M. Mascarenhas
Describes a one-pot, enantioselective, Robinson annulation geared towards the second-year organic chemistry major and demonstrating aspects of green chemistry.
Lazarski, Kiel E.; Rich, Alan A.; Mascarenhas, Cheryl M. J. Chem. Educ. 2008, 85, 1531.
Aldehydes / Ketones |
Asymmetric Synthesis |
Catalysis |
Chirality / Optical Activity |
Gas Chromatography |
HPLC |
NMR Spectroscopy |
Synthesis |
Green Chemistry
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Determination of Solvent Effects on Keto—Enol Equilibria of 1,3-Dicarbonyl Compounds Using NMR A. Gilbert Cook and Paul M. Feltman
Expands the classic physical chemistry experiment using of proton NMR to determine the equilibrium position of tautomeric 1,3-dicarbonyl compounds in various solvents.
Cook, A. Gilbert; Feltman, Paul M. J. Chem. Educ. 2007, 84, 1827.
Aldehydes / Ketones |
Equilibrium |
Hydrogen Bonding |
Molecular Modeling |
Molecular Properties / Structure |
NMR Spectroscopy |
Solutions / Solvents |
Thermodynamics
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A Knoevenagel Initiated Annulation Reaction Using Room Temperature or Microwave Conditions A. Gilbert Cook
The product of a Knoevenagel initiated annulation reaction is identified through a guided prelab exercise of the synthesis of the Hagemann ester, and then through the analysis of GCMS, NMR, and IR spectra. The stereochemistry of the product is determined through the NMR spectrum and Karplus curve, and the student is required to write a mechanism for the reaction.
Cook, A. Gilbert. J. Chem. Educ. 2007, 84, 1477.
Aldehydes / Ketones |
Conformational Analysis |
Gas Chromatography |
IR Spectroscopy |
Mass Spectrometry |
Mechanisms of Reactions |
NMR Spectroscopy |
Stereochemistry |
Synthesis
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Nucleophilic Addition vs. Substituion: A Puzzle for the Organic Laboratory Ernest F. Silversmith
The chemistry of beta-carbonyl compounds is studied. Beta-carbonyl compounds react with hydrazines to give products with a 5-membered ring containing two nitrogens. The experiment makes students determine whether ethyl 2-acetyl-3-oxobutanoate reacts like a beta-diketone or like a beta-keto ester.
Silversmith, Ernest F. J. Chem. Educ. 1998, 75, 221.
Learning Theories |
Nucleophilic Substitution |
Aldehydes / Ketones |
Esters |
Mechanisms of Reactions
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A -78°C Sequential Michael Addition for the Organic Lab Michael W. Tanis
This paper introduces a cold-temperature enolate alkylation reaction that can be performed safely and inexpensively by undergraduate students in approximately two 3-hour lab sessions.
Tanis, Michael W. J. Chem. Educ. 1997, 74, 112.
Addition Reactions |
Alkenes |
Aldehydes / Ketones |
Synthesis
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Example of the Robinson annulation procedure via phase transfer catalysis a beginning organic synthesis experiment Soriano, D. S.; Lombardi, A. M.; Persichini, P. J.; Nalewajek, D.
A brief description of the procedure.
Soriano, D. S.; Lombardi, A. M.; Persichini, P. J.; Nalewajek, D. J. Chem. Educ. 1988, 65, 637.
Catalysis |
Aromatic Compounds |
Synthesis |
Aldehydes / Ketones
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Metabolism Part III: Lipids Bodner, George M.
A discussion of lipids and metabolism: fatty acids; neutral fats; activation and transport; saponification; the Beta-oxidation spiral; fatty acid degradation as a source of biochemistry energy; degradation of unsaturated fatty acids and fatty acids with an odd number of carbon atoms; ketone bodies.
Bodner, George M. J. Chem. Educ. 1986, 63, 772.
Aldehydes / Ketones |
Enzymes |
Metabolism |
Lipids |
Surface Science |
Bioenergetics |
Fatty Acids
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Solvent increment not solvent correction: a suggested modification in the procedure of calculating wavelength of maximum ultraviolet absorption of alpha, beta-unsaturated aldehydes and ketones Qureshi, Mohammad Ismail
This article describes a procedure for calculating the ? solvent max that removes an unnecessary, but typical source of confusion.
Qureshi, Mohammad Ismail J. Chem. Educ. 1983, 60, 149.
Spectroscopy |
Aldehydes / Ketones |
UV-Vis Spectroscopy
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The principle of vinylogy Krishnamurthy, Subrahmanya
The principle of vinylogy recognizes the possibility that the inductive effect of a functional group is transmitted through a double bond or a conjugated system of double bonds.
Krishnamurthy, Subrahmanya J. Chem. Educ. 1982, 59, 543.
Molecular Properties / Structure |
Alkenes |
Esters |
Aldehydes / Ketones |
Amides |
Aromatic Compounds
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An NMR study of keto-enol tautomerism in [beta]-dicarbonyl compounds Drexler, Edward J.; Field, Kurt W.
A procedure for an NMR study of keto-enol tautomerism in beta-dicarbonyl compounds.
Drexler, Edward J.; Field, Kurt W. J. Chem. Educ. 1976, 53, 392.
NMR Spectroscopy |
Aldehydes / Ketones |
Catalysis |
Quantitative Analysis
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The synthesis of fused cycloalkenones via annelation methods Mundy, Bradford P.
A review of the Robinson annelation reaction, which has been invaluable for syntheses in the terpene and steroid fields.
Mundy, Bradford P. J. Chem. Educ. 1973, 50, 110.
Synthesis |
Aldehydes / Ketones |
Nucleophilic Substitution |
Mechanisms of Reactions
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Alkylations in organic chemistry Mundy, Bradford P.
Examines some of the subtle factors involved in alkylations, including alkylations via enolates, alkylations via enamines, and alkylation of enolates derived from reduction of enone systems.
Mundy, Bradford P. J. Chem. Educ. 1972, 49, 91.
Synthesis |
Alkylation |
Aldehydes / Ketones |
Mechanisms of Reactions
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Relations between molecular structure and photodecomposition modes Pitts, James N., Jr.
It is now possible to predict qualitatively, and in some cases semiquantitatively, the extent of free radical processes versus direct molecular rearrangements in vapor-phase studies of the direct photolysis of aldehydes and ketones.
Pitts, James N., Jr. J. Chem. Educ. 1957, 34, 112.
Photochemistry |
Molecular Properties / Structure |
Aldehydes / Ketones |
Mechanisms of Reactions
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