| Journal Articles: 16 results |
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Synthesis of Anomeric Methyl Fructofuranosides and Their Separation on an Ion-exchange Resin Erkki Nurminen, Päivi Poijärvi, Katja Koskua, and Jari Hovinen
Treatment of d-fructose with methanol in the presence of acid as a catalyst gives a mixture of methyl--d-fructopyranoside, methyl-a-D-fructofuranoside, and methyl--d- fructofuranoside, which are separated on an ion exchange column and characterized polarimetrically.
Nurminen, Erkki; Poijärvi, Päivi; Koskua, Katja; Hovinen, Jari. J. Chem. Educ. 2007, 84, 1480.
Carbocations |
Chirality / Optical Activity |
Chromatography |
Ion Exchange |
NMR Spectroscopy |
Synthesis |
Thin Layer Chromatography |
Carbohydrates
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CARBOHYDECK: A Card Game To Teach the Stereochemistry of Carbohydrates Manuel João Costa
This paper describes CARBOHYDECK, a card game that may replace or complement lectures identifying and differentiating monosaccharide isomers.
Costa, Manuel João. J. Chem. Educ. 2007, 84, 977.
Aldehydes / Ketones |
Carbohydrates |
Molecular Properties / Structure |
Stereochemistry |
Enrichment / Review Materials |
Student-Centered Learning
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Acetal Protecting Groups in the Organic Laboratory: Synthesis of Methyl 4,6-O-Benzylidene-α-D-Glucopyranoside Alexei V. Demchenko, Papapida Pornsuriyasak, and Cristina De Meo
The synthesis of methyl 4,6-O-benzylidene-a-D-glucopyranoside provides an opportunity to synthesize a cyclic acetal; stereoselectively introduce a chirality center; and learn extraction, evaporation, precipitation, optical rotation, melting point measurement, thin-layer chromatography, IR-spectroscopy, mass spectrometry, and various NMR techniques.
Demchenko, Alexei V.; Pornsuriyasak, Papapida; De Meo, Cristina. J. Chem. Educ. 2006, 83, 782.
Carbohydrates |
IR Spectroscopy |
Medicinal Chemistry |
NMR Spectroscopy |
Thin Layer Chromatography |
Synthesis
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Essentials of Carbohydrate Chemistry and Biochemistry, 2nd Edition (Thisbe K. Lindhorst) David J. A. Schedler
This book is aptly named: it is a well organized, well written presentation of the essentials of carbohydrate chemistry and their relationship to biochemistry.
Schedler, David J. A. J. Chem. Educ. 2004, 81, 808.
Carbohydrates
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Preparation of a D-Glucose-Derived Alkene. An E2 Reaction for the Undergraduate Organic Chemistry Laboratory Peter Norris and Andrew Fluxe
Synthesis of four carbohydrate derivatives that highlight techniques such as inert atmosphere work, rotary evaporators, and flash column chromatography.
Norris, Peter; Fluxe, Andrew. J. Chem. Educ. 2001, 78, 1676.
Carbohydrates |
NMR Spectroscopy |
Synthesis |
Alkenes |
Elimination Reactions |
Chromatography
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Surfactant-Induced Osazone Formation at Room Temperature K. Nagajyothi, P. S. Raghavan, and R. Gopalan
Using surfactants for speedy and easy identification of reducing sugars without heating.
Nagajyothi, K.; Raghavan, P. S.; Gopalan, R. J. Chem. Educ. 2001, 78, 728.
Catalysis |
Micelles |
Surface Science |
Carbohydrates |
Qualitative Analysis
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A Very Simple Method Way to Convert Haworth Representation to Zigzag Representation Janine Cossy and Véronique Bellosta
A very simple method to convert Haworth representation of hexoses and pentoses to zigzag representation is proposed
Cossy, Janine; Bellosta, Véronique. J. Chem. Educ. 1998, 75, 1307.
Carbohydrates |
Nomenclature / Units / Symbols |
Stereochemistry |
Molecular Properties / Structure
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Protecting Groups in Carbohydrate Chemistry Sigthór Pétursson
The most important protecting groups in carbohydrate chemistry are reviewed. The paper is aimed at those beginning to specialize in synthetic carbohydrate chemistry and at teachers with other specialties who wish to go beyond the content of general organic chemistry textbooks.
Petursson, Sigthor. J. Chem. Educ. 1997, 74, 1297.
Carbohydrates |
Molecular Properties / Structure |
Synthesis
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Binary representation in carbohydrate nomenclature McGinn, Clifford J.; Wheatley, William B.
A binary notation is used to indicate the structure of carbohydrates.
McGinn, Clifford J.; Wheatley, William B. J. Chem. Educ. 1990, 67, 747.
Carbohydrates |
Nomenclature / Units / Symbols |
Stereochemistry
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A mnemonic scheme for interconverting Fischer projections of open-chain monosaccharides and Haworth projections of corresponding alpha- and beta-anomeric forms Mitschele, Jonathan
Rules that make it easy for students to recognize alpha- and beta-anomers and the D and L forms of monosaccharides in their Hawthorn projections.
Mitschele, Jonathan J. Chem. Educ. 1990, 67, 553.
Carbohydrates |
Molecular Properties / Structure |
Stereochemistry
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A laboratory exercise in the determination of carbohydrate structures White, Bernard J.; Robyt, John F.
A laboratory exercise in the determination of carbohydrate structures that introduces students to important aspects of science, such as designing experiments, making observations, and testing hypotheses.
White, Bernard J.; Robyt, John F. J. Chem. Educ. 1988, 65, 164.
Carbohydrates
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Simple rule for the conversion of Fischer monosaccharide projection formulas into Haworth representations Argiles, J. M.
Many students struggle with memorizing Haworth structures, the authors provide some insight on this topic to help students.
Argiles, J. M. J. Chem. Educ. 1986, 63, 927.
Molecular Properties / Structure |
Enantiomers |
Chirality / Optical Activity |
Carbohydrates |
Molecular Modeling
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Questions [and] Answers Campbell, J. A.
Five questions requiring an application of chemical principles and their solutions.
Campbell, J. A. J. Chem. Educ. 1973, 50, 128.
Enrichment / Review Materials |
Proteins / Peptides |
pH |
Carbohydrates |
Molecular Properties / Structure
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Ciphered formulas in carbohydrate chemistry Difini, Alvaro; Neto, Jose Difini
Describes the use of schematic formulas as an aid to rapidly representing configurations for monosaccharides.
Difini, Alvaro; Neto, Jose Difini J. Chem. Educ. 1958, 35, 38.
Carbohydrates |
Nomenclature / Units / Symbols |
Molecular Properties / Structure |
Chirality / Optical Activity
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Some difficulties and common errors related to the designation of sugar configurations Abernethy, John Leo
Examines some difficulties and common errors related to the designation of sugar configurations.
Abernethy, John Leo J. Chem. Educ. 1956, 33, 88.
Carbohydrates |
Nomenclature / Units / Symbols |
Molecular Properties / Structure |
Stereochemistry |
Chirality / Optical Activity |
Enantiomers
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A mnemonic for the monosaccharides Leary, R. H.
Presents a mnemonic for the D-series monosaccharides.
Leary, R. H. J. Chem. Educ. 1955, 32, 409.
Carbohydrates
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