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dc.contributor.authorLeftin, Jehaudah Hudsonen_US
dc.date.accessioned2013-10-29T15:08:10Z
dc.date.available2013-10-29T15:08:10Z
dc.date.issued1957
dc.date.submitted1957
dc.identifier.otherb14753091
dc.identifier.urihttps://hdl.handle.net/2144/6825
dc.descriptionThesis (M.A.)--Boston Universityen_US
dc.description.abstractD-Glucose and methyl-beta-D-glucoside were oxidized at pH "0" by continuously passing chlorine gas into aqueous solutions of carbohydrates for fourteen days at room temperature. The products of these oxidations were investigated after lyophilization of the reaction mixtures by paper partition chromatographic analysis with the solvent system n-butanol-acetic acid-water, 4: 1: 5, and using various spray reagents. These two carbohydrates, D-glucose and methyl-beta-D-glucoside, were also oxidized for twenty-four hours with chlorine water at pH 4.6 in 0.3 molar acetate buffer at 35.7°C. A large excess of carbohydrate with respect to oxidant was used in these oxidations. The results obtained are listed in Table XXVI. D-Glucaric and 2-ketogluconic acids were shown not to present these oxidations even though their presence were reported by other investigators using similar oxidation procedures (21,35a). The conditions of the oxidation of methyl-beta-D-glucoside at pH 4.6 were shown to be too mild to produce oxidative changes, in contradiction to the work of Henderson (35a) who, using similar oxidative conditions, reported that the glucoside underwent oxidation to produce a number of oxidation products. No temperature dependence of Rf or Rg was noted, even though such temperature dependence was previously reported. A large excess of D-glucose was shown not to affect the Rf values of compounds present in smaller quantities. A method was devised whereby an acidic or alkaline compound and a reducing compound may be detected on a single chromatogram: the so-called "double spraying" technique. It was shown experimentally that carbohydrates and sugar acids are not affected by storage in water solution under refrigeration for periods of over six months. The presence of sodium acetate and an acidic impurity in the sodium acetate used were shown on chromatograms of the oxidation experiments carried out in acetate buffers. Recent advances in the chemistry of the halogen oxidation of carbohydrates are reported.en_US
dc.language.isoen_US
dc.publisherBoston Universityen_US
dc.rightsBased on investigation of the BU Libraries' staff, this work is free of known copyright restrictionsen_US
dc.titlePaper partition chromatographic study of the products of the chlorine oxidation of D-glucose and Methyl-beta-D-glucoside at pH "0" and pH 4.6en_US
dc.typeThesis/Dissertationen_US
etd.degree.nameMaster of Artsen_US
etd.degree.levelmastersen_US
etd.degree.disciplineChemistryen_US
etd.degree.grantorBoston Universityen_US


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