i CHC-O- CHC-O ! HI Experiment VIII: Glucose Pentaacetate CAUTION! O-CCH H 0=0 CH H H...
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i CH₂C-O- CH₂C-O ! HI Experiment VIII: Glucose Pentaacetate CAUTION! O-CCH₂ H 0=0 CH₂ H H O O=C CH₂ e-D-glucose pentaacetate -H O-CCH₂ O. CH,C-O Properties of Starting Materials and Products (From Aldrich Catalog-Handbook) CH.C-O- O O-CCH₂ H HI CH₂ 25,307-3 a-D-Glucose, A.C.S. reagent [492-62-6] (dextrose) FW 180.18 mp 153-158 la +52.5 to 53.0 (c-10, H₂O + trace NH,OH) Bell. 31,83 Merck Index 11,4353 FT-NMR 1(1),300A FT-IR 1(1),1908 S/ 26.D.5 R&S 1(1) 1930 H H Reference: "Organic Chemistry" Vollhardt and Schore, 4th Ed., p 1071. O=C 1 CH, 0 B-D-glucose-pentascetate H. Acetic Anhydride is an irritant. Measure out and transfer it in the hood. 1g 250 O-CCH₂ 7.00 9.60 1. 2. 3. Determine which anomer of the pentaacetate was formed in the reaction. When the pentaacetate anomer obtained in this reaction is heated with ZnCl2 and acetic anhydride, it is converted into the other anomer. Explain this observation. Two axial hydrogens on neighboring carbons in a six-membered ring have a larger coupling constant than the two hydrogens that have an axial-equatorial relationship. Identify the proton NMR spectra of two anomeric glucose pentaacetates given. i CH₂C-O- CH₂C-O ! HI Experiment VIII: Glucose Pentaacetate CAUTION! O-CCH₂ H 0=0 CH₂ H H O O=C CH₂ e-D-glucose pentaacetate -H O-CCH₂ O. CH,C-O Properties of Starting Materials and Products (From Aldrich Catalog-Handbook) CH.C-O- O O-CCH₂ H HI CH₂ 25,307-3 a-D-Glucose, A.C.S. reagent [492-62-6] (dextrose) FW 180.18 mp 153-158 la +52.5 to 53.0 (c-10, H₂O + trace NH,OH) Bell. 31,83 Merck Index 11,4353 FT-NMR 1(1),300A FT-IR 1(1),1908 S/ 26.D.5 R&S 1(1) 1930 H H Reference: "Organic Chemistry" Vollhardt and Schore, 4th Ed., p 1071. O=C 1 CH, 0 B-D-glucose-pentascetate H. Acetic Anhydride is an irritant. Measure out and transfer it in the hood. 1g 250 O-CCH₂ 7.00 9.60 1. 2. 3. Determine which anomer of the pentaacetate was formed in the reaction. When the pentaacetate anomer obtained in this reaction is heated with ZnCl2 and acetic anhydride, it is converted into the other anomer. Explain this observation. Two axial hydrogens on neighboring carbons in a six-membered ring have a larger coupling constant than the two hydrogens that have an axial-equatorial relationship. Identify the proton NMR spectra of two anomeric glucose pentaacetates given.
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Using the two anomeric acetats of glucose provided 1 Because betaDgl... View the full answer
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31st Edition
Authors: Gerald E. Whittenburg, Martha Altus Buller, Steven L Gill
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