D-(+)-Mannose can be reduced with sodium borohydride to form D-mannitol. When D-mannitol is dissolved in acetone containing

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D-(+)-Mannose can be reduced with sodium borohydride to form D-mannitol. When D-mannitol is dissolved in acetone containing a trace amount of acid and the product of this reaction subsequently oxidized with NaIO4, a compound whose 13C NMR spectrum consists of six signals is produced. One of these signals is near δ 200. What is the structure of this compound?
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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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