Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 16.5, Problem 7P
Interpretation Introduction
Interpretation:
The enediol rearrangement of the carbonyl carbon of fructose from
Concept Introduction:
In the enediol rearrangement of a monosaccharide, the base removes the proton from the carbon resulting in the formation of enolate ion. After the deprotonation, enediol is formed resulting in the formation of aldohexose and ketohexose by the base-catalyzed conversion.
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Chapter 16 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 16.1 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.3 - Prob. 3PCh. 16.3 - Prob. 4PCh. 16.4 - Prob. 5PCh. 16.4 - Prob. 6PCh. 16.5 - Prob. 7PCh. 16.5 - Prob. 8PCh. 16.6 - Prob. 10PCh. 16.8 - Prob. 12P
Ch. 16.8 - Prob. 14PCh. 16.9 - Prob. 15PCh. 16.10 - Prob. 16PCh. 16.11 - Refer to Figure 16.4 to answer the following...Ch. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Prob. 25PCh. 16 - Name the following compounds:Ch. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Draw the mechanism for the acid-catalyzed...Ch. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41P
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- draw a haworth structure of fructose as a 5 membered ring in the b form, and as a 6-membered ring in the a formarrow_forwardIdentify which d-aldopentoses are C2 epimers. Identify which ones are C3 epimers.arrow_forwardDraw the following compounds and please provide a clear picture C-3 epimer of Fructosearrow_forward
- Answer the following questions about the eight aldopentoses: Which are enantiomers?arrow_forwardDraw a monosaccharide described in the following statements: 1. An aldopentose in the D-configuration. 2. An aldotetrose in the L-configuration. 3. A ketopentose in the L-configuration. 4. A ketopentose in the D-configuration.arrow_forwardDraw Fischer projections of l-glucose and l-fructose.arrow_forward
- Please draw Haworth projections of the following sugars: D-fructose, D-galactose, D-glucose, D-allose, sucrose, and maltose.arrow_forwardβ-D-N-acetylgalactosamine and α-D-N-acetylglucosamine are examples of epimers, enantiomers, aldose-ketose pair, or anomers?arrow_forwardGive Example- Convert D-mannose to a Haworth projection ?arrow_forward
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