Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 26, Problem 63P
Interpretation Introduction
Interpretation: The stepwise mechanism for the isomerization of D-glucose to form the given compounds is to be drawn.
Concept introduction: Carbohydrates are naturally occurring organic compounds. The monosaccharide glucose is called an Aldohexose as it contains six carbon atoms as well as an
Glucose and mannose are
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Draw the two aldohexoses and one ketohexose that can be derived from the enol shownbelow
All are true or false
a)In solution, glucose is in the cyclic acetal form only.
b)The driving force for the Wittig reaction is the elimination of triphenylphosphine oxide
c)1H NMR spectroscopy, you can tell the difference between an aldehyde and a ketone because an aldehyde has a proton signal between 9–10 ppm.
d)When an aldehyde is reacted with excess ethanol with an acid as a catalyst it is called hemiacetal
e) You can't use acidic conditions (such as aqueous hydrochloric acid) for the addition of a Grignard reagent to a ketone because the ketone will be protonated and thus unreactive
Draw the hemiketal AND ketal product (include side products):
Chapter 26 Solutions
Organic Chemistry (6th Edition)
Ch. 26.2 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5PCh. 26.2 - Prob. 6PCh. 26.3 - Prob. 7PCh. 26.3 - Prob. 8PCh. 26.4 - Prob. 9PCh. 26.4 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Draw a stepwise mechanism for the following...Ch. 26.7 - Prob. 18PCh. 26.8 - Prob. 19PCh. 26.9 - Prob. 20PCh. 26.9 - Prob. 21PCh. 26.9 - Draw the products formed when D-arabinose is...Ch. 26.9 - Prob. 23PCh. 26.10 - Prob. 24PCh. 26.10 - Prob. 25PCh. 26.10 - Prob. 26PCh. 26.10 - Prob. 27PCh. 26.11 - Prob. 28PCh. 26.11 - Prob. 29PCh. 26.12 - Prob. 30PCh. 26.12 - Prob. 31PCh. 26.13 - Prob. 32PCh. 26.13 - Prob. 33PCh. 26.13 - Problem-28.35
Draw the structures of the...Ch. 26.13 - Prob. 35PCh. 26 - 28.37 Convert each ball-and-stick model to a...Ch. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - 28.40 Convert each compound to a Fischer...Ch. 26 - Prob. 40PCh. 26 - Prob. 41PCh. 26 - 28.43 Draw a Haworth projection for each compound...Ch. 26 - Prob. 43PCh. 26 - 28.45 Draw both pyranose anomers of each...Ch. 26 - Prob. 45PCh. 26 - 28.50 Draw the products formed when D-altrose is...Ch. 26 - 28.58 Draw a stepwise mechanism for the following...Ch. 26 - Prob. 62PCh. 26 - Prob. 63PCh. 26 - Prob. 64PCh. 26 - Prob. 65PCh. 26 - Prob. 66PCh. 26 - Prob. 67PCh. 26 - Prob. 68PCh. 26 - Prob. 69PCh. 26 - Prob. 70P
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