Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5.1, Problem 1P
Interpretation Introduction
Interpretation: An explanation corresponding to the fact that cellulose is water insoluble by considering its three-dimensional structure is to be stated.
Concept introduction: Carbohydrates are polyhydroxy
Cellulose is an insoluble complex carbohydrate i.e. polysaccharide consisting of a large number of glucose units. It is a
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5. Ribose's structure is
ОН
HO
ОН ОН
a) Draw using the arrow formalism the reaction of linear ribose to make a 5-membered ring.
b) What is the name of the resulting functional group?
c) Given that reaction of alcohols (such as RCH2OH) with carbonyls (such as HCO-R') to create
this functional group is typically not thermodynamically favored, why does most ribose in
water exist as a 5-membered ring? A few word answer is fine.
d) AG°for this reaction is about - 5 kJ/mol. Assuming that you start with a 1 mM solution of
ribose in water, what is the approximate concentration at equilibrium of (i) the linear form?
(ii) The cyclic form? (A good answer should be correct within 20%, e.g. it is fine to
approximate 9 mM as 10 mM, but it is not okay to approximate 0.1 mM as 1 mM.)
e) This reaction creates a new stereocenter. Please indicate it with a *.
f) Consider the starting point for synthesis of purines like ATP, which is PRPP
(pheseboribosylevOrhesehate)
НО НО
LOLOH
HO
ОН
HO
OH
Pyrophosphate…
8. Give three structural
formulas each of acyclic and
carbocyclic compounds
having the composition 1)
C5H8; 2) C5H100.
16:47 /
Chapter 5 Solutions
Organic Chemistry (6th Edition)
Ch. 5.1 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4PCh. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.7 - Prob. 19PCh. 5.7 - Prob. 20PCh. 5.7 - Problem 5.18 Compounds E and F are two isomers of...
Ch. 5.8 - Prob. 22PCh. 5.8 - Prob. 23PCh. 5.8 - Prob. 24PCh. 5.9 - Prob. 25PCh. 5.9 - Prob. 26PCh. 5.9 - Prob. 27PCh. 5.10 - Which of the following cyclic molecules are meso...Ch. 5.10 - Prob. 29PCh. 5.11 - Prob. 30PCh. 5.12 - Problem 5.28 The amino acid has the physical...Ch. 5.12 - Prob. 32PCh. 5.12 - Prob. 33PCh. 5.12 - Prob. 34PCh. 5.12 - Prob. 35PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 52PCh. 5 - Prob. 56PCh. 5 - Prob. 61PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 72P
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