Organic Chemistry (6th Edition)
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 aldehyde and ketones, with an empirical formula Cm(H2O)n. Glucose is a monosaccharide (or simple sugar) having a molecular formula of C6H12O6.

Cellulose is an insoluble complex carbohydrate i.e. polysaccharide consisting of a large number of glucose units. It is a linear polymer of β-D-glucose and the basic structural component of plant cell walls. It is also an excellent fiber.

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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 /
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