Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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L Sugar
A chemical compound that is represented with a molecular formula C6H12O6 is called L-(-) sugar. At the carbon’s 5th position, the hydroxyl group is placed to the compound’s left and therefore the sugar is represented as L(-)-sugar. It is capable of rotat…
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Chapter 5, Problem 5.49P
Interpretation Introduction

Interpretation: The two enantiomers of the amino acid leucine, HOOCCH(NH2)CH2CH(CH3)2, has to be drawn and each enantiomer must be labelled as R or S.

Concept introduction: Enantiomers are the non-superimposable mirror images of each other. Optical isomers are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration.

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Draw the two enantiomers for the amino acid leucine, H0OCCH(NH)CH,CH(CHa)2, and label each enantiomer as R or S. Only the S isomer exists in nature, and it has a bitter taste. Its enantiomer, however, is sweet.
The quantitative differences in biological activity between the two enantiomers of a compound are sometimes quite large. For example, the D isomer of the drug isoproterenol, used to treat mild asthma, is 50 to 80times more effective as a bronchodilator than the L isomer. Identify the chiral center in isoproterenol. Why do the two enantiomers have such radically different bioactivity?
What are the enantiomers of ibuprofen? Point out the chiral centers and indicate absolute configuration for each chiral center.

Chapter 5 Solutions

Organic Chemistry-Package(Custom)

Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Draw the mirror image of each compound. Label each...Ch. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - The facts in section 5.4A can be used to locate...Ch. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Label each compound as R or S.Ch. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Which of the following cyclic molecules are meso...Ch. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - The amino acid (S)-alanine has the physical...Ch. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Determine if each compound is identical to or an...Ch. 5 - Prob. 5.39PCh. 5 - Locate the stereogenic centers in each compound. A...Ch. 5 - Prob. 5.52PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Label each stereogenic center as R or S. a. c. e....Ch. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Draw all possible stereoisomers for each...Ch. 5 - Prob. 5.57PCh. 5 - 5.59 Explain each statement by referring to...Ch. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - 5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Problem 5.73 An acid-base reaction of with a...
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