Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 5, Problem 5.68P
Interpretation Introduction

Interpretation: The models of compound A and compound B are to be drawn and the given observation is to be explained. The allene in mycomycin is to be located and whether mycomycin is chiral or achiral is to be determined.

Concept introduction: Allenes are the compounds in which two adjacent double bonds share common carbon atom. These are also known as cumulative dienes. Cumulative dienes are different from conjugated dienes because conjugated dienes comprise double bonds separated by one single bond.

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A limited number of chiral compounds having no stereogenic centers exist. For example, although A is achiral, constitutional isomer B is chiral. Make models and explain this observation. Compounds containing two double bonds that share a single carbon atom are called allenes. Locate the allene in the antibiotic mycomycin and decide whether mycomycin is chiral or achiral.
Because there is usually slow interconversion between the two isomeric forms at room temperature.   Because there is usually rapid interconversion between the two isomeric forms at room temperature.   Because chirality only exists with the tetrahedral carbon atoms.   Because four bonds a are needed to define a stereogenic center.
30. How many chirality centers exist on the following molecule? A. 4 B. 5 C. 6 D. 7

Chapter 5 Solutions

Organic Chemistry

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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