EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
Publisher: Cengage Learning
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Textbook Question
Chapter 7, Problem 7.27P
Following is the structural formula of the tranquilizer meparfynol (Oblivon).
Propose a synthesis for this compound starting with acetylene and a
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Following is the structural formula of the tranquilizer meparfynol (Oblivon).
Oblivon
HO
Propose a synthesis for this compound starting with acetylene and a ketone. (Notice
the -yn- and -ol in the chemical name of this compound, indicating that it contains al-
kyne and hydroxyl functional groups.)
help
Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second
molecule of alcohol gives an acetal and a molecule of water.
ROH, H+
OH
OR
Aldehyde/ketone
Alcohol
ROH, H+
Draw the structural formulas for the hemiacetal and the acetal formed between the following compounds:
OH
OH
OR
OR
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
+ H₂O
Chapter 7 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
Ch. 7.2 - Write the IUPAC name of each compound.Ch. 7.2 - Write the common name of each alkyne.Ch. 7.5 - Prob. 7.3PCh. 7.7 - Draw a structural formula for a hydrocarbon with...Ch. 7.7 - Hydration of 2-pentyne gives a mixture of two...Ch. 7.9 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Show how to prepare each alkyne from the given...Ch. 7 - Prob. 7.9PCh. 7 - Complete each acid-base reaction and predict...
Ch. 7 - Draw structural formulas for the major product(s)...Ch. 7 - Draw the structural formula of the enol formed in...Ch. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Show reagents and experimental conditions you...Ch. 7 - Show reagents and experimental conditions you...Ch. 7 - Show how to convert 1-butyne to each of these...Ch. 7 - Prob. 7.19PCh. 7 - Show reagents and experimental conditions to bring...Ch. 7 - Show reagents to bring about each conversion.Ch. 7 - Propose a synthesis for (Z)-9-tricosene...Ch. 7 - Propose a synthesis of each compound starting from...Ch. 7 - Show how to prepare each compound from 1-heptene....Ch. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Following is the structural formula of the...Ch. 7 - The standard procedure for synthesizing a compound...Ch. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Prob. 7.35P
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