6th Edition

ISBN: 9781266633973

Author: SMITH

Publisher: MCG

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Textbook Question

Chapter 15, Problem 58P

Zolpidem (trade name Ambien) promotes the rapid onset of sleep, making it a widely prescribed drug for treating insomnia.

Chapter 15, Problem 58P, 17.61 Zolpidem (trade name Ambien) promotes the rapid onset of sleep, making it a widely prescribed

a In what type of orbital does the lone pair on each N atom in the heterocycle reside?

b. Explain why the bicyclic ring system that contains both N atoms is aromatic.

c. Draw all reasonable resonance structures for the bicyclic ring system.

Definition Definition Rule that estimates whether a given organic planar ring structure will show an aromatic property. A cyclic ring molecule is said to follow Hückel’s rule if the л-electrons count in a molecule is [4n+2], where n stands for a positive numerical value. It is also called the [4n+2] rule. Hückel's rule, sometimes referred to as the aromaticity rule, is one but not the only criteria to judge a molecule for aromaticity.

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Chapter 15, Problem 57P

Chapter 15, Problem 59P

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Chapter 15 Solutions

ORGANIC CHEMISTRY

Ch. 15.2 - Prob. 1P Ch. 15.2 - Problem 17.2 What orbitals are used to form the...Ch. 15.3 - Prob. 4P Ch. 15.3 - Problem-17.5 What is the structure of propofol,...Ch. 15.6 - Prob. 7P Ch. 15.8 - Prob. 8P Ch. 15.8 - Prob. 11P Ch. 15.8 - Prob. 12P Ch. 15.8 - Problem 17.16 Rank the following compounds in...Ch. 15.8 - Problem 17.17 Draw the seven resonance structures...

Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21P Ch. 15 - Prob. 22P Ch. 15 - 17.27 Give the IUPAC name for each compounds. a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26P Ch. 15 - Prob. 27P Ch. 15 - 17.38 How many electrons does C contain? How...Ch. 15 - Prob. 36P Ch. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39P Ch. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41P Ch. 15 - Prob. 42P Ch. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45P Ch. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48P Ch. 15 - Prob. 49P Ch. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P

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Solution Summary: The author explains that the lone pair on each N atom in the heterocyclic ring resides in a double headed arrow between the structures. The compound is aromatic if it follows Huckel's rule.

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Chapter 15 Solutions