Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
5th Edition
ISBN: 9781260170405
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 17, Problem 17.61P
Zolpidem (trade name Ambien) promotes the rapid onset of sleep, making it a widely prescribed drug for treating insomnia.
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
c. Draw all reasonable resonance structures for the bicyclic ring system.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
INSTRUCTIONS: Choose the letter of the BEST answer for each item.
1. How many lone pairs are involved in sustaining the conjugation of pyridine?
A. One
B. Two
C. Three
D. Four
2. Benzopyrene, naphthalene and pyrene are members of these group of aromatic compounds:
A. Benzenoid aromatic compounds
B. Non-benzenoid aromatic compounds
C. Heterocyclic aromatic compounds
D. Heteronuclear compounds
3. What type of aromatic compound is pyridine?
A. Heterocyclic aromatic compound
B. Benzenoid aromatic compound
C. Non-benzenoid aromatic compound
D. Homonuclear cyclic compound
4. What property of aromatic rings prevent the involvement of the conjugated structure to addition reactions?
A. Radical stabilization
B. Resonance stability
C. Inductive effect
D. Aromatic effect
5. Which electrophilic aromatic substitution reaction is described when aniline is transformed into para-aminotolouene?
A. Nitration
B. Friedel Crafts alkylation
C. Oxidation
D. Halogenation
6. What type of relationship does…
C.
D.
O:
:O:
The lone pair in compound C is
Compound C is
In compound D,
not aromatic.
aromatic.
delocalized.
not delocalized.
one lone pair is delocalized.
both lone pairs are not delocalized.
both lone pairs are delocalized.
Compound
Which structure is aromatic and has six electrons In the conjugated system? Click on a letter A through D to answer.
H
A.
C.
D.
В.
Chapter 17 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
Ch. 17 - Prob. 17.1PCh. 17 - Problem 17.2 What orbitals are used to form the...Ch. 17 - Problem-17.3. Give the IUPAC name for each...Ch. 17 - Prob. 17.4PCh. 17 - Problem-17.5 What is the structure of propofol,...Ch. 17 - Problem 17.6 What is the structure of a compound...Ch. 17 - Problem 17.7 How many NMR signals does each...Ch. 17 - Prob. 17.8PCh. 17 - Prob. 17.9PCh. 17 - Prob. 17.10P
Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Problem 17.14 Januvia, the trade name for...Ch. 17 - Prob. 17.15PCh. 17 - Problem 17.16 Rank the following compounds in...Ch. 17 - Problem 17.17 Draw the seven resonance structures...Ch. 17 - Prob. 17.18PCh. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Problem 17.22 How many NMR signals does ...Ch. 17 - 17.23 Name each compound and state how many lines...Ch. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 17 - 17.28 Draw a structure corresponding to each...Ch. 17 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 17 - Prob. 17.30PCh. 17 - Prob. 17.31PCh. 17 - Prob. 17.32PCh. 17 - 17.33 Label each compound as aromatic,...Ch. 17 - Prob. 17.34PCh. 17 - 17.35 Pentalene, azulene, and heptalene are...Ch. 17 - 17.36 The purine heterocycle occurs commonly in...Ch. 17 - Prob. 17.37PCh. 17 - 17.38
How many electrons does C contain?
How...Ch. 17 - Prob. 17.39PCh. 17 - 17.40 Explain the observed rate of reactivity of...Ch. 17 - 17.41 Draw a stepwise mechanism for the following...Ch. 17 - Prob. 17.42PCh. 17 - 17.43 Draw additional resonance structures for...Ch. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - 17.46 Which compound in each pair is the stronger...Ch. 17 - 17.47 Treatment of indene with forms its...Ch. 17 - Prob. 17.48PCh. 17 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 17 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - 17.53 How many signals does each compound...Ch. 17 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 17 - 17.55 Propose a structure consistent with each...Ch. 17 - 17.56 Propose a structure consistent with each...Ch. 17 - 17.57 Thymol (molecular formula ) is the major...Ch. 17 - 17.58 You have a sample of a compound of molecular...Ch. 17 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 17 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 17 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 17 - 17.62 Answer the following questions about...Ch. 17 - 17.63 Stanozolol is an anabolic steroid that...Ch. 17 - Prob. 17.64PCh. 17 - 17.65 Use the observed data to decide whether C...Ch. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 17 - Prob. 17.68PCh. 17 - 17.69 Although benzene itself absorbs at in its ...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 2. Which structure is NOT aromatic? a d. H3C :Br: DOarrow_forward6. Consider each compound below. Note the number of T electrons in the ring in each compound and indicate if it is aromatic or not aromatic (assume planarity for all molecules). B. TT electrons TT electrons TT electrons Aromatic? Aromatic? Aromatic?arrow_forwardExplain why C is aromatic.arrow_forward
- 41. Draw the structure of a hydrocarbon that has six carbon atoms and a. three vinylic hydrogens and two allylic hydrogens. b. three vinylic hydrogens and one allylic hydrogen. c. three vinylic hydrogens and no allylic hydrogens.arrow_forwardWhic of the following compounds are Not classified as an aromatic structure? Select one: a. ○ b. OH C. d.arrow_forwardWhich of the following statements is incorrect: aromatic compounds... a. Are cyclic b. Are generally less reactive than similarly substituted alkenes c. Are planar O d. Have 4n n-electrons Benzene or the other aromatic species all have high "pi" electron density inside the aromatic ring. Select one: True O Falsearrow_forward
- What is the value of n in Hückel’s rule when a compound has nine pairs of pie electrons? a. Is such a compound aromatic?arrow_forward1. Draw the structure for each compound. a.(3R)-3-methylhexane b. (3R,5S,6R)-5-ethyl-3,6-dimethylnonanearrow_forward1. A circle (ring) within a hexagon is often used to represent an aromatic hydrocarbon ring. What does the circle represent? A. For illustration purpose only. B. It represents the double bonds but in circle form. C. It describes the flexibility of the aromatic ring. D. It denotes the electrons associated with the double bonds that move “around” the ring. 2. What is the most potent carcinogen known that can be found in cigarette smoking? A. Anthracene B. Benzopyrene C. Naphthalene D. Phenanthrene 3. What is the position of the substituents present in the structure below? (Please refer to the image attached.) A. ortho B. meta C. para D. gammaarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY