Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 17, Problem 17.38P
a. How many
b. How many
c. Explain why C is aromatic.
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a.How many π electrons does C contain?
b.How many π electrons are delocalized in the ring?
c.Explain why C is aromatic.
The purine heterocycle occurs commonly in the structure of DNA.
a. How is each N atom hybridized?
b. In what type of orbital does each lone pair on a N atom reside?
c. How many a electrons does purine contain?
d. Why is purine aromatic?
purine
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…
Chapter 17 Solutions
Organic Chemistry
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 ...
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- Explain why C is aromatic.arrow_forwardC. 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. Compoundarrow_forwardThe Diels–Alder reaction, a powerful reaction discussed in Chapter 14, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. a.Draw curved arrows to show how A and B react to form C. b.What bonds are broken and formed in this reaction? c.Would you expect this reaction to be endothermic or exothermic? d.Does entropy favor the reactants or products? e. Is the Diels–Alder reaction a substitution, elimination, or addition?arrow_forward
- Explain why A is a stable compound but B is not.arrow_forward41. 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_forwardLabel each compound as aromatic, antiaromatic, or not aromatic. Assume all completely conjugated rings are planar. Å a. b. C. d.arrow_forward
- 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.arrow_forwardWhich of the following concepts explains why a tertiary carbocation is more stable than a primary carbocation? a. Hyperconjugation b. Resonance c. Electronegativity T d. he octet rulearrow_forwardWhich molecules below are aromatic? A. B. Structure D Structure B Structure A Structure C Structure E D. E.arrow_forward
- 13.arrow_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_forwardfollowing Huckle rule, Which is not aromatic?arrow_forward
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