ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 17, Problem 17.36P
The purine heterocycle occurs commonly in the structure of DNA.
a. How is each
b. In what type of orbital does each lone pair on a
c. How many
d. Why is purine aromatic?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
a.How many π electrons does C contain?
b.How many π electrons are delocalized in the ring?
c.Explain why C is aromatic.
4.
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 manyn electrons does purine contain?
d. Why is purine aromatic?
:N
H.
purine
batond ai enexerlo
08,H HO HO HO b
w bemmot etbubong erit wea
OH8
HOH2O
zhemala eriT
nertw bemot
Which molecules below are anti- aromatic?
D
A.
Structure D
Structure B
Structure A
Structure C
B.
C.
D.
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 ...
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
- Which molecules below are aromatic? A. B. Structure D Structure B Structure A Structure C Structure E D. E.arrow_forwardSelect all aromatic rings that contain deactivating groups. a. d. a b C P e f -ħ NH₂ b. NO₂ SO₂H C. LOCH3arrow_forward2. Which structure is NOT aromatic? a d. H3C :Br: DOarrow_forward
- 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…arrow_forwardWhich is a diyne?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_forward
- question 6. Which of the following is anti-aromatic?arrow_forward59. Bond Strength I. Cyclobutane II. Cyclopentane 60. Optical Rotation I. 70% R, 30% S 11.30% R, 70% S 61. Which of the following is/ are alternant aromatic compounds? A. benzene B. naphthalene C. anthracene D. all of the given choices 62. Which of the following is/ are not aromatic? A. Cyclobutadiene B. Cyclopentadiene C. Cyclohexadiene D. All of the given choices 63. The following can exhibit tautomerism EXCEPT: A. benzaldehyde B. ethanal C. Cyclohexane carbaldehyde D. Cyclohexanone 64. Which of the following substituents exhibits both - inductive effect and - Resonance effect when attached to the benzene ring? A. -OH B. -CI D. -NO2 D.-CH3 65. Alkyl groups if attached to halogen (example: tert-butyl bromide) would exhibit A. negative inductive effect B. positive inductive effect C. negative resonance effect D. positive resonance effect. 9arrow_forwardWhich compound is not aromatic? A. only A and D B. A, B and C C. only B D. only Aarrow_forward
- 1. Piperonal is a natural product found in various plants, such as dill and black pepper. Answer the questions below about piperonal. H. A E piperonal A. What is the hybridization of this carbon? B. How many H's does this carbon have? C. What is this functional group called? D. What is the molecular geometry of this carbon? E. What is the hybridization of this carbon? F. What is the strongest intermolecular interaction piperonal can participate in? G. How many degrees of unsaturation does piperonal have? H. How many 'H NMR signals would piperonal have? I. How many 13C NMR signals would piperonal have?arrow_forwardStanozolol is an anabolic steroid that promotes muscle growth. Although stanozolol has been used by athletes and body builders, many physical and psychological problems result from prolonged use and it is banned in competitive sports. a.Explain why the nitrogen heterocycle—a pyrazole ring—is aromatic. b.In what type of orbital is the lone pair on each N atom contained? c. Draw all reasonable resonance structures for stanozolol. d.Explain why the pKa of the N—H bond in the pyrazole ring is comparable to the pKa of the O—H bond, making it considerably more acidic than amines such as CH3NH2 (pKa = 40).arrow_forwardStanozolol is an anabolic steroid that promotes muscle growth. Although stanozolol has been used by athletes and body builders, many physical and psychological problems result from prolonged use and it is banned in competitive sports. a. Explain why the nitrogen heterocycle—a pyrazole ring—is aromatic. b. In what type of orbital is the lone pair on each N atom contained? c. Draw all reasonable resonance structures for stanozolol. d. Explain why the pKa of the N – H bond in the pyrazole ring is comparable to the pKa of the O–H bond, making it considerably more acidic than amines such as CH3NH2 (pKa = 40).arrow_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