ORGANIC CHEMISTRY >ACCESS CODE<
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ISBN: 9781264105038
Author: SMITH
Publisher: MCG
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Chapter 17, Problem 17.26P
Interpretation Introduction
Interpretation: All the
Concept introduction: A molecule must be cyclic, planar, completely conjugated and should follow
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Which of the following criteria satisfies non-aromaticity? Choose whichever is applicable. (can be more than one answer)
A. Continuous conjugation
B. Noncontinuous conjugation
C. Pi electrons are equal to 4n+2
D. Pi electrons are equal to 4n
E. Planar geometry
Why isn't this compound aromatic? Doesn't it fit the 4n+2 rule where there is 6 pi electrons? Or is it not planar, which is why it is not aromatic?
Choose one answer for the following. Refer to the diagram below.
1. Hybridization of atom labelled A (sp, sp2, or sp3)
2. Hybridization of atom labelled B (sp, sp2, or sp3)
3. Hybridization of atom labelled C (sp, sp2, sp3)
4.Class compound for functional group D (phenols, aryl halide, alcohols, aromatics, or carboxylic acids)
5. Class compound for functional group E (phenols, aryl halide, alcohols, aromatics, or carboxylic acids)
Chapter 17 Solutions
ORGANIC CHEMISTRY >ACCESS CODE<
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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- How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?arrow_forwardAside from the multiple ring systems shown in the table, Naphthalene, Anthracene,Phenanthrene Chrysene,Pyrene, and Benzopyrene. Search for 1 multiple ring aromatic compound and list down its properties, sources, and uses or applications.arrow_forwardDrug molecules Vicodin and Heroin, contain an amine functional group and several rings. Indicate the number of aromatic rings in each structure, and identify the amine functional group in each molecule as primary, secondary, or tertiary.arrow_forward
- Answer the following questions for the aromatic compound. 1. is every compound cyclic? yes or no 2. is every compound conjugated? yes or no 3. is every atom with a p-orbital connected to atoms on both sides that have a p-orbital? yes or no 4. Are all p-orbitals in the same plane? yes or noarrow_forwardDr and name all possible aromatic compounds with the formula C8H9Br (There are 14)arrow_forwardMeta directors in electrophilic aromatic substitution reactions have A) unpaired electrons in the atom attached to the ring B) partial or full positive charge on the atom attached to the ring C) highly electronegative atoms attached to the ring an so or sp2 hybridized atom attached to the ringarrow_forward
- Answer the following questions for the non-aromatic compound. 1. is every compound cyclic? yes or no 2. is every compound conjugated? yes or no 3. is every atom with a p-orbital connected to atoms on both sides that have a p-orbital? yes or no 4. based on the orbital drawings, are all p-orbitals in the same plane? yes or noarrow_forwardFollowing the instructions for drawing the energy levels of the molecular orbitals for the compounds shown in Figure 8.17, draw the energy levels of the molecular orbitals for the cycloheptatrienyl cation, the cycloheptatrienyl anion, and the cyclopropenyl cation. For each compound, show the distribution of the p electrons. Which of the compounds are aromatic?arrow_forward1. What is resonance theory? State five conclusionstgan can be drawn from the theory. 2.What factors confer aromaticity to an organic molecule. 3. What are the various ways by which alkenes can be synthesized. 4. State the two main experiment that were used to establish the extra stability of the benzene molecule.arrow_forward
- Please indicate how many pi electrons each of the following compounds have and whether they are aromatic, non-aromatic, or anti-aromatic.Assume that all the compounds are planar.arrow_forwardHow come the structure labeled as 1 has 8 pi electrons? If the double bond has 2 pi electrons, and you count the lone pairs, wouldn't it have 6 pi electrons? Why does the structure labeled as 2 has aromaticity? If the pi bond has 2 pi electrons and then you coun the lone pairs, wouldn't it only have 5 pi electrons?arrow_forwardIs the following statemente true or false? "The pKa of a compound will be big if its acid form is aromatic."arrow_forward
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