Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 17, Problem 17.27P
Interpretation Introduction
Interpretation: All the
Concept introduction: A molecule must be cyclic, planar, completely conjugated and should follow
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Aromatic compounds got their name because many have
strong smells. Benzene, toluene, aniline, and phenol are
common structures from which most aromatic
compounds are derived. (Figure 1) When naming
aromatic compounds with three or more substituents, the
ring is numbered to give the smallest possible set of
numbers. For example, this phenol derivative (Figure 2)
is called 4-bromo-3-chlorophenol. The substituents
Figure
CH3
NH₂
1 of 2 >
OH
benzene toluene aniline phenol
Name the following molecule by its IUPAC name.
► View Available Hint(s)
Submit
Part B
Name the following molecule by its IUPAC name.
CI
Br
CH3
CI
Br
What is the total number of π electrons?
What is the number of delocalized π ring electrons?
There are several aromatic compounds with the formula C3H3CI. Name those that have a trisubstituted ring where the methyl groups are
oriented meta.
If you choose to use ortho, meta, or para in your name, abbreviate these prefixes with o, m, or p.
If there are not 3 isomers that fit the description, leave the appropriate number of spaces blank.
Isomer #1:
Isomer #2:
Isomer #3:
Chapter 17 Solutions
Organic Chemistry
Ch. 17 - Prob. 17.1PCh. 17 - What orbitals are used to form the bonds indicated...Ch. 17 - Give the IUPAC name for each compound.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 - How many 13C NMR signals does each compound...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 - Prob. 17.16PCh. 17 - Problem 17.16 Rank the following compounds in...Ch. 17 - Problem 17.17 Draw the seven resonance structures...Ch. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Prob. 17.22PCh. 17 - Problem 17.22 How many NMR signals does ...Ch. 17 - 17.23 Name each compound and state how many lines...Ch. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - Prob. 17.27PCh. 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. 17.31PCh. 17 - Prob. 17.32PCh. 17 - Prob. 17.33PCh. 17 - 17.33 Label each compound as aromatic,...Ch. 17 - Prob. 17.35PCh. 17 - 17.35 Pentalene, azulene, and heptalene are...Ch. 17 - 17.36 The purine heterocycle occurs commonly in...Ch. 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 - 17.61 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. 17.63PCh. 17 - 17.65 Use the observed data to decide whether C...Ch. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 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
- Classify the following structure as either "aromatic", "antiaromatic", or "nonaromatic". How many pi electrons are in the structure? Assume the structure is planar. NH 2-arrow_forwardWhat are aromatic hydrocarbons? Benzene exhibits resonance. Explain. What are the bond angles in benzene? Give a detailed description of the bonding in benzene. The electrons in benzene are delocalized, while the electrons in simple alkenes and alkynes are localized. Explain the difference.arrow_forwardIs it possible for a motor fuel to have a negative octane rating? Explain.arrow_forward
- Draw the line bond structures for the following alkenes, cyclic alkenes, and alkynes: Can you explain to me about this part A) noncyclic alkenes that contain 4 carbon atoms (3 possible), please? Can you explain to me about this part B) cyclic alkenes that contain 4 carbon atoms (4 possible), please? Can you explain to me about this part C) alkynes that contain 4 carbon atoms (2 possible, neither of them is a cyclic alkyne), please?arrow_forwardAnswer no. 2 onlyarrow_forwardOne possible isomer created by a substitution reaction that replaces a hydrogen atom attached to the aromatic ring of toluene with a chlorine atom is shown here. Draw two other possible isomers in which the chlorine atom replaces a different hydrogen atom attached to the aromatic ring:arrow_forward
- In a laboratory experiment, one sherbet lemon sweet produced 6.00 mL of carbon dioxide. d) Calculate the minimum mass (g) of tartaric acid necessary to produce this 6.00 mL volume of carbon dioxide. (Assume that 1 mole of carbon dioxide occupies 24.0 L at room temperature and pressure). e) By making the appropriate substitutions for tartaric acid's H (hydrogen) and OH (hydroxyl) groups among positions A, B, D and E in the structure shown below, how many different stereoisomers of tartaric acid are possible? HO₂C B CO₂H A Earrow_forwardAnswer this question:How to draw the line bond formula or lewis structure of a methyl ketone with the chemical formula C6H5C3H5O? (also taking into consideration the solubility test and chemical test results provided below) Based on the results of the solubility tests the compound is insoluble in water, 10% NaOH and 10% HCl but soluble in concentrated H2SO4. The functional group/class is identified to be Methyl Ketone, based on the results of the chemical tests on Table 2. CHEMICAL TEST OBSERVATIONS +(compound tested positive for the chemical reaction)/ otherwise (-) Molisch test turbid colorless solution - 2,4-DNP test formation of orange-yellow precipitates + Tollen’s test turbid colorless solution - Ninhydrin test clear pale-yellow solution - iodoform test clear pale-yellow solution +arrow_forwardWrite structural formulas for some of the constitutional isomers of molecular formula C2H4NCl listed. All of these isomers contain only single bonds.arrow_forward
- How 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_forwardEthanol, C2H5OH, and propane, C3H8, have approximately the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Ethanol, C2H5OH, and dimethyl ether, CH3OCH3, have the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Write an equation to show the reaction between ethanol, C2H5OH and methyllithium, CH3Li. Draw all non-bonding electrons and show electron flow with curved arrows. 37. Write an equation that shows the reaction between acetic acid (CH3COOH) and triethylamine (CH3CH2)3N. Draw all non-bonding lone electron pairs and show the electron flow with curved arrows.arrow_forwardWhich of the following structures would be non-aromatic? a) 1 b) 2 c) 3 d) 1 and 3arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
- Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage LearningIntroductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning