
Chemistry: Atoms First
3rd Edition
ISBN: 9781259638138
Author: Julia Burdge, Jason Overby Professor
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 7.6, Problem 7.7WE
Thalidomide (C13H10N2O4) is a sedative and antiemetic that was widely prescribed during the 1950s, although not in the United States, for pregnant women suffering from morning sickness. Its use was largely discontinued when it was determined to be responsible for thousands of devastating birth defects. Determine the number of carbon-carbon sigma bonds and the total number of pi bonds in thalidomide.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw the Fischer projection of D-fructose.
Click and drag to start drawing a
structure.
Skip Part
Check
AP
14
tv
SC
F1
F2
80
F3
a
F4
!
2
#
3
CF
F5
75
Ax
MacBook Air
894
$
5olo
%
Λ
6 >
W
F6
K
F7
&
Consider this step in a radical reaction:
Y
What type of step is this? Check all that apply.
Draw the products of the step on the right-hand side of the drawing area
below. If more than one set of products is possible, draw any set.
Also, draw the mechanism arrows on the left-hand side of the drawing
area to show how this happens.
ionization
propagation
initialization
passivation
none of the above
22.16 The following groups are ortho-para directors.
(a)
-C=CH₂
H
(d)
-Br
(b)
-NH2
(c)
-OCHS
Draw a contributing structure for the resonance-stabilized cation formed during elec-
trophilic aromatic substitution that shows the role of each group in stabilizing the
intermediate by further delocalizing its positive charge.
22.17 Predict the major product or products from treatment of each compound with
Cl₁/FeCl₂-
OH
(b)
NO2
CHO
22.18 How do you account for the fact that phenyl acetate is less reactive toward electro-
philic aromatic substitution than anisole?
Phenyl acetate
Anisole
CH
(d)
Chapter 7 Solutions
Chemistry: Atoms First
Ch. 7.1 - Determine the shapes of (a) SO3 and (b) ICl4.Ch. 7.1 - Determine the shapes of (a) CO2 and (b) SCl2.Ch. 7.1 - (a) From what group must the terminal atoms come...Ch. 7.1 - These four models may represent molecules or...Ch. 7.1 - Acetic acid, the substance that gives vinegar its...Ch. 7.1 - Ethanolamine (HOCH2CH2NH2) has a smell similar to...Ch. 7.1 - The bond angle in NH3 is significantly smaller...Ch. 7.1 - Which of these models represents a species in...Ch. 7.1 - What are the electron-domain geometry and...Ch. 7.1 - What are the electron-domain geometry and...
Ch. 7.1 - Prob. 7.1.3SRCh. 7.1 - Prob. 7.1.4SRCh. 7.2 - Prob. 7.3WECh. 7.2 - Prob. 3PPACh. 7.2 - For each of the following hypothetical molecules,...Ch. 7.2 - Which of these models could represent a polar...Ch. 7.2 - Prob. 7.2.1SRCh. 7.2 - Prob. 7.2.2SRCh. 7.3 - Prob. 7.4WECh. 7.3 - Prob. 4PPACh. 7.3 - Prob. 4PPBCh. 7.3 - Prob. 4PPCCh. 7.3 - Prob. 7.3.1SRCh. 7.3 - Which of the following exhibits significant...Ch. 7.4 - Hydrogen selenide (H2Se) is a foul-smelling gas...Ch. 7.4 - Prob. 5PPACh. 7.4 - For which molecule(s) can we not use valence bond...Ch. 7.4 - Which of these models could represent a species...Ch. 7.4 - Prob. 7.4.1SRCh. 7.4 - Prob. 7.4.2SRCh. 7.5 - Prob. 7.6WECh. 7.5 - Use hybrid orbital theory to describe the bonding...Ch. 7.5 - Prob. 6PPBCh. 7.5 - Prob. 6PPCCh. 7.5 - Prob. 7.5.1SRCh. 7.5 - Prob. 7.5.2SRCh. 7.6 - Thalidomide (C13H10N2O4) is a sedative and...Ch. 7.6 - The active ingredient in Tylenol and a host of...Ch. 7.6 - Determine the total number of sigma and pi bonds...Ch. 7.6 - In terms of valence bond theory and hybrid...Ch. 7.6 - In addition to its rise in aqueous solution as a...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Explain why hybrid orbitals are necessary to...Ch. 7.6 - Prob. 7.6.1SRCh. 7.6 - Prob. 7.6.2SRCh. 7.6 - Prob. 7.6.3SRCh. 7.6 - Prob. 7.6.4SRCh. 7.7 - Prob. 7.9WECh. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - For most of the homonuclear diatomic species shown...Ch. 7.7 - Calculate the bond order of N22+, and determine...Ch. 7.7 - Which of the following species is paramagnetic?...Ch. 7.7 - Prob. 7.7.3SRCh. 7.7 - Prob. 7.7.4SRCh. 7.8 - It takes three resonance structures to represent...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Which of the following contain one or more...Ch. 7.8 - Which of the atoms in BCl3 need hybrid orbitals to...Ch. 7.8 - Which of the following can hybrid orbitals be used...Ch. 7.8 - Which of the following enables us to explain the...Ch. 7 - Prob. 7.1KSPCh. 7 - Which of the following species does not have...Ch. 7 - Prob. 7.3KSPCh. 7 - Prob. 7.4KSPCh. 7 - Prob. 7.1QPCh. 7 - Sketch the shape of a linear triatomic molecule, a...Ch. 7 - Prob. 7.3QPCh. 7 - Prob. 7.4QPCh. 7 - In the trigonal bipyramidal arrangement, why does...Ch. 7 - Prob. 7.6QPCh. 7 - Predict the geometry of the following molecules...Ch. 7 - Prob. 7.8QPCh. 7 - Predict the geometries of the following species...Ch. 7 - Predict the geometries of the following ions: (a)...Ch. 7 - Prob. 7.11QPCh. 7 - Prob. 7.12QPCh. 7 - Prob. 7.13QPCh. 7 - Describe the geometry about each of the central...Ch. 7 - Prob. 7.15QPCh. 7 - Prob. 7.16QPCh. 7 - Prob. 7.17QPCh. 7 - Prob. 7.18QPCh. 7 - Prob. 7.19QPCh. 7 - Prob. 7.20QPCh. 7 - Prob. 7.21QPCh. 7 - Prob. 7.22QPCh. 7 - Explain the term polarizability. What kind of...Ch. 7 - Prob. 7.24QPCh. 7 - What physical properties are determined by the...Ch. 7 - Prob. 7.26QPCh. 7 - Describe the types of intermolecular forces that...Ch. 7 - The compounds Br2 and ICl are isoelectronic (have...Ch. 7 - If you lived in Alaska, which of the following...Ch. 7 - The binary hydrogen compounds of the Group 4A...Ch. 7 - List the types of intermolecular forces that exist...Ch. 7 - Prob. 7.32QPCh. 7 - Prob. 7.33QPCh. 7 - Prob. 7.34QPCh. 7 - Diethyl ether has a boiling point of 34.5C, and...Ch. 7 - Prob. 7.36QPCh. 7 - Which substance in each of the following pairs...Ch. 7 - Prob. 7.38QPCh. 7 - What kind of attractive forces must be overcome to...Ch. 7 - Prob. 7.40QPCh. 7 - Prob. 7.41QPCh. 7 - The following compounds have the same molecular...Ch. 7 - Prob. 7.43QPCh. 7 - Prob. 7.44QPCh. 7 - Use valence bond theory to explain the bonding in...Ch. 7 - Prob. 7.46QPCh. 7 - Prob. 7.47QPCh. 7 - Prob. 7.48QPCh. 7 - Prob. 7.49QPCh. 7 - What is the hybridization of atomic orbitals? Why...Ch. 7 - Prob. 7.51QPCh. 7 - Prob. 7.52QPCh. 7 - Prob. 7.53QPCh. 7 - Describe the bonding scheme of the AsH3 molecule...Ch. 7 - Prob. 7.55QPCh. 7 - Prob. 7.56QPCh. 7 - Describe the hybridization of phosphorus in PF5.Ch. 7 - Prob. 7.58QPCh. 7 - Prob. 7.59QPCh. 7 - Prob. 7.1VCCh. 7 - Prob. 7.2VCCh. 7 - Prob. 7.3VCCh. 7 - Prob. 7.4VCCh. 7 - Prob. 7.60QPCh. 7 - Which of the following pairs of atomic orbitals of...Ch. 7 - Prob. 7.62QPCh. 7 - Prob. 7.63QPCh. 7 - Prob. 7.64QPCh. 7 - Prob. 7.65QPCh. 7 - Prob. 7.66QPCh. 7 - Prob. 7.67QPCh. 7 - Prob. 7.68QPCh. 7 - Benzo[a]pyrene is a potent carcinogen found in...Ch. 7 - What is molecular orbital theory? How does it...Ch. 7 - Define the following terms: bonding molecular...Ch. 7 - Prob. 7.73QPCh. 7 - Prob. 7.74QPCh. 7 - Prob. 7.75QPCh. 7 - Draw a molecular orbital energy level diagram for...Ch. 7 - Prob. 7.77QPCh. 7 - Prob. 7.78QPCh. 7 - Prob. 7.79QPCh. 7 - Acetylene (C2H2) has a tendency to lose two...Ch. 7 - Compare the Lewis and molecular orbital treatments...Ch. 7 - Prob. 7.82QPCh. 7 - Prob. 7.83QPCh. 7 - Prob. 7.84QPCh. 7 - Prob. 7.85QPCh. 7 - Draw the molecular orbital diagram for the cyanide...Ch. 7 - Given that BeO is diamagnetic, use a molecular...Ch. 7 - Prob. 7.88QPCh. 7 - Prob. 7.89QPCh. 7 - Both ethylene (C2H4) and benzene (C6H6) contain...Ch. 7 - Chemists often represent benzene with the...Ch. 7 - Determine which of these molecules has a more...Ch. 7 - Nitryl fluoride (FNO2) is used in rocket...Ch. 7 - Describe the bonding in the nitrate ion NO3 in...Ch. 7 - Prob. 7.95QPCh. 7 - Prob. 7.96QPCh. 7 - Prob. 7.97QPCh. 7 - Prob. 7.98QPCh. 7 - Prob. 7.99QPCh. 7 - Antimony pentafluoride (SbF5) combines with XeF4...Ch. 7 - Prob. 7.101QPCh. 7 - The molecular model of nicotine (a stimulant) is...Ch. 7 - Predict the bond angles for the following...Ch. 7 - The germanium pentafluoride anion (GeF5) has been...Ch. 7 - Draw Lewis structures and give the other...Ch. 7 - Which figure best illustrates the hybridization of...Ch. 7 - Prob. 7.107QPCh. 7 - Prob. 7.108QPCh. 7 - Prob. 7.109QPCh. 7 - Prob. 7.110QPCh. 7 - Prob. 7.111QPCh. 7 - Cyclopropane (C3H6) has the shape of a triangle in...Ch. 7 - The compound 1,2-dichloroethane (C2H4Cl2) is...Ch. 7 - Prob. 7.114QPCh. 7 - Prob. 7.115QPCh. 7 - Prob. 7.116QPCh. 7 - Prob. 7.117QPCh. 7 - Prob. 7.118QPCh. 7 - The amino acid selenocysteine is one of the...Ch. 7 - Prob. 7.120QPCh. 7 - Prob. 7.121QPCh. 7 - Prob. 7.122QPCh. 7 - Gaseous or highly volatile liquid anesthetics are...Ch. 7 - Prob. 7.124QPCh. 7 - Prob. 7.125QPCh. 7 - Two of the drugs that are prescribed for the...Ch. 7 - Prob. 7.127QPCh. 7 - Prob. 7.128QPCh. 7 - The BO+ ion is paramagnetic. Determine (a) whether...Ch. 7 - Use molecular orbital theory to explain the...Ch. 7 - Which best illustrates the change in geometry...Ch. 7 - Prob. 7.132QPCh. 7 - Prob. 7.133QPCh. 7 - Aluminum trichloride (AlCl3) is an...Ch. 7 - Prob. 7.135QPCh. 7 - Prob. 7.136QPCh. 7 - Prob. 7.137QPCh. 7 - Consider an N2 molecule in its first excited...Ch. 7 - The Lewis structure for O2 is Use molecular...Ch. 7 - Draw the Lewis structure of ketene (C2H2O) and...Ch. 7 - The compound TCDD, or...Ch. 7 - Name the kinds of attractive forces that must be...Ch. 7 - Carbon monoxide (CO) is a poisonous compound due...Ch. 7 - Prob. 7.144QPCh. 7 - Prob. 7.145QP
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
- Show how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and (b) 2,4-dichlorobenzoic acid.arrow_forwardHelp me solve this problem. Thank you in advance.arrow_forward22.7 Predict the monoalkylated products of the following reactions with benzene. (a) AlCl3 Ya (b) AlCl3 (c) H3PO4 (d) 22.8 Think-Pair-Share AICI3 The reaction below is a common electrophilic aromatic substitution. SO3 H₂SO4 SO₂H (a) Draw the reaction mechanism for this reaction using HSO,+ as the electrophile. (b) Sketch the reaction coordinate diagram, where the product is lower in energy than the starting reactant. (c) Which step in the reaction mechanism is highest in energy? Explain. (d) Which of the following reaction conditions could be used in an electrophilic aro- matic substitution with benzene to provide substituted phenyl derivatives? (i) AICI3 HNO3 H₂SO4 K2Cr2O7 (iii) H₂SO4 (iv) H₂PO₁arrow_forward
- Is an acid-base reaction the only type of reaction that would cause leavening products to rise?arrow_forwardHelp me understand this! Thank you in advance.arrow_forward22.22 For each compound, indicate which group on the ring is more strongly activating and then draw a structural formula of the major product formed by nitration of the compound. Br CHO (a) CH3 (b) (c) CHO CH3 SO₂H (d) ☑ OCHS NO₂ (e) (f) CO₂H NHCOCH3 NHCOCH, (h) CHS 22.23 The following molecules each contain two aromatic rings. (b) 000-100- H3C (a) (c) Which ring in each undergoes electrophilic aromatic substitution more readily? Draw the major product formed on nitration.arrow_forward
- V Consider this step in a radical reaction: Br: ? What type of step is this? Check all that apply. Draw the products of the step on the right-hand side of the drawing area below. If more than one set of products is possible, draw any set. Also, draw the mechanism arrows on the left-hand side of the drawing area to show how this happens. ⚫ionization termination initialization neutralization none of the abc Explanation Check 80 Ο F3 F1 F2 2 F4 01 % do5 $ 94 #3 X 5 C MacBook Air 25 F5 F6 66 ©2025 ˇ F7 29 & 7 8arrow_forwardShow how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and (b) 2,4-dichlorobenzoic acid.arrow_forwardno aiarrow_forward
- Polymers may be composed of thousands of monomers. Draw three repeat units (trimer) of the polymer formed in this reaction. Assume there are hydrogen atoms there are hydrogen atoms on the two ends of the trimer. Ignore inorganic byproducts.arrow_forwardDraw a tetramer if this alternating copolymer pleasearrow_forwardDraw the monomers required to synthesize this condensation polymer.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage LearningChemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningWorld of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning

Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning

Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning

World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY