
EBK CHEMISTRY:CENTRAL SCIENCE
14th Edition
ISBN: 9780134554570
Author: Brown
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 9, Problem 75E
(a)
Interpretation Introduction
To determine: The relationship among bond order, bond length and bond energy.
(b)
Interpretation Introduction
To determine: The existence of
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Indicate compound A that must react with ethylbenzene to obtain 4-ethylbenzene-1-sulfonic acid.
3-bromo-4-ethylbenzene-1-sulfonic acid.
Part 1 of 2
Draw the structure of A, the minor E1 product of the reaction.
esc
I
Skip Part
Check
H₂O, D
2
A
+
Click and drag to start drawing a
structure.
-0-
F1
F2
1
2
#
3
Q
A
80
F3
W
E
S
D
F4
$
4
%
5
F5
ㅇ
F6
R
T
Y
F
G
X
5
&
7
+
Save
2025 McGraw Hill LLC. All Rights Reserved.
DII
F7
F8
H
*
C
80
J
Z
X
C
V
B
N
4
F9
6
File Preview
The following is a total synthesis of the pheromone of the western pine beetle. Such
syntheses are interesting both because of the organic chemistry, and because of the possibility of
using species specific insecticides, rather than broad band insecticides. Provide the reagents for
each step. There is some chemistry from our most recent chapter in this synthesis, but other
steps are review from earlier chapters. (8 points)
COOEt
COOEt
A
C
COOEt
COOEt
COOH
B
OH
OTS
CN
D
E
See the last homework set
F
for assistance on this one.
H+, H₂O
G
OH
OH
The last step is just nucleophilic addition reactions, taking the
ketone to an acetal, intramolecularly. But
it is hard to visualize the three dimensional shape as
it occurs.
Frontalin, pheromone of the western pine beetle
Chapter 9 Solutions
EBK CHEMISTRY:CENTRAL SCIENCE
Ch. 9.2 - Consider the following AB3 molecules and ions-...Ch. 9.2 - Prob. 9.1.2PECh. 9.2 - Prob. 9.2.1PECh. 9.2 - Prob. 9.2.2PECh. 9.2 - Prob. 9.3.1PECh. 9.2 - Prob. 9.3.2PECh. 9.3 - Prob. 9.4.1PECh. 9.3 - Determine whether the following molecules are...Ch. 9.5 - Prob. 9.5.1PECh. 9.5 - Prob. 9.5.2PE
Ch. 9.6 - Prob. 9.6.1PECh. 9.6 - Prob. 9.6.2PECh. 9.6 - Prob. 9.7.1PECh. 9.6 - Prob. 9.7.2PECh. 9.7 - Prob. 9.8.1PECh. 9.7 - Prob. 9.8.2PECh. 9.8 - Prob. 9.9.1PECh. 9.8 - Prob. 9.9.2PECh. 9 - Prob. 1DECh. 9 - 9.1 A certain AB4, molecule has a "seesaw" shape...Ch. 9 - Prob. 2ECh. 9 - Prob. 3ECh. 9 - Prob. 4ECh. 9 - Prob. 5ECh. 9 - Prob. 6ECh. 9 - In the hydrocarbon a. What is the hybridization at...Ch. 9 - The drawing below shows the overlap of two hybrid...Ch. 9 - Prob. 9ECh. 9 -
9.10 The following is part of a molecular...Ch. 9 - Prob. 11ECh. 9 - Prob. 12ECh. 9 -
9.13
a. An AB2 molecule is linear. How...Ch. 9 - a. Methane (CH4) and the perchlorate ion (C104-)...Ch. 9 - Prob. 15ECh. 9 - Prob. 16ECh. 9 - Prob. 17ECh. 9 - Prob. 18ECh. 9 - In which of these molecules or ions does the...Ch. 9 - Prob. 20ECh. 9 - How many nonbonding electron pairs are there in...Ch. 9 - Prob. 22ECh. 9 - Prob. 23ECh. 9 - Prob. 24ECh. 9 - Give the electron-domain and molecular geometries...Ch. 9 - Prob. 26ECh. 9 - Prob. 27ECh. 9 - Prob. 28ECh. 9 - Prob. 29ECh. 9 - Prob. 30ECh. 9 - Ammonia, NH3 reacts with incredibly strong bases...Ch. 9 - In which of the following AFn molecules or ions is...Ch. 9 - a. Explain why BrF4 is square planar, whereas...Ch. 9 -
9.34 Name the proper three-dimensional molecule...Ch. 9 - Prob. 35ECh. 9 - Prob. 36ECh. 9 - Prob. 37ECh. 9 - Prob. 38ECh. 9 - a. (a) Is the molecule BF3 polar or nonpolar? b....Ch. 9 - Prob. 40ECh. 9 - Predict whether each of the following molecules is...Ch. 9 - Prob. 42ECh. 9 - Prob. 43ECh. 9 - Prob. 44ECh. 9 - For each statement, irldicate whether it is true...Ch. 9 - Draw sketches illustrating the overlap between the...Ch. 9 - For each statement, indicate whether it is true or...Ch. 9 - Prob. 48ECh. 9 - Prob. 49ECh. 9 - Consider the SC12 molecule. a. What IS the...Ch. 9 - Indicate the hybridization of the central atom in...Ch. 9 - Prob. 52ECh. 9 - Prob. 53ECh. 9 - Prob. 54ECh. 9 - Prob. 55ECh. 9 - Prob. 56ECh. 9 - a. Draw Lewis structures for ethane (C2He),...Ch. 9 - a. Draw Lewis structures for ethane (C2He),...Ch. 9 - Prob. 59ECh. 9 - Ethyl acetate. C4H802, is a fragrant substance...Ch. 9 - Prob. 61ECh. 9 - Prob. 62ECh. 9 - Prob. 63ECh. 9 - Prob. 64ECh. 9 - In the formate ion, HC02- , the carbon atom is the...Ch. 9 - Prob. 66ECh. 9 - Prob. 67ECh. 9 - Prob. 68ECh. 9 - Prob. 69ECh. 9 - a. If you combine two atomic orbitals on two...Ch. 9 - Prob. 71ECh. 9 - Prob. 72ECh. 9 - Prob. 73ECh. 9 - Indicate whether each statement is true or false....Ch. 9 - Prob. 75ECh. 9 - Prob. 76ECh. 9 - Prob. 77ECh. 9 - Prob. 78ECh. 9 - Prob. 79ECh. 9 - Prob. 80ECh. 9 - Determine the electron configurations for CN+, CN,...Ch. 9 - Prob. 82ECh. 9 - Consider the molecular orbitals of the P2...Ch. 9 - The iodine bromide molecule, IBr, is an...Ch. 9 - Prob. 85AECh. 9 - Prob. 86AECh. 9 - Consider the following XF4 ions: PF4, BrF4-,...Ch. 9 -
9.88 Consider the molecule PF4Cl....Ch. 9 - Prob. 89AECh. 9 - Fill in the blank spaces in the following chart....Ch. 9 - Prob. 91AECh. 9 - Prob. 92AECh. 9 - Prob. 93AECh. 9 - Prob. 94AECh. 9 - Prob. 95AECh. 9 - Prob. 96AECh. 9 - Prob. 97AECh. 9 - Prob. 98AECh. 9 - Prob. 99AECh. 9 - Prob. 100AECh. 9 - In ozone, 03, the two oxygen atoms on the ends Of...Ch. 9 - Butadiene, C4H6, is a planar molecule that has the...Ch. 9 - The structure of borazine, B3N3H6, is a...Ch. 9 - Prob. 104AECh. 9 - Prob. 105AECh. 9 - Prob. 106AECh. 9 - Prob. 107AECh. 9 - Prob. 108AECh. 9 - Azo dyes are organic dyes that are used for many...Ch. 9 - a. Using only the valence atomic orbitals of a...Ch. 9 - Carbon monoxide, CO, is isoelectronic to N2. a....Ch. 9 - The energy-level diagram in Figure 9.36 shows that...Ch. 9 - A compound composed of 2.1 29.8%N, and 68.1%O has...Ch. 9 -
9.114 Sulfur tetrafluoride (SR4) reacts slowly...Ch. 9 - Prob. 115IECh. 9 - The molecule 2-butene, C4Hs, can undergo a...Ch. 9 - Prob. 117IECh. 9 - Use average bond enthalpies (Table 8.3 ) to...Ch. 9 - Prob. 119IECh. 9 - Prob. 120IECh. 9 - Prob. 121IECh. 9 - Prob. 122IE
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
- For the reaction below: 1. Draw all reasonable elimination products to the right of the arrow. 2. In the box below the reaction, redraw any product you expect to be a major product. C Major Product: Check + ◎ + X ง © Cl I F2 80 F3 I σ F4 I F5 NaOH Click and drawing F6 A 2025 McGraw Hill LLC. All Rights E F7 F8 $ # % & 2 3 4 5 6 7 8 Q W E R T Y U A S D F G H Jarrow_forwardCan I please get help with this graph. If you can show exactly where it needs to pass through.arrow_forwardN Draw the major product of this reaction. Ignore inorganic byproducts. D 1. H₂O, pyridine 2. neutralizing work-up V P W X DE CO e C Larrow_forward
- Draw the major product of this reaction. Ignore inorganic byproducts. N O' 1. H2O, pyridine 2. neutralizing work-up く 8 W aarrow_forwardIdeal Gas Law Practice Name If you need a refresher on Ideal Gas Law, go back to your Ideal Gas Law Reading Assignment from last week! On all of the following, you'll need to make sure to convert pressures to atm and convert temperatures to Kelvin in order to be able to use the R gas constant on your equation sheet! Given: Ideal Gas Law = then P= pressure V = volume R= ideal gas consent PV=nRT namount of substance n=PV/TR P=nRT/V I = temperature V=nRT/P T=PV/nR R=PV/nT 1. What pressure is required to contain 0.023 moles of nitrogen gas in a 4.2 L container at a temperature of 20.°C? 2. Oxygen gas is collected at a pressure of 123 kPa in a container which has a volume of 10.0 L. What temperature must be maintained on 0.500 moles of this gas in order to maintain this pressure? Express the temperature in degrees Celsius. 3. How many moles of chlorine gas would occupy a volume of 35.5 L at a pressure of 100.0 kPa and a temperature of 100. °C? After determining the number of moles,…arrow_forward1. The following conversion includes chemistry we have covered very recently, some chemistry from last term, and chemistry from the first chapter of this unit. Provide curly arrows and an explanation for this mechanism. Use the reagents in the order given. You do not need any other reagents. 1. NaOEt OEt 2.arrow_forward
- COOEt COOEt Step 1 Step 2 Step 3 COOEt COOEt COOH Step 6 OH Step 4 Step 7 (racemic) cyclizes under conditions (8) OTS Step 5 Step 8 ОН OH (racemic) Frontalin (racemic) Shown above are the steps in one of the several published syntheses of Frontalin, a pheromone of the western pine beetle. From the choices provided, show the reagents and conditions by which step 3 of this synthesis might be accomplished. List the reagent(s) in order that will accomplish this transformation. No more than 4 steps are required. List your answer as a single letter (single-step transformation) or a series of letters (multi-step transformation) with no commas separating them. For example, "ab" corresponds to: 1. Eto Na+ 2. NaOH, H₂O NOTE: The order in which you list your letters matters! Reagents: a. Eto Na* g. NaCN b. NaOH, H₂O h. SOCI₂ c. H3O+, heat i. (CH3)2CuLi, ether, -78°C d. LiAlH4 j. H₂O e. p-TsCI, pyridine k. RCO3H f. Br I. H3O+ 1,024arrow_forwardK ← nationa Login - Paymentivet MapQue Draw the major product of this reaction. Ignore inorganic byproducts and the carboxylic acid side product. N 1. excess LiAlH4 2. H₂O ✓ W aarrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts and the alcohol side product. 1. H3O+, heat 2. Neutralizing work-up Drawing Qarrow_forward
- Indicate the procedure (reagent Z) to go from compound A1 to compound A2. A1 Z P(C6H5)3 A2arrow_forwardPlease help with this graph.arrow_forwardogin - PaymentN MapQuest 3 Overview - SAP NetW... Draw the major product of this reaction. Ignore inorganic byproducts. CI 1. NaBH4 2. H₂O C Clever | Portal Job Op Problem Atoms, Bonds and Rings Draw or tap a new bond toarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY

Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning

Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
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