Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
3rd Edition
ISBN: 9781119340577
Author: Klein
Publisher: Wiley (WileyPLUS Products)
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 17, Problem 73CP
Interpretation Introduction
Interpretation: At least four other resonance structures of the given compound have to be drawn and identify the reason for why the given structure is the greatest contributor to overall resonance hybrid.
Concept Introduction:
Resonance is an electron displacement effect for stabilizing a molecule through delocalization of bonding electrons in the pi orbital.
Delocalized electrons stabilize a compound. The extra stability gains from having delocalized electrons are called resonance stabilization or resonance energy.
Bond length: Bond distance or bond length is the average distance between nuclei of two bonded atoms in a molecule. It is a transferable property of a bond between atoms of fixed types
Double bonds: One sigma bond and one pi bond are together known as a double bond.
Bond length is inversely proportional to the bond order.
A higher bond order results in a shorter bond for a given pair of atoms.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Don't used hand raiting
It is not unexpected that the methoxyl substituent on a cyclohexane ring
prefers to adopt the equatorial conformation.
OMe
H
A G₂ = +0.6 kcal/mol
OMe
What is unexpected is that the closely related 2-methoxytetrahydropyran
prefers the axial conformation:
H
H
OMe
OMe
A Gp=-0.6 kcal/mol
Methoxy: CH3O group
Please be specific and clearly write the reason why this is observed. This effect that provides
stabilization of the axial OCH 3 group in this molecule is called the anomeric effect. [Recall in the way of
example, the staggered conformer of ethane is more stable than eclipsed owing to bonding MO
interacting with anti-bonding MO...]
206 Pb
82
Express your answers as integers. Enter your answers separated by a comma.
▸ View Available Hint(s)
VAΣ
ΜΕ ΑΣΦ
Np, N₁ = 82,126
Submit
Previous Answers
?
protons, neutrons
Chapter 17 Solutions
Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
Ch. 17.2 - Prob. 1LTSCh. 17.2 - Prob. 1PTSCh. 17.2 - Prob. 2PTSCh. 17.2 - Prob. 3PTSCh. 17.2 - Prob. 4PTSCh. 17.2 - Prob. 5ATSCh. 17.4 - Prob. 6CCCh. 17.4 - Prob. 7CCCh. 17.4 - Prob. 8CCCh. 17.4 - Prob. 9CC
Ch. 17.5 - Prob. 10CCCh. 17.5 - Prob. 2LTSCh. 17.5 - Prob. 11PTSCh. 17.5 - Prob. 12ATSCh. 17.5 - Prob. 3LTSCh. 17.5 - Prob. 13PTSCh. 17.5 - Prob. 14ATSCh. 17.5 - Prob. 15ATSCh. 17.5 - Prob. 16CCCh. 17.6 - Prob. 17CCCh. 17.6 - Prob. 4LTSCh. 17.6 - Prob. 18PTSCh. 17.7 - Prob. 5LTSCh. 17.7 - Prob. 20PTSCh. 17.7 - Prob. 21ATSCh. 17.8 - Prob. 22CCCh. 17.8 - Prob. 23CCCh. 17 - Prob. 24PPCh. 17 - Prob. 25PPCh. 17 - Prob. 26PPCh. 17 - Prob. 27PPCh. 17 - Prob. 28PPCh. 17 - Prob. 29PPCh. 17 - Prob. 30PPCh. 17 - Prob. 31PPCh. 17 - Prob. 32PPCh. 17 - Prob. 33PPCh. 17 - Prob. 34PPCh. 17 - Prob. 35PPCh. 17 - Prob. 36PPCh. 17 - Prob. 37PPCh. 17 - Prob. 38PPCh. 17 - Prob. 39PPCh. 17 - Prob. 40PPCh. 17 - Prob. 41PPCh. 17 - Prob. 42PPCh. 17 - Prob. 43PPCh. 17 - Prob. 44PPCh. 17 - Prob. 45PPCh. 17 - Prob. 46PPCh. 17 - Prob. 47PPCh. 17 - Prob. 48IPCh. 17 - Prob. 49IPCh. 17 - Prob. 50IPCh. 17 - Prob. 51IPCh. 17 - Prob. 52IPCh. 17 - Prob. 53IPCh. 17 - Prob. 54IPCh. 17 - Prob. 55IPCh. 17 - Prob. 56IPCh. 17 - Prob. 57IPCh. 17 - Prob. 58IPCh. 17 - Prob. 59IPCh. 17 - Prob. 60IPCh. 17 - Prob. 61IPCh. 17 - Prob. 62IPCh. 17 - Prob. 63IPCh. 17 - Prob. 64IPCh. 17 - Prob. 65IPCh. 17 - Prob. 66IPCh. 17 - Prob. 67IPCh. 17 - Prob. 68IPCh. 17 - Prob. 69IPCh. 17 - Prob. 70CPCh. 17 - Prob. 71CPCh. 17 - Prob. 72CPCh. 17 - Prob. 73CPCh. 17 - Prob. 74CP
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
- Please draw the inverted chair forms of the products for the two equilibrium reactions shown below. Circle the equilibrium reaction that would have a AG = 0, i.e., the relative energy of the reactant (to the left of the equilibrium arrows) equals the relative energy of the product? [No requirement to show or do calculations.] CH3 CH3 HH CH3 1 -CH3arrow_forward5. Please consider the Newman projection of tartaric acid drawn below as an eclipsed conformer (1). Please draw the most stable conformer and two intermediate energy conformers noting that staggered conformers are lower in energy than eclipsed forms even if the staggered conformers have gauche relationships between groups. [Draw the substituents H and OH on the front carbons and H, OH and CO₂H on the back carbons based on staggered forms. -CO₂H is larger than -OH.] OH COH ICOOH COOH COOH 1 2 COOH COOH 3 4 Staggered Staggered Staggered (most stable) Indicate the number of each conformer above (1, 2, 3 and 4) that corresponds to the relative energies below. Ref=0 Rotation 6. (60 points) a. Are compounds 1 and 2 below enantiomers, diastereomers or identical? OH OH HO HO LOH HO HO OH 2 OH OH b. Please complete the zig-zag conformation of the compound (3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes. 3.arrow_forwardThe plutonium isotope with 144 neutrons Enter the chemical symbol of the isotope.arrow_forward
- The mass ratio of sodium to fluorine in sodium fluoride is 1.21:1. A sample of sodium fluoride produced 26.1 gg of sodium upon decomposition. How much fluorine was formed?arrow_forward32S 16 Enter your answers numerically separated by a comma. Np. Nn = 跖 ΟΙ ΑΣΦ Submit Request Answer ? protons, neutronsarrow_forward2. Which dimethylcyclohexane compounds shown below exhibit symmetry and therefore are not chiral and would not rotate plane polarized light. 1 CH3 CH CH3 CH3 2 3 CH3arrow_forward
- Can you please explain why the correct answer for this question is letter B? I chose letter A because I thought that a kinetic product was a 1,2-addition. Please give a detailed explanation.arrow_forwardCan you please explain why the answer is structures 2 and 3? Please include a detailed explanation and show how the synthesis can be done with those two structures.arrow_forwardCan you please explain why the correct answer to this question is option 2? I am having trouble understanding how and why. Please provide a detailed explanation and a drawing of how the diene and dienophile would create the product in the question.arrow_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 Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles 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 Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary 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
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY