ORGANIC CHEMISTRY-PRINT COMPANION (LL)
4th Edition
ISBN: 9781119659594
Author: Klein
Publisher: WILEY
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Chapter 1.12, Problem 29ATS
Interpretation Introduction
Interpretation: Whether diphenyl ether exhibits molecular dipole moment or not should be identified and if it does then the direction of the net molecular dipole moment must be indicated.
Concept Introduction: The arrangement of electron pairs is identified according to VSEPR (Valence Shell Electron Pair Repulsion) theory wherein all the electron pairs are aligned in such a way that they are at maximum distance from each other. The structure of every molecule in VSEPR is explained by considering the steric number (combination of lone pairs and
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19. Based on molecular mass and dipole moment of the five
compounds in the table below, which one should have the
highest boiling point?
Dipole Moment
(D)
Substance
Molecular Mass
(amu)
Propane, CH3CH2CH3
Dimethyl ether, CH3OCH3
Methylchloride, CH3C1
Acetaldehyde, CH;CHO
Acetonitrile, CH3CN
44
0.1
46
1.3
50
1.9
44
2.7
41
3.9
B) CH;CN
E) CH3CH2CH3
C) CH3CHO
A) CH3OCH3
D) CH;CI
Q3- Rank the following molecule according to their increasing stability. Where 1 is the least stable and 4
is the most stable.
CH3
C(CH3)3
CH(CH3)2
Q4- Rank the following molecule according to their increasing dipole moment. Where 1 is the lowest
dipole moment and 4 is the largest dipole moment.
CI
Br
F
4. Octatetraene, C8H10, is an 8-membered linear carbon chain with alternating single and double bonds. As a result, each carbon is left with an unhybridized p-orbital containing one electron. This problem will take you through steps to construct and fill the molecular orbital diagram for octatetraene based on the way these different p-orbitals can come together. a) The various molecular orbitals formed from octatetraene’s 8 unhybridized p-orbitals are shown on the next page. Draw the nodal planes for each molecular orbital. Hint: A nodal plane is a line through the molecule that denotes the sites of destructive interference. An example is shown below with ethylene. b) Based on the nodal planes, arrange the energy levels corresponding to the 8 molecular orbitals on the energy level diagram (label them using the numbering provided on the left side of the molecular orbitals) on the next page, in order of lowest to highest energy. c) Populate your molecular…
Chapter 1 Solutions
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
Ch. 1.2 - Prob. 1LTSCh. 1.2 - Prob. 2ATSCh. 1.2 - Prob. 2LTSCh. 1.3 - Prob. 3LTSCh. 1.3 - Prob. 4PTSCh. 1.3 - Prob. 5PTSCh. 1.4 - Prob. 4LTSCh. 1.4 - Prob. 7PTSCh. 1.4 - Prob. 8PTSCh. 1.4 - Prob. 9ATS
Ch. 1.5 - Prob. 5LTSCh. 1.5 - Prob. 10PTSCh. 1.5 - Prob. 11ATSCh. 1.5 - Prob. 12ATSCh. 1.6 - Prob. 6LTSCh. 1.6 - Prob. 14ATSCh. 1.7 - Prob. 7LTSCh. 1.7 - Prob. 17ATSCh. 1.10 - Prob. 18CCCh. 1.10 - Prob. 20CCCh. 1.10 - Prob. 8LTSCh. 1.10 - Prob. 21PTSCh. 1.10 - Nemotin is a compound that was first isolated from...Ch. 1.10 - Prob. 23CCCh. 1.11 - Prob. 9LTSCh. 1.11 - Prob. 24PTSCh. 1.11 - Prob. 25PTSCh. 1.11 - Prob. 26PTSCh. 1.11 - Prob. 27ATSCh. 1.12 - Prob. 10LTSCh. 1.12 - Prob. 29ATSCh. 1.13 - Prob. 11LTSCh. 1.13 - Prob. 31ATSCh. 1 - Prob. 32PPCh. 1 - Prob. 33PPCh. 1 - Prob. 34PPCh. 1 - Prob. 35PPCh. 1 - Prob. 36PPCh. 1 - Prob. 37PPCh. 1 - Prob. 38PPCh. 1 - Prob. 39PPCh. 1 - Prob. 40PPCh. 1 - Prob. 41PPCh. 1 - Prob. 42PPCh. 1 - Prob. 44PPCh. 1 - Prob. 45PPCh. 1 - Prob. 46PPCh. 1 - Prob. 47PPCh. 1 - Prob. 48PPCh. 1 - Prob. 49PPCh. 1 - Prob. 50PPCh. 1 - Prob. 51PPCh. 1 - Prob. 52PPCh. 1 - Prob. 53PPCh. 1 - Prob. 54PPCh. 1 - Nicotine is an addictive substance found in...Ch. 1 - Prob. 56PPCh. 1 - Prob. 57PPCh. 1 - Prob. 59PPCh. 1 - Prob. 63ASPCh. 1 - Prob. 64ASPCh. 1 - Prob. 66ASPCh. 1 - Prob. 69ASPCh. 1 - Prob. 71ASPCh. 1 - Prob. 72ASPCh. 1 - Prob. 75IP
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