EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Textbook Question
Chapter 16.3, Problem 5CC
Draw an energy diagram showing the relative energy levels of the
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or each of the following molecules, construct the MOS
from the 2p, atomic orbitals perpendicular to the plane of
the carbon atoms.
(a) Cyclobutadiene HC=CH
НС—СН
HC=CH
НС —СH
(b) Allyl radical
H
H
H
H
C=C
•C-C,
H
C-H
H
C-H
H
H
Indicate which, if any, of these orbitals have identical ener-
gies from symmetry considerations. Show the number of
electrons occupying each w MO in the ground state, and
indicate whether either or both of the molecules are para-
magnetic. Assume that the C atoms in the allyl radical are
all sp? hybridized.
Activate
io to S
2. Which of the following compounds would you expect to have the highest infrared
absorption frequency C-X bond? Bubble in your answer completely.
O
Br
O
O
O
A typical 1"B – 'H bond has a stretching frequency of 2400 cm1. Based on your understanding of
isotopic effects on vibrational frequencies, and their connection to bond strength, rank the B - H bonds
from weakest to strongest. Consider the most common isotopes of the B- H bonds highlighted below.
Make sure to explain your ranking.
10В — 1н, 10В — ?н, 11в — 1Н, 11В - н
Chapter 16 Solutions
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
Ch. 16.1 - Prob. 1CCCh. 16.2 - Prob. 2CCCh. 16.2 - Prob. 3CCCh. 16.2 - Prob. 4CCCh. 16.3 - Draw an energy diagram showing the relative energy...Ch. 16.4 - Prob. 1LTSCh. 16.4 - Prob. 6PTSCh. 16.4 - Prob. 7PTSCh. 16.5 - Prob. 2LTSCh. 16.5 - Predict the products for each of the following...
Ch. 16.5 - Prob. 10PTSCh. 16.5 - Prob. 12CCCh. 16.7 - Prob. 3LTSCh. 16.9 - Prob. 20CCCh. 16.9 - Prob. 4LTSCh. 16.9 - Prob. 21PTSCh. 16.10 - Prob. 23CCCh. 16.10 - Prob. 26CCCh. 16.11 - Prob. 5LTSCh. 16 - Prob. 30PPCh. 16 - Prob. 31PPCh. 16 - Prob. 32PPCh. 16 - Prob. 34PPCh. 16 - Prob. 35PPCh. 16 - Prob. 36PPCh. 16 - Prob. 37PPCh. 16 - Prob. 38PPCh. 16 - Prob. 39PPCh. 16 - Prob. 40PPCh. 16 - Prob. 41PPCh. 16 - Prob. 42PPCh. 16 - Prob. 44PPCh. 16 - Prob. 45PPCh. 16 - Prob. 46PPCh. 16 - Prob. 54PPCh. 16 - Prob. 55PPCh. 16 - Prob. 56PPCh. 16 - Prob. 68IPCh. 16 - Prob. 72IPCh. 16 - Prob. 73IPCh. 16 - Prob. 74IPCh. 16 - Prob. 75IPCh. 16 - Prob. 76IPCh. 16 - Prob. 77IP
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