ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 7, Problem 98IP
Interpretation Introduction
Interpretation:
Reagents for the given transformation must be provided along with a Retrosynthetic analysis.
Concept introduction:
Double inversion means retention of configuration. Thus, two consecutive SN2 reactions lead to retention of configuration.
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Students have asked these similar questions
Choose the most likely regiochemical outcome for the reactants and conditions shown below:
1. BH;THF
2. NaOH, H,O2
Markovnikov with rearrangement
C anti-Markovnikov with rearrangement
C anti-Markovnikov
C None of the choices are correct.
C Markovnikov
Choose reagents from the following list which will lead to an effective synthesis as shown below. List the letters for each reagent, in
the correct order, with no spaces or commas between them (for example, BD represents a two-step synthesis that begins with reagent
B and concludes with reagent D).
A) Br2, CCl4
B) NaNH2 (1 equiv.)
C) excess NaNH2, followed by H₂O
D) CH 31
E) CH3CH₂I
F) CH3CH₂CH₂Br
G) H₂SO4
H) Na, NH3 (liq.)
I) H₂, Pt
J) H₂, Lindlar's catalyst
K) HBr
L) HBr, ROOR
M) O3, followed by DMS
N) O3, followed by H₂O
Hint
First extend the carbon chain to the correct length.
Br
Terreic acid, shown below, is a naturally occurring antibiotic metabolite of
the fungus Aspergillus terreus. Terreic acid hinders bacterial growth by covalently binding
to (and thereby deactivating) the biosynthetic enzyme MurA, which is responsible for
synthesizing the bacterial cell wall. In aqueous environments, terreic acid tautomerizes to a
more stable enol form.
Draw the two most stable enol tautomers of terric acid.
Circle the tautomer above that you would expect to predominate inside a cellular
environment.
Chapter 7 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
Ch. 7.2 - Prob. 1CCCh. 7.3 - Prob. 2CCCh. 7.3 - Prob. 1LTSCh. 7.3 - Prob. 3PTSCh. 7.3 - Prob. 4ATSCh. 7.3 - Prob. 2LTSCh. 7.3 - Prob. 5PTSCh. 7.3 - Prob. 6ATSCh. 7.3 - Prob. 7CCCh. 7.4 - Prob. 8CC
Ch. 7.5 - Prob. 9CCCh. 7.6 - Prob. 10CCCh. 7.6 - Prob. 11CCCh. 7.7 - Prob. 12PTSCh. 7.7 - Prob. 13PTSCh. 7.7 - Prob. 14ATSCh. 7.7 - Prob. 4LTSCh. 7.7 - Prob. 16ATSCh. 7.7 - Prob. 17CCCh. 7.7 - Prob. 18CCCh. 7.7 - Prob. 5LTSCh. 7.7 - Prob. 19PTSCh. 7.7 - Prob. 20ATSCh. 7.8 - Prob. 21PTSCh. 7.8 - Prob. 22ATSCh. 7.8 - Prob. 23CCCh. 7.8 - Prob. 24CCCh. 7.8 - Prob. 25CCCh. 7.8 - Prob. 26CCCh. 7.8 - Prob. 27CCCh. 7.9 - Prob. 7LTSCh. 7.9 - Prob. 29ATSCh. 7.9 - Prob. 30ATSCh. 7.9 - Prob. 31ATSCh. 7.10 - Prob. 32CCCh. 7.10 - Prob. 33CCCh. 7.10 - Prob. 34CCCh. 7.11 - Prob. 8LTSCh. 7.11 - Prob. 35PTSCh. 7.11 - Prob. 36PTSCh. 7.11 - Prob. 37ATSCh. 7.11 - Prob. 9LTSCh. 7.11 - Prob. 40PTSCh. 7.11 - Prob. 41ATSCh. 7.12 - Prob. 42CCCh. 7.12 - Prob. 43CCCh. 7.12 - Prob. 44CCCh. 7.12 - Prob. 45CCCh. 7.12 - Prob. 46CCCh. 7 - Prob. 47PPCh. 7 - Prob. 48PPCh. 7 - Prob. 49PPCh. 7 - Prob. 50PPCh. 7 - Prob. 51PPCh. 7 - Prob. 52PPCh. 7 - Prob. 53PPCh. 7 - Prob. 54PPCh. 7 - Prob. 55PPCh. 7 - Prob. 56PPCh. 7 - Prob. 57PPCh. 7 - Prob. 58PPCh. 7 - Prob. 59PPCh. 7 - Prob. 60PPCh. 7 - Prob. 61PPCh. 7 - Prob. 64PPCh. 7 - Indicate whether you would use NaOEt or tBuOK to...Ch. 7 - Prob. 68PPCh. 7 - Draw a plausible mechanism for each of the...Ch. 7 - Prob. 70PPCh. 7 - Prob. 71PPCh. 7 - Prob. 72PPCh. 7 - Prob. 73PPCh. 7 - Prob. 74PPCh. 7 - Prob. 77PPCh. 7 - Prob. 78PPCh. 7 - Prob. 81ASPCh. 7 - Prob. 87ASPCh. 7 - Prob. 90ASPCh. 7 - Prob. 91IPCh. 7 - Prob. 92IPCh. 7 - Prob. 93IPCh. 7 - Prob. 94IPCh. 7 - Prob. 95IPCh. 7 - Prob. 96IPCh. 7 - Prob. 97IPCh. 7 - Prob. 98IPCh. 7 - Prob. 99IPCh. 7 - Prob. 100IPCh. 7 - Prob. 101IPCh. 7 - Prob. 102IPCh. 7 - Prob. 103IPCh. 7 - Prob. 105IPCh. 7 - Prob. 106IPCh. 7 - Prob. 107IPCh. 7 - Prob. 109IPCh. 7 - Prob. 110CPCh. 7 - Prob. 112CPCh. 7 - Prob. 114CP
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