OWLV2 FOR MOORE/STANITSKI'S CHEMISTRY:
5th Edition
ISBN: 9781285460369
Author: STANITSKI
Publisher: Cengage Learning
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Question
Chapter 18, Problem 5QRT
Interpretation Introduction
Interpretation:
Type of radioactive decay that is expected to happen if the isotope has less number of neutrons compared to that of protons has to be explained.
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(racemic)
19.84 Using your reaction roadmaps as a guide, show how to convert 2-oxepanone and ethanol
into 1-cyclopentenecarbaldehyde. You must use 2-oxepanone as the source of all carbon
atoms in the target molecule. Show all reagents and all molecules synthesized along
the way.
&
+ EtOH
H
2-Oxepanone
1-Cyclopentenecarbaldehyde
R₂
R₁
R₁
a
R
Rg
Nu
R₂
Rg
R₁
R
R₁₂
R3
R
R
Nu enolate forming
R₁ R
B-Alkylated carbonyl
species or amines
Cyclic B-Ketoester
R₁₁
HOB
R
R₁B
R
R₁₂
B-Hydroxy carbonyl
R
diester
R2 R3
R₁
RB
OR
R₂ 0
aB-Unsaturated carbonyl
NaOR
Aldol
HOR
reaction
1) LDA
2) R-X
3) H₂O/H₂O
ketone,
aldehyde
1) 2°-amine
2) acid chloride
3) H₂O'/H₂O
0
O
R₁
R₁
R
R₁
R₁₂
Alkylated a-carbon
R₁
H.C
R₁
H.C
Alkylated methyl ketone
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ester
B-Ketoester
ester
R₁
HO
R₂ R
B-Dicarbonyl
HO
Alkylated carboxylic acid
malonic ester
Write the reagents required to bring about each reaction next to the arrows shown.
Next, record any regiochemistry or stereochemistry considerations relevant to the
reaction. You should also record any key aspects of the mechanism, such as forma-
tion of an important intermediate, as a helpful reminder. You may want to keep
track of all reactions that make carbon-carbon bonds, because these help you build
large molecules from smaller fragments. This especially applies to the reactions in…
Provide the reasonable steps to achieve the following synthesis.
Chapter 18 Solutions
OWLV2 FOR MOORE/STANITSKI'S CHEMISTRY:
Ch. 18.2 - Prob. 18.1PSPCh. 18.2 - Prob. 18.1ECh. 18.2 - Prob. 18.2PSPCh. 18.2 - Prob. 18.2ECh. 18.3 - Prob. 18.3PSPCh. 18.3 - Prob. 18.3ECh. 18.3 - Prob. 18.4CECh. 18.4 - Prob. 18.4PSPCh. 18.4 - Prob. 18.5ECh. 18.4 - Prob. 18.5PSP
Ch. 18.4 - Prob. 18.6PSPCh. 18.4 - Prob. 18.7PSPCh. 18.4 - Prob. 18.6ECh. 18.4 - Prob. 18.7CECh. 18.5 - Prob. 18.8ECh. 18.5 - Prob. 18.9CECh. 18.6 - Prob. 18.10ECh. 18.6 - Prob. 18.11ECh. 18.7 - Prob. 18.12ECh. 18.8 - Prob. 18.13ECh. 18.8 - Prob. 18.14ECh. 18.9 - Prob. 18.15ECh. 18 - Prob. 1SPCh. 18 - Prob. 2SPCh. 18 - Prob. 3SPCh. 18 - Prob. 4SPCh. 18 - Prob. 5SPCh. 18 - Prob. 1QRTCh. 18 - Prob. 2QRTCh. 18 - Prob. 3QRTCh. 18 - Prob. 4QRTCh. 18 - Prob. 5QRTCh. 18 - Prob. 6QRTCh. 18 - Prob. 7QRTCh. 18 - Prob. 8QRTCh. 18 - Prob. 9QRTCh. 18 - Complete the table.Ch. 18 - Prob. 11QRTCh. 18 - Prob. 12QRTCh. 18 - Prob. 13QRTCh. 18 - Prob. 14QRTCh. 18 - Prob. 15QRTCh. 18 - Prob. 16QRTCh. 18 - Prob. 17QRTCh. 18 - Prob. 18QRTCh. 18 - Prob. 19QRTCh. 18 - Prob. 20QRTCh. 18 - Prob. 21QRTCh. 18 - Prob. 22QRTCh. 18 - Prob. 23QRTCh. 18 - Prob. 24QRTCh. 18 - Prob. 25QRTCh. 18 - Prob. 26QRTCh. 18 - Prob. 27QRTCh. 18 - Prob. 28QRTCh. 18 - Prob. 29QRTCh. 18 - Prob. 30QRTCh. 18 - Prob. 31QRTCh. 18 - Prob. 32QRTCh. 18 - Prob. 33QRTCh. 18 - Prob. 34QRTCh. 18 - Prob. 35QRTCh. 18 - Prob. 36QRTCh. 18 - Prob. 37QRTCh. 18 - Prob. 38QRTCh. 18 - Prob. 39QRTCh. 18 - Prob. 40QRTCh. 18 - Prob. 41QRTCh. 18 - Prob. 42QRTCh. 18 - Prob. 43QRTCh. 18 - Prob. 44QRTCh. 18 - Prob. 45QRTCh. 18 - Prob. 46QRTCh. 18 - Prob. 47QRTCh. 18 - Prob. 48QRTCh. 18 - Prob. 49QRTCh. 18 - Prob. 50QRTCh. 18 - Prob. 51QRTCh. 18 - Prob. 52QRTCh. 18 - Prob. 53QRTCh. 18 - Prob. 54QRTCh. 18 - Prob. 55QRTCh. 18 - Prob. 56QRTCh. 18 - Prob. 57QRTCh. 18 - Prob. 58QRTCh. 18 - Prob. 59QRTCh. 18 - Prob. 60QRTCh. 18 - Prob. 61QRTCh. 18 - Prob. 62QRTCh. 18 - Prob. 63QRTCh. 18 - Prob. 64QRTCh. 18 - Prob. 65QRTCh. 18 - Prob. 66QRTCh. 18 - Prob. 67QRTCh. 18 - Prob. 68QRTCh. 18 - Prob. 69QRTCh. 18 - Prob. 70QRTCh. 18 - Prob. 71QRTCh. 18 - Prob. 72QRTCh. 18 - Prob. 73QRTCh. 18 - Prob. 74QRTCh. 18 - Prob. 75QRTCh. 18 - Prob. 76QRTCh. 18 - Prob. 77QRTCh. 18 - Prob. 78QRTCh. 18 - Prob. 79QRTCh. 18 - Prob. 80QRTCh. 18 - Prob. 81QRTCh. 18 - Prob. 82QRTCh. 18 - Prob. 83QRTCh. 18 - Prob. 84QRTCh. 18 - Prob. 85QRTCh. 18 - Prob. 86QRTCh. 18 - Prob. 87QRTCh. 18 - Prob. 88QRTCh. 18 - Prob. 89QRTCh. 18 - Prob. 91QRTCh. 18 - Prob. 92QRTCh. 18 - Prob. 93QRTCh. 18 - Prob. 94QRTCh. 18 - Prob. 95QRTCh. 18 - Prob. 96QRTCh. 18 - Prob. 18.ACPCh. 18 - Prob. 18.BCPCh. 18 - Prob. 18.CCPCh. 18 - Prob. 18.DCPCh. 18 - Prob. 18.ECP
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