
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Question
Chapter 6, Problem 6.39AP
Interpretation Introduction
Interpretation:
The explanation for the fact that compound
Concept introduction:
An atom that has four nonequivalent atoms or groups attached to it is known as the chiral atom. Chiral centers are also called as asymmetric or stereogenic centers. An atom that does not have four nonequivalent atoms or groups attached to it is known as an achiral atom.
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Identifying electron-donating and
For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the
benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene.
Molecule
Inductive Effects
NH2
○ donating
NO2
Explanation
Check
withdrawing
no inductive effects
Resonance Effects
Overall Electron-Density
○ donating
O withdrawing
O no resonance effects
O donating
O withdrawing
O donating
withdrawing
O no inductive effects
Ono resonance effects
O electron-rich
electron-deficient
O similar to benzene
O electron-rich
O electron-deficient
O similar to benzene
olo
18
Ar
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Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
Explanation
Check
Х
(Choose one)
OH
(Choose one)
OCH3
(Choose one)
OH
(Choose one)
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Assign R or S to all the chiral centers in each compound drawn below
porat
bg
9
Br
Br
Chapter 6 Solutions
Organic Chemistry
Ch. 6 - Prob. 6.1PCh. 6 - Prob. 6.2PCh. 6 - Prob. 6.3PCh. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - Prob. 6.7PCh. 6 - Prob. 6.8PCh. 6 - Prob. 6.9PCh. 6 - Prob. 6.10P
Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26APCh. 6 - Prob. 6.27APCh. 6 - Prob. 6.28APCh. 6 - Prob. 6.29APCh. 6 - Prob. 6.30APCh. 6 - Prob. 6.31APCh. 6 - Prob. 6.32APCh. 6 - Prob. 6.33APCh. 6 - Prob. 6.34APCh. 6 - Prob. 6.35APCh. 6 - Prob. 6.36APCh. 6 - Prob. 6.37APCh. 6 - Prob. 6.38APCh. 6 - Prob. 6.39APCh. 6 - Prob. 6.40APCh. 6 - Prob. 6.41APCh. 6 - Prob. 6.42APCh. 6 - Prob. 6.43APCh. 6 - Prob. 6.44APCh. 6 - Prob. 6.45APCh. 6 - Prob. 6.46APCh. 6 - Prob. 6.47APCh. 6 - Prob. 6.48APCh. 6 - Prob. 6.49APCh. 6 - Prob. 6.50APCh. 6 - Prob. 6.51APCh. 6 - Prob. 6.52APCh. 6 - Prob. 6.53APCh. 6 - Prob. 6.54AP
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- (c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forwardQ5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forward
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