Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 29, Problem 29.18P
Interpretation Introduction
Interpretation:
Reaction mechanism has to be proposed for the given polyphenylurea compound.
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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 29 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 29.2 - Prob. 29.1PCh. 29.5 - Prob. 29.2PCh. 29.6 - Prob. AQCh. 29.6 - Prob. BQCh. 29.6 - Prob. CQCh. 29.6 - Prob. DQCh. 29.6 - Prob. EQCh. 29.6 - Prob. FQCh. 29.6 - Prob. 29.3PCh. 29.6 - Prob. 29.4P
Ch. 29 - Prob. 29.5PCh. 29 - Prob. 29.6PCh. 29 - Prob. 29.7PCh. 29 - Prob. 29.8PCh. 29 - Prob. 29.9PCh. 29 - Prob. 29.10PCh. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Prob. 29.13PCh. 29 - Prob. 29.14PCh. 29 - Prob. 29.15PCh. 29 - Prob. 29.16PCh. 29 - Polycarbonates (Section 29.5C) are also formed by...Ch. 29 - Prob. 29.18PCh. 29 - Prob. 29.19PCh. 29 - Prob. 29.20PCh. 29 - Prob. 29.21PCh. 29 - Draw a structural formula of the polymer resulting...Ch. 29 - Prob. 29.23PCh. 29 - Prob. 29.24PCh. 29 - Prob. 29.25PCh. 29 - Select the monomer in each pair that is more...Ch. 29 - Prob. 29.27PCh. 29 - Prob. 29.28PCh. 29 - Prob. 29.29PCh. 29 - Prob. 29.30PCh. 29 - Prob. 29.31PCh. 29 - Prob. 29.32PCh. 29 - Prob. 29.33PCh. 29 - Radical polymerization of styrene gives a linear...Ch. 29 - Prob. 29.35PCh. 29 - Prob. 29.36PCh. 29 - Prob. 29.37PCh. 29 - Prob. 29.38P
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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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