Organic Chemistry As a Second Language: Second Semester Topics
4th Edition
ISBN: 9781119110651
Author: David R. Klein
Publisher: WILEY
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Chapter 10.1, Problem 10.2P
Interpretation Introduction
Interpretation:
Major product has to be predicted for the given reaction.
Concept Introduction:
Diels-Alder reaction is the 4+2 addition reaction. In other words it is the reaction between a diene and a dienophile. Here a total of six pi bonds are involved resulting in formation of one pi bond and two single bonds. Diels-Alder reaction occurs via a single concerted step and not by involvement of ions. If a monosubstituted ethylene is used, the product obtained contains a stereocenter. This can be represented as,
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Understanding how substituents activate
Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
Explanation
HN
NH2
Check
X
(Choose one)
(Choose one)
(Choose one)
(Choose one)
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Identifying electron-donating and electron-withdrawing effects on benzene
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.
Inductive Effects
Resonance Effects
Overall Electron-Density
Molecule
CF3
O donating
O donating
O withdrawing
O withdrawing
O no inductive effects
O no resonance effects
electron-rich
electron-deficient
O similar to benzene
CH3
O donating
O withdrawing
O no inductive effects
O donating
O withdrawing
Ono resonance effects
O electron-rich
O electron-deficient
O similar to benzene
Explanation
Check
Х
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* Hint: Think back to Chem 1 solubility rules.
Follow Up Questions for Part B
12. What impact do the following disturbances to a system at equilibrium have on k, the rate constant
for the forward reaction? Explain. (4 pts)
a) Changing the concentration of a reactant or product. (2 pts)
b) Changing the temperature of an exothermic reaction. (2 pts)
of
Chapter 10 Solutions
Organic Chemistry As a Second Language: Second Semester Topics
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