Question 1. Predict the dominant reaction mechanisms and product distributions for the reactions below. Both nucleophilic substitution and elimination reactions may take place. Strong Base? Good nucleophile? Substituents? Solvent? Br Liver Br Strong Base? Good nucleophile? Substituents? Solvent? ...OH K OCH₂CH3 Ethanol HSCH₂CH3 NaHCO /Ethanol HCI Mechanism? Mechanism?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 21CTQ
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Question 1. Predict the dominant reaction mechanisms and product distributions for the
reactions below. Both nucleophilic substitution and elimination reactions may take
place.
Strong Base?
Good nucleophile?
Substituents?
Solvent?
Liver
Br
Strong Base?
Good nucleophile?
Substituents?
Solvent?
Strong Base?
Good nucleophile?
Substituents?
Solvent?
OH
Strong Base?
Solvent?
Br
...OH
Good nucleophile?
Substituents?
Strong Base?
Solvent?
Substituents?
Good nucleophile?
Strong Base?
Solvent?
Substituents?
HSCH₂CH3
NaHCO3/Ethanol
Good nucleophile?
K OCH₂CH3
Ethanol
Question 2. Predict the dominant reaction mechanisms and product distributions for the
reactions below. Think about the steric size as well as the strength of the base.
HCI
H₂PO4
A
@e
Na OEt
EIOH
Mechanism?
Na OC(CH3)3
(CH3)3COH
Mechanism?
Mechanism?
Mechanism?
Mechanism?
Mechanism?
Transcribed Image Text:Question 1. Predict the dominant reaction mechanisms and product distributions for the reactions below. Both nucleophilic substitution and elimination reactions may take place. Strong Base? Good nucleophile? Substituents? Solvent? Liver Br Strong Base? Good nucleophile? Substituents? Solvent? Strong Base? Good nucleophile? Substituents? Solvent? OH Strong Base? Solvent? Br ...OH Good nucleophile? Substituents? Strong Base? Solvent? Substituents? Good nucleophile? Strong Base? Solvent? Substituents? HSCH₂CH3 NaHCO3/Ethanol Good nucleophile? K OCH₂CH3 Ethanol Question 2. Predict the dominant reaction mechanisms and product distributions for the reactions below. Think about the steric size as well as the strength of the base. HCI H₂PO4 A @e Na OEt EIOH Mechanism? Na OC(CH3)3 (CH3)3COH Mechanism? Mechanism? Mechanism? Mechanism? Mechanism?
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