Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 8, Problem 37P
Explain how the following changes would affect the rate of the substitution reaction of 1-bromobutane with methoxide ion in DMF.
a. The concentration of both the
b. The solvent is changed to ethanol.
c. The nucleophile is changed to ethanol.
d. The alkyl halide is changed to 1-chlorobutane.
e. The alkyl halide is changed to 2-bromobutane.
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How will the rate of the reaction between bromomethane and hydroxide ion be affected if the following changes in concentration are made?
a. The concentration of the alkyl halide is not changed and the concentration of the nucleophile is tripled.
b. The concentration of the alkyl halide is cut in half and the concentration of the nucleophile is not changed.
c. The concentration of the alkyl halide is cut in half and the concentration of the nucleophile is doubled.
QUESTION 7
Identify the best nucleophile in a substitution reaction at a primary carbon.
a.
H2O
b.
(CH3)3CO-
c.
CH3CH2O-
d.
HO-
In the acid catalyzed halogenation of ketones, what is the rate determining
step?
A. The first step: protonation of the ketone.
B. The very last step in the mechanism, namely, loss of a hydrogen ion
to form the product.
C. Loss of a proton from the alpha-carbon of the protonated ketone to
form an enol intermediate.
D. Attachment of a halogen molecule to the enol intermediate.
Chapter 8 Solutions
Essential Organic Chemistry, Global Edition
Ch. 8.1 - Prob. 2PCh. 8.1 - Does increasing the energy barrier for an SN2...Ch. 8.1 - Arrange the following alkyl bromides in order from...Ch. 8.2 - Prob. 7PCh. 8.2 - Which reaction in each of the following pairs...Ch. 8.2 - Prob. 9PCh. 8.2 - Prob. 11PCh. 8.3 - Draw the substitution products that will be formed...Ch. 8.4 - Arrange the following alkyl halides in order from...Ch. 8.5 - Prob. 14P
Ch. 8.5 - Which of the following reactions will go faster if...Ch. 8.6 - After a proton is removed from the OH group, which...Ch. 8.6 - Draw the product of each of the following...Ch. 8.9 - Prob. 20PCh. 8.9 - Prob. 21PCh. 8.11 - Why do the SN1/E1 reactions of tertiary alkyl...Ch. 8.11 - Prob. 23PCh. 8.11 - Prob. 24PCh. 8.12 - Prob. 25PCh. 8.12 - Prob. 26PCh. 8.12 - Prob. 27PCh. 8.12 - a In which solvent would tert-butyl bromide...Ch. 8.13 - What would be the best way to prepare the...Ch. 8 - Methoxychlor is an insecticide that was intended...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Explain how the following changes would affect the...Ch. 8 - Prob. 38PCh. 8 - Draw the major product obtained when each of the...Ch. 8 - Which alkyl halide in Problem 39 can undergo an El...Ch. 8 - Prob. 42PCh. 8 - Prob. 43PCh. 8 - Prob. 44PCh. 8 - Prob. 45PCh. 8 - Starting with bromocyclohexane, how could the...Ch. 8 - Prob. 48PCh. 8 - Fill in the blanks in the following chemical...Ch. 8 - For each of the following alkyl halides, indicate...Ch. 8 - Prob. 51PCh. 8 - a. Explain why 1-bromo-2,2-dimethylpropane has...Ch. 8 - An ether can be prepared by an SN2 reaction of an...Ch. 8 - Give two sets of reactants (each set including an...Ch. 8 - Show how the following compounds could be...Ch. 8 - Prob. 56PCh. 8 - Prob. 57PCh. 8 - Draw the structures of the products obtained from...Ch. 8 - cis-4-Bromocyclohexanol and...Ch. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - In which solventethanol or diethyl etherwould the...Ch. 8 - The pKa of acetic acid in water is 4.76. What...
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