Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 24, Problem 24.18P
Show the sequence of Heck reactions by which the following conversion takes place. Note from the molecular formula given under each structural formula that this conversion corresponds to a loss of H and I from the starting material.
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2-chloropropane is a major product of the reaction of chlorine with propane under ultraviolet light. Write the mechanism for this reaction including the initiation step and the two propagation steps.
Use the following atomic weights and quantities to calculate the overall % yield of
tetraphenylcyclopentadienone. Remember that your yield must be based on the limiting
reagent, and that grams must be converted to moles. Filling out most of the chart will help. Give
only two significant digits in your answer. If after rounding the answer is a whole number, do not
include a decimal point.
C = 12, H = 1, K = 39, O = 16
benzil +
dibenzyl
ketone
potassium
+
→ tetraphenylcyclopentadienone
hydroxide
formula
formula
weight
grams
2.314
7.231
3.857
3.173
moles
Answer:
%
yield
Use the following atomic weights and quantities to calculate the overall % yield of tetraphenylcyclopentadienone. Remember that your yield must be based on the
limiting reagent, and that grams must be converted to moles. Filling out most of the chart will help. Give only two significant digits in your answer. If after rounding
the answer is a whole number, do not include a decimal point.
C = 12, H = 1, K = 39, O = 16
formula
formula weight
grams
moles
Answer:
benzil + dibenzyl ketone + potassium hydroxide
tetraphenylcyclopentadienone
4.135
8.646
1.140
% yield
6.956
Chapter 24 Solutions
Organic Chemistry
Ch. 24.3 - Prob. 24.1PCh. 24.3 - Prob. 24.2PCh. 24.4 - Prob. 24.3PCh. 24.5 - Show how the following compound can be prepared...Ch. 24.5 - Prob. 24.5PCh. 24.5 - Prob. 24.6PCh. 24.6 - Prob. 24.7PCh. 24 - Prob. 24.8PCh. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Treatment of cyclohexene with iodobenzene under...Ch. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - The aryl diene undergoes sequential Heck reactions...Ch. 24 - Heck reactions take place with alkynes as well as...Ch. 24 - Prob. 24.16PCh. 24 - The following transformation involves a series of...Ch. 24 - Show the sequence of Heck reactions by which the...Ch. 24 - Prob. 24.19PCh. 24 - Write the steps that are critical in the following...Ch. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Show how the following compound could be prepared...Ch. 24 - It is typically very difficult to do a...Ch. 24 - The compound eutypine is an antibacterial agent...Ch. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - The following transformation can be accomplished...Ch. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - E. J. Coreys 1964 total synthesis of...Ch. 24 - Prob. 24.40P
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