Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 12.8, Problem 21P
Interpretation Introduction
Interpretation:
The products of the given reaction should be determined.
Concept Introduction:
Nucleophilic acyl substitution:
The carbonyl group of a
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8. Draw all the resonance forms for each of the fling molecules or ions, and indicate the major
contributor in each case, or if they are equivalent (45)
(2)
-PH2
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Also calculate the amount of starting materials chlorobenzaldehyde and p-chloroacetophenone
required to prepare 400 mg of the given chalcone product 1, 3-bis(4-chlorophenyl)prop-2-en-1-one
molar mass ok 1,3-bis(4-Chlorophenyl) prop-2-en-1-one = 277.1591m01
number of moles= 0.400/277.15 = 0.00144 moles
2 x 0.00 144=0.00288 moves
arams of acetophenone = 0.00144 X 120.16 = 0.1739
0.1739x2=0.3469
grams of benzaldehyde = 0.00144X106.12=0.1539
0.1539x2 = 0.3069
Starting materials:
0.3469 Ox acetophenone,
0.3069 of benzaldehyde
3
1.
Answer the questions about the following reaction:
(a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this
reaction. Be sure to include any relevant stereochemistry in the product structure.
+
SK
F
Br
+
(b) In which solvent would this reaction proceed the fastest (Circle one)
Methanol
Acetone
(c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the
one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you
observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest
other products that are formed? Draw them in the box provided.
Chapter 12 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 12.1 - Prob. 1PCh. 12.1 - Name the following compounds:Ch. 12.1 - Prob. 3PCh. 12.1 - Prob. 4PCh. 12.2 - Prob. 5PCh. 12.4 - Draw the structure for each of the following: a....Ch. 12.4 - Prob. 7PCh. 12.5 - What products are formed when the following...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Prob. 12PCh. 12.5 - Write the mechanism for the reaction of acetyl...Ch. 12.5 - Prob. 14PCh. 12.6 - Prob. 16PCh. 12.7 - Prob. 17PCh. 12.7 - Prob. 18PCh. 12.7 - Prob. 19PCh. 12.8 - Prob. 20PCh. 12.8 - Prob. 21PCh. 12.8 - Prob. 22PCh. 12.9 - Which of the following are a. hemiacetals? b....Ch. 12.9 - Prob. 24PCh. 12.9 - Prob. 25PCh. 12.10 - Prob. 26PCh. 12.11 - Prob. 27PCh. 12 - Draw the structure for each of the following: a....Ch. 12 - Prob. 29PCh. 12 - List the following compounds in order from most...Ch. 12 - Show the reagents required to form the primary...Ch. 12 - Fill in the boxes:Ch. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Prob. 38PCh. 12 - Prob. 39PCh. 12 - Show two ways the following compound could be...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - Prob. 51PCh. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 53P
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