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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Chapter 4, Problem 4.53AP
(a)
Interpretation Introduction
Interpretation:
The
(b)
Interpretation Introduction
Interpretation:
The reason for stronger acid of one carboxylic acid than other has to be explained.
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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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+0
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 4 Solutions
Organic Chemistry
Ch. 4.2 - For each conjugate acid-base pair, identify the...Ch. 4.2 - Write these reactions as proton-transfer...Ch. 4.2 - Following is a structural formula for guanidine,...Ch. 4.2 - Write an equation to show the proton transfer...Ch. 4.3 - For each value of Ka, calculate the corresponding...Ch. 4.4 - Predict the position of equilibrium and calculate...Ch. 4.5 - Calculate Keq for a reaction with G0 = 17.1 kJ/mol...Ch. 4.6 - Acid-Base Equilibria Many factors contribute to...Ch. 4.6 - What is the relative trend in acidity and pKa of...Ch. 4.7 - Write an equation for the reaction between each...
Ch. 4 - For each conjugate acid-base pair, identify the...Ch. 4 - Complete a net ionic equation for each...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Prob. 4.12PCh. 4 - In acetic acid, CH3COOH, the OH hydrogen is more...Ch. 4 - Which has the larger numerical value? (a) The pKa...Ch. 4 - In each pair, select the stronger acid. (a)...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - If the G for a reaction is 4.5 kcal/mol at 298 K,...Ch. 4 - Calculate the Keq for the following reactions from...Ch. 4 - Prob. 4.20PCh. 4 - Answer true or false to the following statements...Ch. 4 - In each of the following three reaction coordinate...Ch. 4 - The acid-base chemistry reaction of barium...Ch. 4 - Unless under pressure, carbonic acid (H2CO3) in...Ch. 4 - Prob. 4.25PCh. 4 - Acetic acid, CH3COOH, is a weak organic acid, pKa...Ch. 4 - Benzoic acid, C6H5COOH (pKa 4.19), is only...Ch. 4 - Prob. 4.28PCh. 4 - One way to determine the predominant species at...Ch. 4 - Will acetylene react with sodium hydride according...Ch. 4 - Prob. 4.31PCh. 4 - For each equation, label the Lewis acid and the...Ch. 4 - Complete the equation for the reaction between...Ch. 4 - Each of these reactions can be written as a Lewis...Ch. 4 - The sec-butyl cation can react as both a...Ch. 4 - Prob. 4.36APCh. 4 - Prob. 4.37APCh. 4 - Prob. 4.38APCh. 4 - Explain why the hydronium ion, H3O+, is the...Ch. 4 - What is the strongest base that can exist in...Ch. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Methyl isocyanate, CH3N=C=O, is used in the...Ch. 4 - Offer an explanation for the following...Ch. 4 - Prob. 4.46APCh. 4 - Alcohols (Chapter 10) are weak organic acids, pKa...Ch. 4 - As we shall see in Chapter 19, hydrogens on a...Ch. 4 - 2,4-Pentanedione is a considerably stronger acid...Ch. 4 - Write an equation for the acid-base reaction...Ch. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Following is a structural formula for imidazole, a...
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