Chemical Principles: The Quest for Insight
7th Edition
ISBN: 9781464183959
Author: Peter Atkins, Loretta Jones, Leroy Laverman
Publisher: W. H. Freeman
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Chapter 11, Problem 11.38E
Interpretation Introduction
Interpretation:
The difference in
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Provide an explanation without using the pka values :
Why is phenol stronger acid than butanoic acid?
11.27: Tell which is the stronger base and why?
Aniline or p-cyanoaniline
b) aniline or diphenylamine
WH₂
|ال
11.30: Place the following substances, which have nearly identical
formula weights, in order of increasing boiling point?
1-aminobutane, 1-butanol, methyl propyl ether, pentane
Two pKa values are reported for malonic acid, a compound with two COOH groups. Explain why one pKa is lower and one pKa is higher than the pKa of acetic acid (CH3COOH, pKa = 4.8).
Chapter 11 Solutions
Chemical Principles: The Quest for Insight
Ch. 11 - Prob. 11A.1ASTCh. 11 - Prob. 11A.1BSTCh. 11 - Prob. 11A.2ASTCh. 11 - Prob. 11A.2BSTCh. 11 - Prob. 11A.3ASTCh. 11 - Prob. 11A.3BSTCh. 11 - Prob. 11A.4ASTCh. 11 - Prob. 11A.4BSTCh. 11 - Prob. 11A.5ASTCh. 11 - Prob. 11A.5BST
Ch. 11 - Prob. 11A.6ASTCh. 11 - Prob. 11A.6BSTCh. 11 - Prob. 11A.1ECh. 11 - Prob. 11A.2ECh. 11 - Prob. 11A.3ECh. 11 - Prob. 11A.4ECh. 11 - Prob. 11A.5ECh. 11 - Prob. 11A.6ECh. 11 - Prob. 11A.7ECh. 11 - Prob. 11A.8ECh. 11 - Prob. 11A.9ECh. 11 - Prob. 11A.10ECh. 11 - Prob. 11A.11ECh. 11 - Prob. 11A.12ECh. 11 - Prob. 11A.13ECh. 11 - Prob. 11A.14ECh. 11 - Prob. 11A.15ECh. 11 - Prob. 11A.16ECh. 11 - Prob. 11A.17ECh. 11 - Prob. 11A.18ECh. 11 - Prob. 11A.19ECh. 11 - Prob. 11A.20ECh. 11 - Prob. 11A.21ECh. 11 - Prob. 11A.22ECh. 11 - Prob. 11A.23ECh. 11 - Prob. 11A.24ECh. 11 - Prob. 11A.25ECh. 11 - Prob. 11A.26ECh. 11 - Prob. 11A.27ECh. 11 - Prob. 11A.28ECh. 11 - Prob. 11B.1ASTCh. 11 - Prob. 11B.1BSTCh. 11 - Prob. 11B.1ECh. 11 - Prob. 11B.3ECh. 11 - Prob. 11B.4ECh. 11 - Prob. 11B.5ECh. 11 - Prob. 11B.6ECh. 11 - Prob. 11B.7ECh. 11 - Prob. 11B.8ECh. 11 - Prob. 11C.1ASTCh. 11 - Prob. 11C.1BSTCh. 11 - Prob. 11C.1ECh. 11 - Prob. 11C.2ECh. 11 - Prob. 11C.3ECh. 11 - Prob. 11C.4ECh. 11 - Prob. 11C.5ECh. 11 - Prob. 11C.6ECh. 11 - Prob. 11C.7ECh. 11 - Prob. 11C.8ECh. 11 - Prob. 11C.9ECh. 11 - Prob. 11C.10ECh. 11 - Prob. 11C.11ECh. 11 - Prob. 11C.12ECh. 11 - Prob. 11C.13ECh. 11 - Prob. 11C.14ECh. 11 - Prob. 11D.1ASTCh. 11 - Prob. 11D.1BSTCh. 11 - Prob. 11D.2ASTCh. 11 - Prob. 11D.2BSTCh. 11 - Prob. 11D.3ASTCh. 11 - Prob. 11D.3BSTCh. 11 - Prob. 11D.1ECh. 11 - Prob. 11D.2ECh. 11 - Prob. 11D.3ECh. 11 - Prob. 11D.4ECh. 11 - Prob. 11D.5ECh. 11 - Prob. 11D.6ECh. 11 - Prob. 11D.7ECh. 11 - Prob. 11D.8ECh. 11 - Prob. 11D.9ECh. 11 - Prob. 11D.10ECh. 11 - Prob. 11D.11ECh. 11 - Prob. 11D.12ECh. 11 - Prob. 11D.13ECh. 11 - Prob. 11D.14ECh. 11 - Prob. 11D.15ECh. 11 - Prob. 11D.16ECh. 11 - Prob. 11D.17ECh. 11 - Prob. 11D.18ECh. 11 - Prob. 11D.19ECh. 11 - Prob. 11D.20ECh. 11 - Prob. 11D.21ECh. 11 - Prob. 11D.22ECh. 11 - Prob. 11D.23ECh. 11 - Prob. 11D.24ECh. 11 - Prob. 11D.25ECh. 11 - Prob. 11D.26ECh. 11 - Prob. 11D.27ECh. 11 - Prob. 11D.28ECh. 11 - Prob. 11D.29ECh. 11 - Prob. 11D.30ECh. 11 - Prob. 11D.31ECh. 11 - Prob. 11D.32ECh. 11 - Prob. 11D.33ECh. 11 - Prob. 11D.34ECh. 11 - Prob. 11D.35ECh. 11 - Prob. 11D.36ECh. 11 - Prob. 11E.1ASTCh. 11 - Prob. 11E.1BSTCh. 11 - Prob. 11E.2ASTCh. 11 - Prob. 11E.2BSTCh. 11 - Prob. 11E.1ECh. 11 - Prob. 11E.3ECh. 11 - Prob. 11E.4ECh. 11 - Prob. 11E.5ECh. 11 - Prob. 11E.7ECh. 11 - Prob. 11E.8ECh. 11 - Prob. 11E.9ECh. 11 - Prob. 11E.10ECh. 11 - Prob. 11E.11ECh. 11 - Prob. 11E.12ECh. 11 - Prob. 11E.13ECh. 11 - Prob. 11E.14ECh. 11 - Prob. 11E.15ECh. 11 - Prob. 11E.16ECh. 11 - Prob. 11E.17ECh. 11 - Prob. 11E.18ECh. 11 - Prob. 11E.19ECh. 11 - Prob. 11E.20ECh. 11 - Prob. 11E.21ECh. 11 - Prob. 11E.22ECh. 11 - Prob. 11E.23ECh. 11 - Prob. 11E.24ECh. 11 - Prob. 11E.25ECh. 11 - Prob. 11E.26ECh. 11 - Prob. 11E.27ECh. 11 - Prob. 11E.28ECh. 11 - Prob. 11.1ECh. 11 - Prob. 11.2ECh. 11 - Prob. 11.3ECh. 11 - Prob. 11.4ECh. 11 - Prob. 11.5ECh. 11 - Prob. 11.6ECh. 11 - Prob. 11.7ECh. 11 - Prob. 11.8ECh. 11 - Prob. 11.9ECh. 11 - Prob. 11.10ECh. 11 - Prob. 11.11ECh. 11 - Prob. 11.12ECh. 11 - Prob. 11.13ECh. 11 - Prob. 11.14ECh. 11 - Prob. 11.15ECh. 11 - Prob. 11.16ECh. 11 - Prob. 11.17ECh. 11 - Prob. 11.18ECh. 11 - Prob. 11.19ECh. 11 - Prob. 11.20ECh. 11 - Prob. 11.21ECh. 11 - Prob. 11.23ECh. 11 - Prob. 11.24ECh. 11 - Prob. 11.25ECh. 11 - Prob. 11.26ECh. 11 - Prob. 11.27ECh. 11 - Prob. 11.28ECh. 11 - Prob. 11.29ECh. 11 - Prob. 11.30ECh. 11 - Prob. 11.31ECh. 11 - Prob. 11.32ECh. 11 - Prob. 11.33ECh. 11 - Prob. 11.34ECh. 11 - Prob. 11.35ECh. 11 - Prob. 11.36ECh. 11 - Prob. 11.37ECh. 11 - Prob. 11.38ECh. 11 - Prob. 11.41ECh. 11 - Prob. 11.42ECh. 11 - Prob. 11.43ECh. 11 - Prob. 11.44ECh. 11 - Prob. 11.45ECh. 11 - Prob. 11.47ECh. 11 - Prob. 11.49ECh. 11 - Prob. 11.50ECh. 11 - Prob. 11.51ECh. 11 - Prob. 11.52ECh. 11 - Prob. 11.53ECh. 11 - Prob. 11.54ECh. 11 - Prob. 11.55ECh. 11 - Prob. 11.56ECh. 11 - Prob. 11.57E
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- The pKa of phenol is 10.0 and the pKa of para-nitrophenol is 7.2. Given this information, one knows that The conjugate base of para-nitrophenol must be less stable than the conjugate base of phenol The conjugate acid of para-nitrophenol must be more stable than the conjugate base of phenol The conjugate base of para-nitrophenol must be more stable than the conjugate base of phenol Both acids are basesarrow_forward4-Methylphenol is more acidic than ethanol (pKa 10.36 vs 16.0) , even though both contain an OH group and a methyl group. Draw the structures of the anions formed from loss of the alcoholic protons from both compounds. Use resonance to explain the difference in their respective acidities.arrow_forwardMany multi-step organic reaction mechanisms involve proton transfer steps. For example, the first step of Fischer esterification of carboxylic acids(as shown with acedic acid) is activation of the acid by protonation. Based on your understanding of which reaction pathway is more favorable, explain why using chemical structures.arrow_forward
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- Aspirin is the common name for the compound acetylsalicylic acid, widely used as a fever reducer and as a pain killer. Salicylic acid, whose name comes from Salix, the willow family of plants, was derived from willow bark extracts. In folk medicine, willow bark teas were used as headache remedies and other tonics. Nowadays, salicylic acid is administered in the form of aspirin which is less irritating to the stomach than salicylic acid. To prepare aspirin, salicylic acid is reacted with an excess of acetic anhydride. A small amount of a strong acid is used as a catalyst which speeds up the reaction. In this experiment, phosphoric acid will be used as the catalyst. The excess acetic acid will be quenched with the addition of water. The aspirin product is not very soluble in water so the aspirin product will precipitate when water is added. The synthesis reaction of aspirin is shown below: Actic anhydride 5 ml. Acetic acid Salicylic acid 28 Acetylsalicylie acid Procedure 1) Mix salicylic…arrow_forwardCarboxylic acids are acidic enough to dissolve in both 10% NaOH and NaHCO3. Phenols, ArOH, are weak acids and most phenols will not dissolve in 10% NaHCO3. How would you separate a mixture of a carboxylic acid (RCOOH), an amine (RNH2), a phenol (ArOH) and a hydrocarbon (RH) using chemically active extraction? Draw a flow chart to illustrate your separation. Show each species in the aqueous and organic layers.arrow_forward4) Multistriatin, one of the pheremones of the elm bark beetle, is a volatile compound released by a virgin female beetle when she has found a good food source - an elm tree. Male beetles, which carry the Dutch elm disease fungus, are attracted by the pheromone; the tree becomes infected with the fungus and soon dies. Multistriatin is used to trap the beetles, but the amount in beetles is so miniscule that the compound must be synthesized. The following synthesis of multistriatin uses only chemistry that we have seen in Chem 348. HO. НО Br type O type. H type H H CH3 H HO HO type O H CH3 "Η OH type H hint: anhydrous cond CH3 H = H type type HO CH3 H H type CH 3 H Multistriatin Multistriatinarrow_forward
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