EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Textbook Question
Chapter 20.10, Problem 20.14P
A
- a. Draw the resonance forms of a carboxylic acid that is protonated on the hydroxy oxygen atom.
- b. Compare the resonance forms with those given previously for an acid protonated on the carbonyl oxygen atom.
- c. Explain why the carbonyl oxygen atom of a carboxylic acid is more basic than the hydroxyl oxygen.
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Chapter 20 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 20.2C - Prob. 20.1PCh. 20.2C - Name the following carboxylic acids (when...Ch. 20.4B - Rank the compounds in each set in order of...Ch. 20.5 - Prob. 20.4PCh. 20.5 - Phenols are less acidic than carboxylic acids,...Ch. 20.5 - Prob. 20.6PCh. 20.7A - Prob. 20.7PCh. 20.7B - Prob. 20.8PCh. 20.7D - Draw all four resonance forms of the fragment at...Ch. 20.7D - a. Why do most long-chain fatty acids show a large...
Ch. 20.10 - Prob. 20.13PCh. 20.10 - A carboxylic acid has two oxygen atoms, each with...Ch. 20.10 - Prob. 20.15PCh. 20.10 - The mechanism of the Fischer esterification was...Ch. 20.10 - Prob. 20.17PCh. 20.12 - Show how to synthesize the following compounds,...Ch. 20.13 - Show how you would synthesize the following...Ch. 20.14 - Prob. 20.20PCh. 20.14 - Prob. 20.21PCh. 20.15 - Propose a mechanism for the reaction of benzoic...Ch. 20.15 - Prob. 20.23PCh. 20.15 - Prob. 20.24PCh. 20 - Prob. 20.25SPCh. 20 - Give both IUPAC names and common names for the...Ch. 20 - Draw the structures of the following compounds. a....Ch. 20 - Prob. 20.28SPCh. 20 - Arrange each group of compounds in order of...Ch. 20 - Predict the products (if any) of the following...Ch. 20 - Rank the following isomers in order of increasing...Ch. 20 - Prob. 20.32SPCh. 20 - What do the following pKa values tell you about...Ch. 20 - Given the structure of ascorbic acid (vitamin C):...Ch. 20 - Prob. 20.35SPCh. 20 - Show how you would accomplish the following...Ch. 20 - Predict the products and propose mechanisms for...Ch. 20 - Prob. 20.38SPCh. 20 - Prob. 20.39SPCh. 20 - Prob. 20.40SPCh. 20 - Prob. 20.44SPCh. 20 - Prob. 20.45SPCh. 20 - Predict the major form of each compound when it is...
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- What will happen if you add a base to a carboxylic acid? The acidic proton of the carboxylic acid will be donated to the base. Any of the protons of the carboxylic acid will be donated to the base. The base will donate an acidic proton to the carboxylic acid The base will donate any of its protons to the carboxylic acidarrow_forwardWhich of the following compounds is not a heterocyclic amine? a. pyridine O b. imidazole O c. purine O d. aniline Which of the following correctly describes a nitrile? a. All of the statements are correct. O b. Low molecular weight nitriles are soluble in water. c. It is highly polar. O d. Carbon and nitrogen is both sp-hybridized resulting in linear shape. O e. It is a basic molecule.arrow_forwardWhich of the following is the strongest acid? a. propane b. cyclopropane c. propene d. propyne a O b O darrow_forward
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