Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 20, Problem 20.34SP
Given the structure of ascorbic acid (vitamin C):
- a. Is ascorbic acid a carboxylic acid?
- b. Compare the acid strength of ascorbic acid (pKa = 4.71) with acetic acid.
- c. Predict which proton in ascorbic acid is the most acidic.
- d. Draw the form of ascorbic acid that is present in the body (aqueous solution, pH = 7.4).
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Chapter 20 Solutions
Organic Chemistry (9th Edition)
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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- Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bond-making steps. I I I I Mg. :O: Br. :O: Select to Add Arrows :O: CO2 THE H Mg 0: Br Please select a drawing or reagent from the question areaarrow_forwardIf an amino acid is in a acidic solution, which form does the carboxyl group take? a. —CO2– b. —CO2H+ c. —CO2– d. —CO2Harrow_forwardCan someone help answer these questions please? Thank you in advance.arrow_forward
- Which set of answers is organized in orderfrom highest to lowest priority?A. –CH2NH2 > –CN > –COOH > –NH2B. –COOH > –CN > –CH2NH2 > –NH2C. –NH2 > –CN > –CH2NH2 > –COOHD. –NH2 > –COOH > –CN > –CH2NH2E. –CN > –NH2 > –CH2NH2 > –COOHarrow_forwardDraw the following reactions and label it properly 1. stearic acid reaction with water chemical equation 2. Reaction with NaOH with benzoic acid 3. Reaction with NaOH with acetic acid 4. Reaction with NaOH with stearic acid 5. Reaction with sodium carbonate with acetic acidarrow_forwardWhich of the following molecules is the most acidic? A. 3-chloroacetic acid B. 2-chloroacetic acid C. trichloroacetic acid D. trifluoroacetic acid E. triliodoacetic acidarrow_forward
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