Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 22.6, Problem 22.17P
Show the products of the reactions of these
- a. pentanoic acid
- b. phenylacetic acid
- c. succinic acid
- d. oxalic acid
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Identify the reaction type.
a. acid base
b. dehydration
c. hydration
d. amide synthesis
e. hydrolysis (in base)
f. esterification
g. hydrolysis (in acid)
Upon completion of a chemical reaction, you find you have a mixture of benzoic acid and ethyl benzoate. Propose a procedure to separate the ethyl benzoate from the mixture. You should look up the structures of benzoic acid and ethyl benzoate.
Chapter 22 Solutions
Organic Chemistry (9th Edition)
Ch. 22.2A - Prob. 22.2PCh. 22.4 - Without looking back, propose a mechanism for the...Ch. 22.4 - Prob. 22.8PCh. 22.4 - Prob. 22.9PCh. 22.5A - Prob. 22.10PCh. 22.5A - Prob. 22.11PCh. 22.5B - Prob. 22.12PCh. 22.5B - Predict the products of the following reactions....Ch. 22.5B - Which compounds will give positive iodoform tests?...Ch. 22.5C - Propose a mechanism for the acid-catalyzed...
Ch. 22.5C - Acid-catalyzed halogenation is synthetically...Ch. 22.6 - Show the products of the reactions of these...Ch. 22.7A - Prob. 22.18PCh. 22.7A - Prob. 22.19PCh. 22.7A - Prob. 22.20PCh. 22.7B - Prob. 22.21PCh. 22.8 - Prob. 22.22PCh. 22.8 - Prob. 22.24PCh. 22.9 - Prob. 22.25PCh. 22.9 - Prob. 22.26PCh. 22.9 - Prob. 22.27PCh. 22.9 - Prob. 22.28PCh. 22.9 - Prob. 22.29PCh. 22.10 - When cyclodecane-1,6-dione is treated with sodium...Ch. 22.11 - Prob. 22.32PCh. 22.11 - Prob. 22.33PCh. 22.12 - Prob. 22.34PCh. 22.12 - Prob. 22.35PCh. 22.12 - Prob. 22.36PCh. 22.12 - Prob. 22.37PCh. 22.12 - Show what esters would undergo Claisen...Ch. 22.13 - Prob. 22.39PCh. 22.13 - Prob. 22.40PCh. 22.14 - Prob. 22.41PCh. 22.14 - Prob. 22.42PCh. 22.14 - Show how crossed Claisen condensations could be...Ch. 22.14 - Prob. 22.44PCh. 22.14 - Prob. 22.45PCh. 22.15 - Prob. 22.46PCh. 22.16 - Prob. 22.47PCh. 22.16 - Prob. 22.48PCh. 22.17 - Prob. 22.49PCh. 22.17 - Prob. 22.50PCh. 22.17 - Prob. 22.51PCh. 22.18 - Prob. 22.52PCh. 22.18 - Prob. 22.53PCh. 22.18 - Prob. 22.54PCh. 22.18 - Prob. 22.55PCh. 22.18 - Prob. 22.56PCh. 22.19 - Prob. 22.57PCh. 22.19 - Prob. 22.58PCh. 22.19 - Prob. 22.59PCh. 22 - Prob. 22.60SPCh. 22 - 1. Rank the following compounds in order of...Ch. 22 - Prob. 22.62SPCh. 22 - Prob. 22.63SPCh. 22 - Prob. 22.64SPCh. 22 - Pentane-2,4-dione (acetylacetone) exists as a...Ch. 22 - a. Rank these compounds in order of increasing...Ch. 22 - Prob. 22.67SPCh. 22 - Prob. 22.68SPCh. 22 - 22-69 Predict the products of the following...Ch. 22 - Predict the products of these reaction sequences.Ch. 22 - Show how you would accomplish the following...Ch. 22 - Prob. 22.72SPCh. 22 - Prob. 22.73SPCh. 22 - Prob. 22.74SPCh. 22 - The Knoevenagel condensation is a special case of...Ch. 22 - Prob. 22.76SPCh. 22 - Propose mechanisms for the following reactions.Ch. 22 - Prob. 22.78SPCh. 22 - Show how you would accomplish the following...Ch. 22 - Prob. 22.80SPCh. 22 - Propose a mechanism for the following reaction....Ch. 22 - Prob. 22.83SPCh. 22 - Prob. 22.84SPCh. 22 - Prob. 22.85SP
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- In biochemical reactions, decarboxylation of carboxylic acids typically takes place for-keto carboxylic acids. Justify a rational why nature opted for-keto carboxylic acid decarboxylation. Among the following types of biochemical reactions, ester hydrolysis, rearrangement reactions, water elimination reactions, and anhydride hydrolyses, which one is the most favorable one. Rank the above reactions types in the order of being the most to least favorable reactionarrow_forwardWhy are carbonyl compounds considered weakly acidic? Would you expect carbonyl compounds to be more acidic than alkanes? Explain.arrow_forwardThe esterification reaction of 1 mL each of 1-propanol and propanoic acid is catalyzed with 2-3 drops of sulfuric acid, which is then placed in a test tube in a hot-water bath. After 15 or more minutes, ice water was added. Propyl propanoate is formed. Write the complete equation for the reaction and describe the odor or 1-propanol, propanoic acid, and propyl propanoate.arrow_forward
- which among the organic liquids best match compound d based on its reaction to the various reagents? ethanol acetic acid benzaldehyde acetone ethyl acetatearrow_forwardWhich carboxylic acid has salts that are used to inhibit yeast and mold growth in the following? a. Ketchup and syrup b. Sauerkraut c. Pie filling d. Baked productsarrow_forward17-34 Explain why liquid aldehydes are often stored under an atmosphere of nitrogen rather than in air.arrow_forward
- 7 What type of structural feature do the anhydrides of phosphoric acid have in common with carboxylic acids?arrow_forward17-35 Suppose that you take a bottle of benzaldehyde (a liquid, bp 179°C) from a shelf and find a white solid in the bottom of the bottle. The solid turns litmus red; that is, it is acidic. Yet aldehydes are neutral compounds. How can you explain these observations?arrow_forwardWhat is the characteristic reaction of carboxylic acid derivatives? oxidation electrophilic addition nucleophilic elimination nucleophilic acyl substitutionarrow_forward
- The purity of the aspirin sample is tested with iron (III) chloride. A purple color resulting from iron (III) chloride test indicates the aspirin sample contains some unreacted salicylic acid and the carboxylic acid group in salicylic acid gives a purple color. the structure of aspirin itself contains a phenolic -OH group. O the aspirin sample contains some unreacted salicylic acid and the phenolic -OH group in salicylic acid gives a purple color. the aspirin sample contains some unreacted salicylic acid and the ring structure in salicylic acid gives a purple color.arrow_forwardHow will you purify benzoic acid that is contaminated with methyl orange? Give the step-by-step procedure and include the materials and chemicals required.arrow_forwardI. Complete the table. Classification of Carboxylic Acids and its derivatives No. Common Name Structure IUPAC Name 1. CH3CH2CH2COONA COOH(CH2)SCOOH 3. CH3CH2CH2CH2CH2COOH 4. C6HSCOOCOC6H5 5. CICOCH2CH2CH2CH2OH 6. CH3(CH2)7CONH2 7. CH3(CH2)3CH2COOCH2(CH2).CH3 CH3CH2OCOCH2CH2CH2CH2CH2CH2 8. CH3 9. CH3CH2CH2CH2CH2CH2CH2CH2COCI 10. H2NCOCH2CH2CH2CH3 2.arrow_forward
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