Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN: 9781305960060
Author: Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher: Cengage Learning
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Chapter 15, Problem 15.37E
Using the alcohol
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A carboxylic acid reacts with water to form a carboxylate ion and H₂O*. Complete the reaction.
CH₂COOH + H₂O =
Esterication is the reaction of a carboxylic acid (RCOOH) with an alcohol (R'OH) to form an ester (RCOOR') with loss of water. Equation [1] is an example of an intermolecular esterication reaction. Equation [2] is an example of an intramolecular esterication reaction; that is, the carboxylic acid and alcohol are contained in the same starting material, forming a cyclic ester as product. The equilibrium constants for both reactions are given. Explain why Keq is different for these two apparently similar reactions.
Which of the isomeric C4H₁0O alcohols can be prepared by hydrogenation of aldehydes?
Which can be prepared by hydrogenation of ketones? Which cannot be prepared by
hydrogenation of a carbonyl compound?
Chapter 15 Solutions
Chemistry for Today: General, Organic, and Biochemistry
Ch. 15 - Prob. 15.1ECh. 15 - Prob. 15.2ECh. 15 - Prob. 15.3ECh. 15 - What carboxylic acid is present in sour milk and...Ch. 15 - Write the correct IUPAC name for each of the...Ch. 15 - Write the correct IUPAC name for each of the...Ch. 15 - Prob. 15.7ECh. 15 - Prob. 15.8ECh. 15 - Prob. 15.9ECh. 15 - Prob. 15.10E
Ch. 15 - Prob. 15.11ECh. 15 - Prob. 15.12ECh. 15 - Prob. 15.13ECh. 15 - Caproic acid, a six-carbon acid, has a solubility...Ch. 15 - Why are acetic acid, sodium acetate, and sodium...Ch. 15 - List the following compounds in order of...Ch. 15 - Prob. 15.17ECh. 15 - Prob. 15.18ECh. 15 - Prob. 15.19ECh. 15 - Prob. 15.20ECh. 15 - Write an equation to illustrate the equilibrium...Ch. 15 - Prob. 15.22ECh. 15 - Complete each of the following reactions: a. b.Ch. 15 - Prob. 15.24ECh. 15 - Write a balanced reaction for the reaction of...Ch. 15 - Prob. 15.26ECh. 15 - Give the IUPAC name for each of the following: a....Ch. 15 - Prob. 15.28ECh. 15 - Prob. 15.29ECh. 15 - Prob. 15.30ECh. 15 - Prob. 15.31ECh. 15 - Give the name of a carboxylic acid or carboxylate...Ch. 15 - Prob. 15.33ECh. 15 - Prob. 15.34ECh. 15 - Complete the following reactions: a. b. c.Ch. 15 - Prob. 15.36ECh. 15 - Using the alcohol CH3CH2OH, show three different...Ch. 15 - Prob. 15.38ECh. 15 - Prob. 15.39ECh. 15 - Prob. 15.40ECh. 15 - Prob. 15.41ECh. 15 - Prob. 15.42ECh. 15 - Prob. 15.43ECh. 15 - Prob. 15.44ECh. 15 - Give the IUPAC name for each of the following: a....Ch. 15 - Prob. 15.46ECh. 15 - Prob. 15.47ECh. 15 - Prob. 15.48ECh. 15 - Prob. 15.49ECh. 15 - Prob. 15.50ECh. 15 - Prob. 15.51ECh. 15 - Prob. 15.52ECh. 15 - Complete the following reactions: a. b.Ch. 15 - Prob. 15.54ECh. 15 - Prob. 15.55ECh. 15 - Dihydroxyacetone reacts with phosphoric acid to...Ch. 15 - Prob. 15.57ECh. 15 - Prob. 15.58ECh. 15 - Prob. 15.59ECh. 15 - Prob. 15.60ECh. 15 - How many mL of a 0.100M NaOH solution would be...Ch. 15 - Prob. 15.62ECh. 15 - Prob. 15.63ECh. 15 - Prob. 15.64ECh. 15 - Prob. 15.65ECh. 15 - Prob. 15.66ECh. 15 - Prob. 15.67ECh. 15 - Why is it safe for us to consume foods like...Ch. 15 - Prob. 15.69ECh. 15 - Prob. 15.70ECh. 15 - Prob. 15.71ECh. 15 - Prob. 15.72ECh. 15 - Identify the functional group designated by each...Ch. 15 - Prob. 15.74ECh. 15 - Fats belong to the class of organic compounds...
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- When the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardThe foul odor of rancid butter is caused by butyric acid, CH3CH2CH2CO2H. (a) Draw the Lewis structure and determine the oxidation number and hybridization for each carbon atom in the molecule. (b) The esters formed from butyric acid are pleasant-smelling compounds found in fruits and used in perfumes. Draw the Lewis structure for the ester formed from the reaction of butyric acid with 2-propanol.arrow_forward20) Reduction of a ketone with NaBH4 will result in the formation of A) a primary alcohol B) an alkene C) a secondary alcohol D) an alkane E) an aldehydearrow_forward
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- The following chemical reaction is used to synthesize a flavouring agent that has an aroma similar to bananas. H₂SO4(aq) CH3COOH(1) + CH₂(CH₂)₂OH(1) I || Identify the type of reaction that is represented by this synthesis. Select one: O hydrogenation O esterification O addition O substitution O elimination Identify the functional group and the IUPAC name for each of the three compounds in the reaction below: H₂SO4(aq) I Compound Functional Group IUPAC Name II CH₂COOH(1) + CH₂(CH₂)₂OH(1) I || III CH3COO(CH₂)₂CH₂(1) + H₂O(1) III IV ◆ → ◆ CH3COO(CH₂)₂CH₂(1) + H₂O(1) IV ||| ◆ ◆arrow_forwardThe acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?arrow_forwardName the major organic product formed when the following alkene undergoes a reaction with HI (Hydrohalogentation): Yarrow_forward
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY