Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 18, Problem 18.50P
Interpretation Introduction
Interpretation:
The formation of
Concept Introduction:
Fisher esterification is a
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Carboxylic acids can also react with amides to give polyamides (polymers). The same is true with esters and alcohols. Read on lactomer and how it is used for stitches that can dissolve overtime. Why do lactomer stitches dissolve within 2 to 3 weeks following surgery? Refer to the photo below.
Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second
molecule of alcohol gives an acetal and a molecule of water.
ROH, H+
OH
OR
Aldehyde/ketone
Alcohol
ROH, H+
Draw the structural formulas for the hemiacetal and the acetal formed between the following compounds:
OH
OH
OR
OR
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
+ H₂O
Kinetics and thermodynamics
H+ catatylzes the esterification reaction of alcohols with carboxylic acids. Describe at least two ways the addition of H+ can increase the rate of the reaction. based on the image
Chapter 18 Solutions
Introduction to General, Organic and Biochemistry
Ch. 18.2 - Prob. 18.1PCh. 18.5 - Prob. 18.2PCh. 18.5 - Prob. 18.3PCh. 18 - 18-4 Answer true or false. (a) The functional...Ch. 18 - Prob. 18.5PCh. 18 - 18-6 Name and draw structural formulas for the...Ch. 18 - 18-7 Write the IUPAC name for each carboxylic...Ch. 18 - 18-8 Write the IUPAC name for each carboxylic...Ch. 18 - Prob. 18.9PCh. 18 - Prob. 18.10P
Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - 18-14 Answer true or false. (a) Carboxylic acids...Ch. 18 - 18-15 Draw a structural formula for the dimer...Ch. 18 - 18-16 Propanedioic (malonic) acid forms an...Ch. 18 - 18-17 Hexanoic (caproic) acid has a solubility in...Ch. 18 - 18-18 Propanoic acid and methyl acetate are...Ch. 18 - 18-19 The following compounds have approximately...Ch. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - 18-23 Characterize the structural features...Ch. 18 - Prob. 18.24PCh. 18 - Prob. 18.25PCh. 18 - 18-26 Answer true or false. (a) Carboxylic acids...Ch. 18 - Prob. 18.27PCh. 18 - 18-28 Arrange these compounds in order of...Ch. 18 - 18-29 Complete the equations for these acid—base...Ch. 18 - 18-30 Complete the equations for these acid-base...Ch. 18 - 18-31 Formic acid is one of the components...Ch. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - 18-38 Which is the stronger base: CH3CH2NH2 or...Ch. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - 18-41 Complete these examples of Fischer...Ch. 18 - Prob. 18.42PCh. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - 18-46 Procaine (its hydrochloride salt is marketed...Ch. 18 - 18-47 Methylparaben and propylparaben are used as...Ch. 18 - 18-48 4-Aminobenzoic acid is prepared from benzoic...Ch. 18 - Prob. 18.49PCh. 18 - Prob. 18.50PCh. 18 - Prob. 18.51PCh. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - Prob. 18.55P
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- Q: What ester results in the following reflux? pentanoic acid CH₂CH₂OH OH R' R-OH Q: What alcohol and acid must we use to make the following ester? O O H+ OH H+ benzyl isobutanoate H₂Oarrow_forward18-48 4-Aminobenzoic acid is prepared from benzoic acid by the following two steps. Show reagents and experimental conditions to bring about each step.arrow_forward16-28 Following is the structural formula of metformin, the hydrochloride salt of which is marketed as the antidiabetic medication Glucophage. Metformin was introduced into clinical practice in the United States in 1995 for the treatment of type 2 diabetes. More than 25 million prescriptions for this drug were written in 2000, making it the most commonly prescribed brand-name diabetes medication in the nation. NH NH H3(\ 3 N N Nh2ch3 h Metformin Complete the Lewis structure for metformin, showing all valence electrons. Which nitrogen is the most likely site of protonation? Draw the structural formula of Glucophage.arrow_forward
- Select 4 esters from the list below. We are not making Isobutyl formate (Raspberries You have to know what alcohol and acid you need to make your product. Esters Fragance Amyl acetate Bananas Isoamyl acetate Pears 1-Octyl acetate Oranges Ethyl butyrate Pineapples Amyl butyrate Apricots Methyl salicylate Wintergree Alcohol 1-Pentanol Carboxylic Acid or Acid Anhydride Acetic acid Available chemicals: Alcohols Carboxylic Acids Acid Anhydrides Mehanol Formic Acid Acetic Anhydride Ethanol Acetic Acid Butyric Anhydride 1-Pentanol Butyric Acid 3-Methyl-1-butanol Salicyluc Acid 1-Octanolarrow_forwardWrite the chemical equation for a pentanoate ion acting as base when it reacts with hydrochloric acid (HCI). Which is formula of this rule of reaction?arrow_forwardEsterication 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.arrow_forward
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