Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 20, Problem 20.32AP
Interpretation Introduction
Interpretation:
The structure of the major species which is present in solution if
Concept introduction:
The acidity depends on the ease with which the acidic hydrogen is removed and the relative stability of the conjugate base that results after hydrogen is lost. The acidic nature is governed by the electronic nature of the substituent.
The electron withdrawing groups (EWG) decreases the electron density and thus; enhanced the acidic strength of a compound. On the other hand, the electron donating groups (EDG) increases the electron density and thus; decreases the acidic strength of a compound.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Rank the following in order of decreasing basicity and explain why (based on their structures).
hydroxide ion, ethoxide ion, phenoxide ion, and carboxylate ion
Show how acid derivatives hydrolyze to carboxylic acids under either acidic or basicconditions. Explain why some acid derivatives (amides, for example) require muchstronger conditions for hydrolysis than other derivatives.
An aqueous solution of a primary or secondary amine reacts with an acyl chloride to form an amide as the major product. However, if the amine is tertiary, an amide is not formed. What product is formed? Explain.
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 20.1PCh. 20 - Prob. 20.2PCh. 20 - Prob. 20.3PCh. 20 - Prob. 20.4PCh. 20 - Prob. 20.5PCh. 20 - Prob. 20.6PCh. 20 - Prob. 20.7PCh. 20 - Prob. 20.8PCh. 20 - Prob. 20.9PCh. 20 - Prob. 20.10P
Ch. 20 - Prob. 20.11PCh. 20 - Prob. 20.12PCh. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Prob. 20.16PCh. 20 - Prob. 20.17PCh. 20 - Prob. 20.18PCh. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Prob. 20.24PCh. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27APCh. 20 - Prob. 20.28APCh. 20 - Prob. 20.29APCh. 20 - Prob. 20.30APCh. 20 - Prob. 20.31APCh. 20 - Prob. 20.32APCh. 20 - Prob. 20.33APCh. 20 - Prob. 20.34APCh. 20 - Prob. 20.35APCh. 20 - Prob. 20.36APCh. 20 - Prob. 20.37APCh. 20 - Prob. 20.38APCh. 20 - Prob. 20.39APCh. 20 - Prob. 20.40APCh. 20 - Prob. 20.41APCh. 20 - Prob. 20.42APCh. 20 - Prob. 20.43APCh. 20 - Prob. 20.44APCh. 20 - Prob. 20.45APCh. 20 - Prob. 20.46APCh. 20 - Prob. 20.47APCh. 20 - Prob. 20.48APCh. 20 - Prob. 20.49APCh. 20 - Prob. 20.50APCh. 20 - Prob. 20.51APCh. 20 - Prob. 20.52APCh. 20 - Prob. 20.53APCh. 20 - Prob. 20.54APCh. 20 - Prob. 20.55APCh. 20 - Prob. 20.56APCh. 20 - Prob. 20.57APCh. 20 - Prob. 20.58APCh. 20 - Prob. 20.59APCh. 20 - Prob. 20.60AP
Knowledge Booster
Learn more about
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
- Account for the following :(i) Primary amines (R-NH2) have higher boiling point than tertiary amines (R3N).(ii) Aniline does not undergo Friedel – Crafts reaction.(iii) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.arrow_forwardPart 1. Choose the stronger acid in each pair of compounds. Part 2. Arrange the following compounds in order of increasing basicity. Part 3. Determine if the oxide is acidic or basearrow_forwardWhich compound has the higher acidity? Explain.arrow_forward
- Explain why carboxylic acids do not undergo nucleophilic acyl substitution reactions with amines.arrow_forwardExplain below ? What happens when bromine of the alpha carbon of a carboxylic acid is treated with a weak or strong base?arrow_forwardArrange the following molecules in increasing order of acidity. Base it only on their structural differences and explain how it is so. 1. HF, CH3CH2CH2OH, CH3CH2COOH 2. Ethyl amine, Ethanol, Propanearrow_forward
- which is more basic and why? pyrazole and pyridinearrow_forwardSuppose you have a mixture of these three compounds. Devise a chemical procedure based on their relative acidity or basicity to separate and isolate each in pure form.arrow_forwardThe following molecule undergoes an intramolecular reaction in the presence of pyrrolidinium acetate, the protonated form of pyrrolidine. Draw the product of this reaction, assuming that a dehydration reaction takes place.arrow_forward
- Write the structures of the following compounds:(a) Butyldiethylammonium bromide (b) Tetrabutylammonium hydroxide(c) Propylammonium iodide (d) Isopropylmethylammonium chloridearrow_forwardList the given compounds in order of increasing acidity (lowest first). Give a reason for your answer. (picture with i,ii, and iii) A chemist has been asked to make the chemical shown below. Draw and name the oneinitial organic chemical used and devise a synthesis for the chemical below. Ensure you include all reagents and conditions.arrow_forwardIf a quaternary ammonium ion can undergo an elimination reaction with a strong base, why can’t a protonated tertiary amine undergo the same reaction?arrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning