![Organic Chemistry - Standalone book](https://www.bartleby.com/isbn_cover_images/9780073511214/9780073511214_largeCoverImage.gif)
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 12.22, Problem 31P
Interpretation Introduction
Interpretation:
The
of the conjugate acid of pyrrole is to be estimated. Whether the conjugate acid of pyridine and conjugate acid of pyrrole, strong or weak is to be determined.
Concept introduction:
According to Brønsted theory, the stronger the base, weaker is its conjugate acid and vice versa.
Stronger the acid, lower the
value.
Expert Solution & Answer
![Check Mark](/static/check-mark.png)
Want to see the full answer?
Check out a sample textbook solution![Blurred answer](/static/blurred-answer.jpg)
Students have asked these similar questions
Using pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.
The pKa of phenol is 10.0 and the pKa of para-nitrophenol is 7.2. Given this information, one knows that
The conjugate base of para-nitrophenol must be less stable than the conjugate base of phenol
The conjugate acid of para-nitrophenol must be more stable than the conjugate base of phenol
The conjugate base of para-nitrophenol must be more stable than the conjugate base of phenol
Both acids are bases
Why are carboxylic acids more acidic than alcohols?
The increased inductive effect of the alkyl group of the carboxylic acid
resonance stabilization of the carboxylate ion (conjugate base of carboxylic
acids)
Due to hydrogen bonding
They have high pKa values
Chapter 12 Solutions
Organic Chemistry - Standalone book
Ch. 12.2 - Write structural formulas for toluene (C6H5CH3)...Ch. 12.3 - Prob. 2PCh. 12.5 - Prob. 3PCh. 12.5 - Prob. 4PCh. 12.6 - Prob. 5PCh. 12.6 - Chrysene is an aromatic hydrocarbon found in coal...Ch. 12.8 - Prob. 7PCh. 12.9 - As measured by their first-order rate constants,...Ch. 12.9 - Give the structure of the principal organic...Ch. 12.9 - Prob. 10P
Ch. 12.10 - Prob. 11PCh. 12.11 - Prob. 12PCh. 12.12 - Prob. 13PCh. 12.13 - Prob. 14PCh. 12.13 - Prob. 15PCh. 12.15 - The regioselectivity of Birch reduction of...Ch. 12.16 - Prob. 17PCh. 12.17 - Both cyclooctatetraene and styrene have the...Ch. 12.17 - Prob. 19PCh. 12.18 - Give an explanation for each of the following...Ch. 12.19 - Prob. 21PCh. 12.19 - What does a comparison of the heats of combustion...Ch. 12.20 - Prob. 23PCh. 12.20 - Prob. 24PCh. 12.20 - Prob. 25PCh. 12.20 - Prob. 26PCh. 12.20 - Prob. 27PCh. 12.20 - Prob. 28PCh. 12.21 - Prob. 29PCh. 12.21 - Prob. 30PCh. 12.22 - Prob. 31PCh. 12.22 - Prob. 32PCh. 12 - Write structural formulas and give the IUPAC names...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Acridine is a heterocyclic aromatic compound...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - Evaluate each of the following processes applied...Ch. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Anthracene undergoes a DielsAlder reaction with...Ch. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - The relative rates of reaction of ethane, toluene,...Ch. 12 - Both 1,2-dihydronaphthalene and...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - Prob. 54PCh. 12 - Prob. 55PCh. 12 - Prob. 56PCh. 12 - Each of the following reactions has been described...Ch. 12 - Prob. 58PCh. 12 - A compound was obtained from a natural product and...Ch. 12 - Prob. 60PCh. 12 - Suggest reagents suitable for carrying out each of...Ch. 12 - Prob. 62PCh. 12 - Prob. 63DSPCh. 12 - Prob. 64DSPCh. 12 - Prob. 65DSPCh. 12 - Prob. 66DSP
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
- Although p-hydroxybenzoic acid is less acidic than benzoic acid, o-hydroxybenzoic acid is slightly more acidic than benzoic acid. Explain this result.arrow_forwardAlthough p-hydroxybenzoic acid is less acidic than benzoic acid, ohydroxybenzoic acid is slightly more acidic than benzoic acid. Explainthis result.arrow_forwardProvide an explanation without using the pka values : Why is phenol stronger acid than butanoic acid?arrow_forward
- Carbonyl compounds can be protonated on the carbonyl oxygen. Protonation of the carbonyl oxygen gives a species whose positive charge is delocalized by resonance. Explain why acetic acid (ethanoic acid) is more readily protonated than acetone (propanone).arrow_forwardThe weakest of the acids below is and its pK is The strongest of the acids below is and its pK is 4.21 4.76 imidazolium ion 5.64 8.20 succinate boric acid formic acid 4.21 4.76 imidazolium ion 5.64 8.20 succinate boric acid formic acid phosphoric acid succinic acid 3.75 7.00 p-nitrophenol 9.24 acetic acid 0.18 9.25 glycinamide ammonium ion 2.15 7.24arrow_forwardThe C – H bond in acetone, (CH3)2C = O, has a pKa of 19.2. Draw two resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH2CH3 (pKa = 50).arrow_forward
- Although p-hydroxybenzoic acid is less acidic than benzoic acid, o-hydroxybenzoic acid is slightly more acidic than benzoic acid. Explain this result. OH но -COOH -соон p-hydroxybenzoic acid o-hydroxybenzoic acidarrow_forwardIs carvacrol more acidic or less acidic than phenol? Explain your answer.arrow_forwardWhy is the N-H bond of an imide especially acidic? A) The conjugate acid is stabilized by resonance. B) The conjugate base is stabilized by resonance. The conjugate base is stabilized by (c) intramolecular hydrogen bonding. The conjugate base is stabilized by electron- (D donating inductive effect.arrow_forward
- What is the conjugate acid of acetamide and its pka value?arrow_forwardPhthalic acid and isophthalic acid have protons on two carboxy groups that can be removed with base. (a) Explain why the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid. (b) Explain why the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid.arrow_forwardPhenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pka = 7.3. Draw resonance forms of the conjugate base of both and explain why 4-hydroxybenzaldehyde is more acidic. (Acidic H is underlined.) OH phenol OH -H* - H* 4-hyroxybenzaldehydearrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305580350/9781305580350_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9780618974122/9780618974122_smallCoverImage.gif)
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning