Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 2, Problem 66P
Interpretation Introduction
Interpretation: The more basic nitrogen in Bupivacaine is to be identified.
Concept introduction: Bupivacaine is an anesthetic that blocks the nerve impulses.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Bupivacaine (trade name Marcaine) is a quick-acting anesthetic oftenused during labor and delivery. Which nitrogen atom in bupivacaine ismore basic? Explain your reasoning.
18.64 The following two
compounds each exhibit two
heteroatoms (one nitrogen
atom and one oxygen atom).
:0
Compound A
-N
Compound B
O
In compound A, the lone pair on the nitrogen atom is more
likely to function as a base. However, in compound B, the lone
pair on the oxygen atom is more likely to function as a base.
Explain this difference.
Is Diphenylamine acid or base ?
Chapter 2 Solutions
Organic Chemistry (6th Edition)
Ch. 2.1 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2.2 - a. Draw the conjugate acid of each base:...Ch. 2.2 - Label each statement as True or False.
a. is the...Ch. 2.2 - Decide which compound is the acid and which is the...Ch. 2.2 - Draw the products formed from the acid-base...Ch. 2.3 - Which compound in each pair is the stronger acid?...Ch. 2.3 - Use a calculator when necessary to answer the...Ch. 2.3 - Rank the conjugate bases of each of group of acids...Ch. 2.3 - Problem-2.10 Considers two acids: (formic acid,)...Ch. 2.3 - Prob. 11P
Ch. 2.4 - Draw the products of each reaction and determine...Ch. 2.4 - Prob. 13PCh. 2.5 - Without reference to a pKa table, decide which...Ch. 2.5 - Rank the labeled H atoms in the following compound...Ch. 2.5 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2.5 - Which compound in each pair is the stronger acid?...Ch. 2.5 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2.5 - Explain the apparent paradox. HBr is a stronger...Ch. 2.5 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2.5 - Prob. 23PCh. 2.5 - For each pair of compounds: [1] Which indicated H...Ch. 2.5 - Rank the compounds in each group in order of...Ch. 2.5 - Prob. 26PCh. 2.5 - Prob. 27PCh. 2.6 - Prob. 28PCh. 2.7 - Problem 2.29
Compounds like amphetamine that...Ch. 2.8 - Problem 2.30 Which species are Lewis bases?
a. b....Ch. 2.8 - Which species are Lewis acids?
a. b. c. d.
Ch. 2.8 - For each reaction, label the Lewis acid and base....Ch. 2.8 - Prob. 33PCh. 2.8 - Prob. 34PCh. 2.8 - Label the Lewis acid and base. Use curved arrow...Ch. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - 2.38 What is the conjugate acid of each base?
a....Ch. 2 - 2.39 What is the conjugate base of each acid?
a....Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Prob. 43PCh. 2 - What is Ka for each compound? Use a calculator...Ch. 2 - What is the pKa for each compound? a. b. c.Ch. 2 - Which of the following bases are strong enough to...Ch. 2 - Draw the products of each reaction. Use the pKa...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - 2.59 Atenolol is a (beta) blocker, a drug used to...Ch. 2 - 2.60 Use the principles in Section 2.5 to label...Ch. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 66PCh. 2 - 2.63 Classify each compound as a Lewis base, a...Ch. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Label the Lewis acid and Lewis base in each...Ch. 2 - 2.66 Draw the products of each Lewis acid-base...Ch. 2 - Prob. 71PCh. 2 - 2.68 Answer the following questions about the four...Ch. 2 - Prob. 73PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - Prob. 76PCh. 2 - Prob. 77PCh. 2 - Prob. 82P
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
- Explain why m-nitroaniline is a stronger base than p-nitroaniline.arrow_forwardRank the labeled nitrogen atoms in each compound in order of increasing basicity. Histamine causes the runny nose and watery eyes associated with allergies, and trazodone is a drug used as a sedative and antidepressant.arrow_forwarddoes phenazopyridine acid or base?arrow_forward
- Draw each molecule given its name and the following information. (a) Nitroglycerin, also known as 1,2,3-trinitroxypropane, the active ingredient in dynamite and a medication administered to people having a heart attack, (Hint: The nitroxy group is the conjugate base of nitric acid.)arrow_forwardCaftaric acid is found in grapes, wine, and raisins. Rank the labeledprotons in caftaric acid in order of increasing acidity.arrow_forwardDraw the structures of aspirin, caffeine, and acetaminophen. Give the hybridization of each carbon atom and state which is acidic, weakly acidic, and basic. Identify the sites on each compound that make each acidic, weakly acidic, and basic.arrow_forward
- Histamine, whose release in the body triggers nasal secretions and constricted airways, has three nitrogen atoms. List them in order of increasing basicity and explain your ordering.arrow_forward2. Tubulysin D is a potent cytotoxic compound that interferes with mitosis. Identify the following structural features of Tubulysin D: a) Place a box around any amide(s). b) Place a triangle around any aromatic ring(s). c) Place a circle around any carboxylic acid(s).arrow_forward2）Rank the following in order of basicity and explain your choices.arrow_forward
- Write an equation for the acid-base equilibrium of:(a) Pyrrolidine and water (b) Pyridine and waterarrow_forwardArrange the following molecules in increasing order of acidity. Base it only on their structural differences and explain how it is so. 1. Butanoic acid, Propionic acid, Propylamine, Butanearrow_forwardWhy is the water solubility of a carboxylate salt greater than that of its parent carboxylic acid? A) A carboxylate salt is an ionic compound which is soluble in water. B) A carboxylate salt is less polar than its parent carboxylic acid. C) A carboxylate salt has a lower boiling point than its parent carboxylic acid. D) A carboxylate salt is more readily reduced to an aldehyde than its parent carboxylic acid.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher: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