Connect Online Access 1-Semester for Organic Chemistry
6th Edition
ISBN: 9781260475609
Author: SMITH, Janice
Publisher: Mcgraw-hill Higher Education (us)
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Chapter 2.5, Problem 14P
Without reference to a
a. 
or 
b. 
or 
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Q2: Ranking Acidity
a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly
explain the ranking. Use Table 2.2 as reference.
Ha
Нь
HC
H-N
Ha
OHe
b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is
more acidic? Explain. (Hint: use resonance structures to help)
Name the functional groups on atenolol.
H
H-N
atenolol
Ν
H-N
OH Н
Answer d, e, and f
If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1
Chapter 2 Solutions
Connect Online Access 1-Semester for Organic Chemistry
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
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