Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 2, Problem 2.28P
Which species are Lewis acids?
a.
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Which species are Lewis acids?
a. BBr3
b.CH3CH2OH
c. (CH3)3C+
d.Br−
Which species are Lewis acids?a. BBr3b. CH3CH2OHc. (CH3)3C+d. Br-
Complete and balance the given equation. Identify the acid, base, conjugate acid, and base showing the reaction of the weak acid/base with water.
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2 - a. Draw the conjugate acid of each base:...Ch. 2 - Label the acid and base, and the conjugate acid...Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Which compound in each pair is the stronger acid?...Ch. 2 - Use a calculator when necessary to answer the...Ch. 2 - Rank the conjugate bases of each of group of acids...Ch. 2 - Problem-2.10 Considers two acids: (formic acid,)...Ch. 2 - Estimate the pKa of each of the indicated bonds.
Ch. 2 - Draw the products of each reaction and determine...Ch. 2 - Prob. 2.12PCh. 2 - Without reference to a pKa table, decide which...Ch. 2 - which compound in each pair of isomers is the...Ch. 2 - Prob. 2.15PCh. 2 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2 - whichcompound in each pair is the stronger acid? a...Ch. 2 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2 - Explain the apparent paradox. HBr is a stronger...Ch. 2 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2 - Acetonitrile (CH3CN) has a pKa of 25, making it...Ch. 2 - For each pair of compounds: [1] Which indicated H...Ch. 2 - Rank the compounds in each group in order of...Ch. 2 - Which proton in each of the following drugs is...Ch. 2 - Prob. 2.25PCh. 2 - Problem 2.29
Compounds like amphetamine that...Ch. 2 - Problem 2.30 Which species are Lewis bases?
a. b....Ch. 2 - Which species are Lewis acids?
a. b. c. d.
Ch. 2 - For each reaction, label the Lewis acid and base....Ch. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - a Draw the conjugate acid of ethylene, CH2 = CH2....Ch. 2 - 2.40 Draw the products formed from the acid-base...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Prob. 2.40PCh. 2 - Draw the product of acid-base reaction. a. c. b....Ch. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 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 - Which compounds can be deprotonated by OH, so that...Ch. 2 - Draw the product of each reaction. Use the pKa...Ch. 2 - Rank the following compounds in order of...Ch. 2 - Rank the following ions in order of increasing...Ch. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - The pKa of three CH bonds is given below. a. For...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - 2.56 Draw the structure of a constitutional isomer...Ch. 2 - 2.57 Many drugs are Bronsted-Lowry acids or...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - Prob. 2.58PCh. 2 - Ethyl butanoate, CH3CH2CH2CO2CH2CH3, is one of the...Ch. 2 - Prob. 2.60PCh. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 2.62PCh. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Prob. 2.64PCh. 2 - Draw the products of each Lewis acid-base...Ch. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - Prob. 2.70PCh. 2 - 2.72 DBU, is a base we will encounter in...Ch. 2 - 2.73 Molecules like acetamide can be protonated...Ch. 2 - Two pKa values are reported for malonic acid, a...Ch. 2 - Prob. 2.74PCh. 2 - 2.76 Write a stepwise reaction sequence using...Ch. 2 - Prob. 2.76PCh. 2 - 2.78 Which compound, M or N, is the stronger acid?...
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- Hydrogen, H2S, and sodium acetate, NaCH3CO2 are mixed in water. Using Table 16.2, write a balanced equation for the acid-base reaction that could in principle, occur. Does the equilibrium lie toward the products or the reactants?arrow_forwardThe halogens form three stable, weak acids, HOX. (a) Which is the strongest of these acids? (b) Explain why the acid strength changes as the halogen atom is changed.arrow_forwardStudents are often surprised to learn that organic acids, such as acetic acid, contain OH groups. Actually, all oxyacids contain hydroxyl groups. Sulfuric acid, usually written as H2SO4, has the structural formula SO2(OH)2, where S is the central atom. Identify the acids whose structural formulas are shown below. Why do they behave as acids, while NaOH and KOH are bases? a. SO(OH)2 b. ClO2(OH) c. HPO(OH)2arrow_forward
- Which of the following conditions indicate an acidic solution? pH = 3.04 (H+| > 1.0 X IO’7 A/ pOH = 4.51 |OH-J = 3.21 X 10"12 Marrow_forwardUse Table 15.2 to decide whether the species on the left or those on the right are favored by the reaction. a NH4+CO32NH3+HCO3 b HCO3+H2SH2CO3+HS c CN+H2OHCN+OH d CN+H2CO3HCN+HCO3arrow_forwardWhich of the following acids is the STRONGEST? The acid is followed by its K, value. О НСIО2, 1.1 х 10:2 O HF, 3.5 x 104 10 О нCN, 4.9х 10° HNO2, 4.6 x 10-4 4 О нсоон, 1.8х 10arrow_forward
- In the reaction ASF3(g) + SBF5(1) --> [ASF2]*[S6F6]°(s), which is the Lewis Acid? A. ASF3 B. SbF5 C. ASF3 and [ASF2]*[SbF&]° D. SbF5 and [ASF21*[S6F6J-arrow_forwardConsider the equation:HA(aq) 1 H2O(l) N H3O1(aq) 1 A–(aq).a. If water is a better base than A–, which way will the equilibriumlie?b. If water is a better base than A–, is HA a strong or a weakacid?c. If water is a better base than A–, is the value of Ka greateror less than 1?arrow_forwardHydrogen selenide (H2Se) reacts with water according to the following equation. H2Se + H2O → SeH– + H3O+ Can you identify the acid, base, conjugate acid, and conjugate base in this reaction? Use patterns in the periodic table to explain why the substances you identified acted as the acid and the base in this reaction.arrow_forward
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