Problem 2.1P: a. Which compounds are Bronsted-Lowry acids: HBr,NH3,CCl4? b. Which compounds are Bronsted-Lowry... Problem 2.2P: a. Draw the conjugate acid of each base: NH3,Cl,(CH3)2C=O. b. Draw the conjugate base of each acid:... Problem 2.3P: Label the acid and base, and the conjugate acid and base in the following reactions. Use curved... Problem 2.4P: Draw the products of each proton transfer reaction. Problem 2.5P: Draw the products formed from the acid-base reaction of HCI with each compound. a.CH3OH b.CH3CH22O... Problem 2.6P: Which compound in each pair is the stronger acid? a. CH3CH2CH3 or CH3CH2OHb. or pKa=50pKa=16... Problem 2.7P: Use a calculator when necessary to answer the following questions. a.What is the pKa for each Ka:... Problem 2.8P: Rank the conjugate bases of each of group of acids in order of increasing basicity. a NH3,H2O, CH4.... Problem 2.9P: Problem-2.10 Considers two acids: (formic acid,) and pivalic acid
. (a) Which acid has the larger ?... Problem 2.10P: Estimate the pKa of each of the indicated bonds. Problem 2.11P: Draw the products of each reaction and determine the direction of equilibrium. Problem 2.12P Problem 2.13P: Without reference to a pKa table, decide which compound in each pair is the stronger acid. a. NH3 or... Problem 2.14P: which compound in each pair of isomers is the stronger acid? Problem 2.15P Problem 2.16P: Which hydrogen in pseudoephedrine, the nasal decongestant in the commercial medication Sudafed, is... Problem 2.17P: whichcompound in each pair is the stronger acid? a ClCH2COOH or FCH2COOH b ClCHCH2COOH or... Problem 2.18P: Glycolic acid, HOCH2CO2H, is the simplest member of a group of compounds called - hydroxy acids... Problem 2.19P: Explain the apparent paradox. HBr is a stronger acid than HCl, but HOCl is a stronger acid than... Problem 2.20P: The CH bond in acetone, (CH3)2C=O, has a pKa of 19.2. Draw two resonance structures for its... Problem 2.21P: Acetonitrile (CH3CN) has a pKa of 25, making it more acidic than many other compounds having only... Problem 2.22P: For each pair of compounds: [1] Which indicated H is more acidic? [2] Draw the conjugate base of... Problem 2.23P: Rank the compounds in each group in order of increasing acidity. a. CH3CH2CH3, CH3CH2OH, CH3CH2NH2... Problem 2.24P: Which proton in each of the following drugs is most acidic? THC is the active component in... Problem 2.25P Problem 2.26P: Problem 2.29
Compounds like amphetamine that contain nitrogen atoms are protonated by the in the... Problem 2.27P: Problem 2.30 Which species are Lewis bases?
a. b. c. d.
Problem 2.28P: Which species are Lewis acids?
a. b. c. d.
Problem 2.29P: For each reaction, label the Lewis acid and base. Use curved arrow notation to show themovement of... Problem 2.30P Problem 2.31P Problem 2.32P Problem 2.33P: 2.36 Propranolol is an antihypertensive agent—that is, it lowers blood pressure. (a)
Which proton... Problem 2.34P: 2.37 Amphetamine is a powerful stimulant of the central nervous system. (a) Which
proton in... Problem 2.35P Problem 2.36P Problem 2.37P: a Draw the conjugate acid of ethylene, CH2 = CH2. b Draw the conjugate base of ethylene. Problem 2.38P: 2.40 Draw the products formed from the acid-base reaction of H2SO4 with each
compound.
a. b. c.... Problem 2.39P: Draw the products formed from the acid-base reaction of KOH with each compound. a. b. c. d. Problem 2.40P Problem 2.41P: Draw the product of acid-base reaction. a. c. b. d. Problem 2.42P Problem 2.43P Problem 2.44P: What is Ka for each compound? Use a calculator when necessary. a. H2SpKa=7.0 b. ClCH2COOHpKa=2.8 c.... Problem 2.45P: What is the pKa for each compound? a. b. c. Problem 2.46P: Which of the following bases are strong enough to deprotonate CH3CH2CH2CCH(pKa=25), so that... Problem 2.47P: Which compounds can be deprotonated by OH, so that equilibrium favors the products? Refer to the pKa... Problem 2.48P: Draw the product of each reaction. Use the pKa table in Appendix A to decide if the equilibrium... Problem 2.49P: Rank the following compounds in order of increasing acidity. a. NH3, H2O, HFe. CH3OH, CH3NH2, CH3CH3... Problem 2.50P: Rank the following ions in order of increasing basicity. a. CH3CH2,CH3O,CH3NHc. CH3COO-, CH3CH2O-,... Problem 2.51P Problem 2.52P Problem 2.53P: The pKa of three CH bonds is given below. a. For each compound, draw the conjugate base, including... Problem 2.54P: a. What is the conjugate acid of A? b. What is the conjugate base of A? Problem 2.55P: 2.56 Draw the structure of a constitutional isomer of compound that fits each
description.
An... Problem 2.56P: 2.57 Many drugs are Bronsted-Lowry acids or bases.
a. What is the most acidic proton in the... Problem 2.57P: Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH) are isomers, but has (CH3OCH3) a pKa of 40 and... Problem 2.58P Problem 2.59P: Ethyl butanoate, CH3CH2CH2CO2CH2CH3, is one of the many organic compounds isolated from mangoes.... Problem 2.60P Problem 2.61P: 2.61 Label the three most acidic hydrogen atoms in lactic acid. and
rank them in order of deceasing... Problem 2.62P Problem 2.63P: 2.64 Classify each species as a Lewis acid, a Bronsted-Lowry acid, both, or neither.
a. b. C. d.... Problem 2.64P Problem 2.65P: Draw the products of each Lewis acid-base reaction. Label the electrophile and nucleophile. a.c.e.... Problem 2.66P Problem 2.67P Problem 2.68P: 2.70 Hydroxide can react as a Brønsted-Lowry base (and remove a proton), or a
Lewis base (and... Problem 2.69P: 2.71 Answer the following questions about esmolol, a drug used to treat high blood pressure sold... Problem 2.70P Problem 2.71P: 2.72 DBU, is a base we will encounter in elimination
reaction in chapter 8, Which N atom is more... Problem 2.72P: 2.73 Molecules like acetamide can be protonated on either their or atoms
when treated with a... Problem 2.73P: Two pKa values are reported for malonic acid, a compound with two COOH groups. Explain why one pKa... Problem 2.74P Problem 2.75P: 2.76 Write a stepwise reaction sequence using proton transfer reactions to show how the
following... Problem 2.76P Problem 2.77P: 2.78 Which compound, M or N, is the stronger acid? Explain your choice.
M N
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