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09-22 - Choose the order that has the following compounds...

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Unformatted text preview: 9/22/2010 Choose the order that has the following compounds correctly arranged with respect to increasing acidity. Choose the order that has the following compounds correctly arranged with respect to increasing acidity. pKa 4.21 pKa 4.21 H + O O O 15 9.9 15 9.9 H + O H + Why Communicating Science Matters: A conversation between Alan Alda and Brian Greene review review session for Exam I this Friday at 4:30 pm in Javits 100 Thursday, September 23, 2010 4:00pm to 5:00pm Staller Center Auditorium- Free and open to the public Which of the following species is the weakest base? pKa table pKa table basicity pKa -7 -1.74 16 H A Cl H H H O O D H + Cl H+ H O pKa -7 H Cl H H + Cl H+ H O O H H B H E H H -1.74 16 H H O H C H H+ O F 5 acidity O H H+ 6 1 9/22/2010 Which is the acid in the following reaction? A H Cl + acid pKa table Which is the conjugate base in the following reaction? A H Cl + acid H O base B H H H O C H+ Cl D H O base B H H H O C H+ Cl D conjugate base basicity conjugate acid basicity pKa -7 -1.74 16 H Cl H H H acidity pKa H + Cl H+ H O O H H -7 -1.74 16 H Cl H H + Cl H+ H O O H H O H H H O H O H H+ 7 acidity O H H+ 8 Does H-Cl spontaneously react with water? Which of the following hydrogens is more acidic? O O H H Cl + O H H stronger acid stronger base H O H+ Cl basicity weaker acid weaker base pKa = 16 pKa = 36 pKa -7 -1.74 16 H Cl H H H acidity O O H + Cl H+ H O O H H A B pKa = 9 O O O H pKa ≈ 20 O H H+ O 9 O What is the major product of the following reaction? Which compound is the major product of the following reaction? O O A O O or O O O O B 2 9/22/2010 Which compound is the major product of the following reaction? Does acetic acid spontaneously react with water? O CH3 C O H + O H+ CH3 C O H O H H H O stronger acid O O A O or O O O weaker acid B pKa -1.74 H H O H H+ H O H O C = Ac 14 4.76 AcOH H + AcO CH3 Which of the following acid base reactions is written correctly? A. I and II. C. only I B. only II. D. neither I or II. Which of the following acid base reactions is written correctly? A. I and II. C. only I B. only II. D. neither I or II. I H H C C + O H H C C H + O H I H H C C + O H H C C H + O H pKa = 16 pKa = 25 H H C C H + N H 15 pKa = 16 pKa = 25 H H C C H + N H 16 II H H C C +H N H II H H C C +H N H pKa = 38 pKa = 25 pKa = 38 pKa = 25 How does the equilibrium constant, Ka, relate to thermodynamics? ∆G° = -RTln Ka Is H⊕ + A1 How does the equilibrium constant, Ka, relate to thermodynamics? ∆G° = -RTln Ka Choose the correct statement A. H─A1 is a weak acid. B. H─A1 is a strong acid. C. H─A1 and H─A2 are strong acids. strong acids unstable D. H─A1 and H─A2 are weak acids. H + A1 ∆G° = -RTln Ka more or less stable than H⊕ + A2 ? H + A1 ∆G° = -RTln Ka G° G° H─A1 H─A2 G° G° ∆G° = -RTln Ka H + A2 Reaction 17 stable H─A1 H─A2 ∆G° = -RTln Ka H + A2 Reaction 18 3 9/22/2010 Use the curved arrow formalism to show the bond making and bond breaking in the following reaction. weak acid O O H + CH3 C O Which species behave as acids in the following equilibrium? acetic acid CH3 C O H H + O H H H O pKa = 4.76 pKa = -1.74 H O H H H O H + strong acid hydrochloric + H Cl acid Cl pKa = -7 pKa = -1.74 H + A1 ∆G° = -RTln Ka ∆G ° A. 1 and 3 B. 1 and 4 and and C. 1, 2, 3 and 4 D. 1, 3 and 4 1, 1, E. 4 F. none none of these H─A1 H─A2 ∆G° = -RTln Ka H + A2 Reaction Reaction 19 20 Which of the following reactions produce the compounds on the right as the major products? 1 Can we estimate relative pKas from a knowledge of bonding? H─A1 H + A1 H + A2 -1.74 4.2 H─A2 2 11 16 pKas H + A1 3 19 34 ∆G ° H─A1 H─A2 ∆G° = -RTln Ka ∆G° = -RTln Ka H + A2 A. 1 and 3 B. 1 and 2 C. 1 only D. 1, 2 and 3 E. 2 only and and only 1, only F. none of these none Reaction Reaction 22 4 ...
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