11 - 9/27/2011 What is the second product of the following...

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Unformatted text preview: 9/27/2011 What is the second product of the following reaction? ΞC-H -C-H =C-H O-H (s) CO2H N-H 4000 CΞC C=C C=O(s) What is the best structure that is consistent with a molecular formula of C4H8O2 and the following IR spectrum? CΞN 3000 2000 cm-1 1500 1000 600 1 4 What is the second product of the following reaction? ΞC-H -C-H =C-H O-H (s) CO2H N-H 4000 CΞC C=C C=O(s) What is the best structure that is consistent with a molecular formula of C4H8O2 and the following IR spectrum? CΞN 3000 2000 cm-1 1500 1000 600 no O-H no C=O 2 http://webbook.nist.gov/cgi/cbook.cgi?ID=C123911&Type=IR-SPEC&Index=3#IR-SPEC Use the curved arrow formalism to show the bond making and bond breaking in the following transformations. 1 9/27/2011 Which of the following compounds is the most acidic? Can bond energies affect acidity? Can electronegativities affect acidity? 365 kJ/mol H ethane thiol pKa = 10.6 CH CH3 H H C S H ethanol pKa = 15.9 CH CH3 459 kJ/mol H C O 3.5 H ethylamine pKa ~ 36 CH CH3 electronegativity H H C N H 3.0 H 10 7 Which of the following compounds is the most acidic? Which acid is more acidic? periodic table C N O F S Cl Se Br I H A B H C CH3 H H H + O + O H C CH3 S O H H H H H O H H O H H + H + H C CH3 CH3 H H A B S H C O 8 C Which of the following compounds is the least acidic? Can bond energies affect acidity? periodic table C N O F S Cl Se Br I A 365 kJ/mol H ethane thiol pKa = 10.6 CH3 H C H + O H H H H O H O H + CH3 H + CH3 H C B S 459 kJ/mol H ethanol pKa = 15.9 S H CH3 H C O H H + O H H H H C O 9 C 2 9/27/2011 What are the conjugate bases and what is their relative stability? Choose the order that has the following acids correctly arranged with respect to increasing acidity. pKa 4.2 A H H H O H 15 H + H + H + H H H H Zn B Zn O H H O O H H 9.9 H H N C O H Zn+2 Choose the order that has the following acids correctly arranged with respect to increasing acidity. + O N H H 16 H Using the electronegativity elements, predict which of the following acids would be more acidic. element electronegativity Zn 1.7 H 2.1 pKa = -1.74 i Zn O O H ii iii H + Zn O H Zn H +2 + H H O H H Zn N H H + H O H H H H pKa = 7.3 H + O H H N H H O O + H B. H Zn H H A. O H 14 Choose the order that has the following acids correctly arranged with respect to increasing acidity. 17 The hydration of carbon dioxide. Is water behaving as the (A) acid or (B) base in the above reaction? i H H H H O O H ii iii H O O H Zn + + H H O + H H H What is the role of zinc at the active site of carbonic anhydrase? H N Zn O H H H H H + H H N Carbonic anhydrase 15 3 9/27/2011 4 ...
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This note was uploaded on 10/05/2011 for the course CHE 321 taught by Professor Fowler/sampson during the Spring '08 term at SUNY Stony Brook.

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