EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 13, Problem 47P

Which would require a higher temperature: decarboxylation of a β-dicarboxylic acid or decarboxylation of a β-keto acid?

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Devise electrochemical cells in which the following reactions could be made to occur. If liquid junctions are necessary, note them in the cell schematic appropriately, but neglect their effects. (a) H2OH + OH¯ (b) 2H2O2 H₂O (c) 2PbSO4 + 2H2O (d) An TMPD PыO₂+ Pb + 4H+ + 20%¯¯ An + TMPD (in acetonitrile, where An and An are anthracene and its anion radical, and TMPD and TMPD are N,N,N',N'-tetramethyl-p-phenylenediamine and its cation radical. Use anthracene potentials for DMF solutions given in Appendix C.3). (e) 2Ce3+ + 2H + BQ 2Ce4+ + H2Q (aqueous, where BQ is p-benzoquinone and H₂Q is p- hydroquinone) (f) Ag +Agl (aqueous) (g) Fe3+ + Fe(CN)6 Fe²+ + Fe(CN) (aqueous)
Consider each of the following electrode-solution interfaces, and write the equation for the elec- trode reaction that occurs first when the potential is moved in (1) a negative direction and (2) a posi- tive direction from the open-circuit potential. Next to each reaction write the approximate potential for the reaction in V vs. SCE (assuming the reaction is reversible). (a) Pt/Cu2+ (0.01 M), Cd2+ (0.01 M), H2SO4(1 M) (b) Pt/Sn2+ (0.01 M), Sn4+ (0.01 M), HCl(1 M) (c) Hg/Cd2+ (0.01 M), Zn2+ (0.01 M), HCl(1 M)
What are the major products of both of the organic reactions. Please be sure to use wedge and dash bonds to show the stereochemistry of the products if it is needed. Please include the final product as well as a digram/drawing to show the mechanism of the reaction.
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