{"id":623,"date":"2017-04-26T15:21:08","date_gmt":"2017-04-26T15:21:08","guid":{"rendered":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/?page_id=623"},"modified":"2017-12-08T16:01:06","modified_gmt":"2017-12-08T16:01:06","slug":"chem-223","status":"publish","type":"page","link":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/chem-223\/","title":{"rendered":"Chem 223"},"content":{"rendered":"<p align=\"CENTER\"><strong>Advanced Organic Reactions<\/strong><\/p>\n<p align=\"CENTER\">Chemistry 223<\/p>\n<p align=\"CENTER\">C. J. Rizzo<\/p>\n<p align=\"CENTER\">SC 7662<\/p>\n<p align=\"CENTER\">322-6100<\/p>\n<p align=\"CENTER\">email: <a href=\"mailto:c.j.rizzo@vanderbilt.edu\">c.j.rizzo@vanderbilt.edu<\/a><\/p>\n<p><strong>Prerequisite:<\/strong> Chem 220 a and b (Organic Chemistry) and<br \/>\npreferably Chem 220c or an equivalent course.<\/p>\n<p><b>Texts:<\/b> This course will largely be from class notes<br \/>\nwhich will be available prior to the lecture. There are links<br \/>\nto PDF versions of the class notes below which can be read and<br \/>\nprinted with <a href=\"http:\/\/www.adobe.com\/prodindex\/acrobat\/readstep.html\">Adobe<br \/>\nAcrobat Reader 3.0.<\/a> In addition, a hard copy is available<br \/>\nin room SC 7620 for you to photocopy. I will assign problem from<br \/>\nCarey &amp; Sundberg Part B which we will go over.<\/p>\n<ul>\n<li>F.A. Carey and R.A. Sundberg &#8220;Advanced Organic Chemistry,<br \/>\nPart B: Reactions and Synthesis (3rd Edition).&#8221; Plenum Press<br \/>\n1991 (required)<\/li>\n<li>J. A. March , M. B. Smith&#8221;Advanced Organic Chemistry.<br \/>\nReactions, Mechanisms and Structure (Fifth Edition), J. Wiley<br \/>\n&amp; Sons, 2001 (recommended)<\/li>\n<li>M. B. Smith, &#8220;Organic Synthesis.&#8221; McGraw-Hill 1992<br \/>\n(recommended) for a list of correction to the 3rd printing of<br \/>\nthis book see: <a href=\"http:\/\/orgchem.chem.uconn.edu\/home\/oserrors.html\">http:\/\/orgchem.chem.uconn.edu\/home\/oserrors.html<\/a><\/li>\n<\/ul>\n<p><b>Exams:<\/b> Two mid term exams and a Final. The exams will<br \/>\nbe sometime in the middle of Feb and end of March. The exact dates<br \/>\nand time will be arrange as the exam date nears. The <b>Final<br \/>\nExam<\/b> is scheduled for Sat. April 28, 2001 at 3:00 pm. No Alternate<br \/>\nFinal will be offered. Please make your travel plans accordingly.<\/p>\n<p><b>Grading:<\/b> Each exam with count equally toward the final<br \/>\ngrade. There will also be at least two take home assignments.<br \/>\nThe total for these two assignments will be the same as one exam.<\/p>\n<p><b>Office Hours: <\/b>I will have open office hours. If you<br \/>\nwould like to see me, simply stop by my office. While this does<br \/>\nnot guarantee that I will be available, I will do everything possible<br \/>\nto see you or make arrangements to meet at a mutually convenient<br \/>\ntime. Making an appointment to see may be most effective.<\/p>\n<p><b>Past Exams:<\/b><\/p>\n<dl>\n<dd><a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/Exam1_S98.pdf\">Exam<br \/>\n1<\/a><\/dd>\n<dd><a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/Exam2_S98.pdf\">Exam<br \/>\n2<\/a><\/dd>\n<dd><a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/Exam3_S98.pdf\">Exam<br \/>\n3<\/a><\/dd>\n<\/dl>\n<p>&nbsp;<\/p>\n<p><b>Exams Spring 2001<\/b><\/p>\n<p>Exam 1: <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/Exam1_dist.gif\">Grade<br \/>\ndistribution<\/a><\/p>\n<p>Exam 2: <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/Exam2_dist.gif\">Grade<br \/>\ndistribution<\/a><\/p>\n<p>&nbsp;<\/p>\n<p>A. Introduction- <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175203\/Selectivity.pdf\">Selectivity<br \/>\nin Organic Chemistry <\/a>(8\/20\/98)<\/p>\n<p>B. Functional Group Chemistry:<\/p>\n<p>1. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175115\/Oxidations.pdf\">Oxidations<\/a><br \/>\n(8\/23\/98)<br \/>\nCarey &amp; Sundberg: Ch. 12 problems: 1a,c,e,g,n,o,q; 2a,b,c,f,g,j,k;<br \/>\n5; 9a,c,d,e,f,l,m,n; 13<\/p>\n<p>2. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175115\/Reductions.pdf\">Reductions<\/a>\u00a0\u00a0(8\/25\/98)<\/p>\n<p>Carey<br \/>\n&amp; Sundberg Ch. 5 problems: 1a,b,c,d,f,h,j; 2; 3a-g, n,o; 4b,j,k,l;<br \/>\n9; 11;<\/p>\n<p>3. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175115\/protect.pdf\">Protecting<br \/>\nGroups<\/a> (9\/2\/98)<br \/>\nCarey &amp; Sundberg Ch. 13.1problems # 1; 2; 3a, b, c ;<\/p>\n<p>4. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/C-C.pdf\">C-C<br \/>\nBond Formation <\/a>(10\/9\/98)<br \/>\nC&amp;S: Ch. 1, 2.1, 2.2 problems Ch 1: 1; 2; 3, 7; 8a-d; 9; 14<br \/>\nCh. 2: 1; 2; 4<\/p>\n<p>C&amp;S:<br \/>\nChapt. 7, 8, 9 problems ch 7: 1; 2; 3, 6; 13 Ch. 8: 1; 2<\/p>\n<p>C&amp;S<br \/>\nChapt. 6.5, 6.6, 6.7 # 1e,f,h,op<\/p>\n<p>5. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/olefin.pdf\">C=C<br \/>\nBond Formation<\/a> (9\/28\/98)<br \/>\nC&amp;S Ch. 2 # 5,6,8,9,12<\/p>\n<p>6. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175210\/acetylene.pdf\">C%C<br \/>\nBond Formation<\/a> (10\/23\/98)<\/p>\n<p>7. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/FGI.pdf\">Other<br \/>\nFunctional Group Interconversions<\/a> (10\/23\/98)<br \/>\nC&amp;S Chapter 3 #1; 2; 4a,b, e; 5a, b, d; 6a,b,c,d; 8<\/p>\n<p>C. Ring Chemistry:<\/p>\n<p>1. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175203\/rings3.pdf\">Three-membered<br \/>\nRings<\/a> (10\/23\/98)<\/p>\n<p>2. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175203\/rings4.pdf\">Four-membered<br \/>\nRings<\/a> (10\/23\/98)<\/p>\n<p>3. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/baldwinsrules.pdf\">Baldwin&#8217;s<br \/>\nRules for Ring Closure<\/a> (10\/23\/98)<br \/>\n<i>J. Chem. Soc. Chem. Commun.<\/i> <b>1976<\/b>, 734, 736, 738.<br \/>\n<i>J. Org. Chem.<\/i> <b>1977<\/b>, <i>42<\/i>, 3846.<\/p>\n<p>4. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175203\/rings5.pdf\">Five-membered<br \/>\nRings<\/a> (11\/17\/98)<\/p>\n<p>5. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175203\/rings6.pdf\">Six-membered<br \/>\nRings<\/a> (12\/1\/98)<\/p>\n<p>6. <a href=\"https:\/\/cdn.vanderbilt.edu\/vu-wordpress-0\/wp-content\/uploads\/sites\/210\/2017\/04\/19175205\/medrings.pdf\">Medium<br \/>\nSized Rings<\/a> (12\/1\/98)<\/p>\n<p>7. Large Rings<\/p>\n<p>&nbsp;<\/p>\n<p><b>Other Reference Material<\/b><\/p>\n<p>R.K. Mackie, D.M. Smith, R.A. Aitken &#8220;Guidebook to Organic<br \/>\nSynthesis (2nd Edition),&#8221; Longman Scientific &amp; Technical,<br \/>\n1990<\/p>\n<p>W. Carruthers &#8220;Some Modern Methods of Organic Synthesis<br \/>\n(2nd Edition),&#8221; Cambridge University Press, 1978<\/p>\n<p>H.O. House &#8220;Modern Synthetic Reactions (second edition),&#8221;<br \/>\nBenjamin-Cummings, 1972<\/p>\n<p>T.W. Greene, P.G.M. Wuts, &#8220;Protective Groups in Organic<br \/>\nSynthesis (2nd Edition),&#8221; J. Wiley &amp; Sons, 1991.<\/p>\n<p>R.C. Larock &#8220;Comprehensive Organic Transformations,&#8221;<br \/>\nVCH Publishers, 1989.<\/p>\n<p>J. Fuhrhop, G. Penzlin &#8220;Organic Synthesis. Concepts, Methods,<br \/>\nStarting Materials,&#8221; Verlag Chemie, 1984.<\/p>\n<p>E. L. Eliel, S. H. Wilen, L. N. Mander &#8220;Stereochemistry<br \/>\nof Organic Compounds,&#8221; J. Wiley &amp; Sons, 1994.<\/p>\n<p>Fieser &amp; Fieser &#8220;Reagents for Organic Synthesis,&#8221;<br \/>\n16 volumes, J. Wiley &amp; Sons.<\/p>\n<p>Harrison &amp; Harrison, et al. &#8220;Compendium in Organic<br \/>\nSynthetic Methods,&#8221; 6 volumes, J. Wiley &amp; Sons.<\/p>\n<p>S. Patai &#8220;The Chemistry of Functional Groups,&#8221; 27<br \/>\nvolumes, J. Wiley &amp; Sons.<\/p>\n<p>&#8220;Organic Reaction,&#8221; 46 volumes, J. Wiley &amp; Sons.<\/p>\n<p>Barton &amp; Ollis &#8220;Comprehensive Organic Chemistry,&#8221;<br \/>\n6 volumes, Pergamon Press 1979.<\/p>\n<p>Trost &amp; Fleming &#8220;Comprehensive Organic Synthesis.<br \/>\nSelectivity, Strategy, &amp; Efficiency in Modern Organic Chemistry,&#8221;<br \/>\n9 volumes, Pergamon Press, 1991.<\/p>\n<p>L. A. Paquette &#8220;Encyclopedia of Reagents for Organic Synthesis,&#8221;<br \/>\n8 volumes, J. Wiley &amp; Sons, 1995<\/p>\n<p>&nbsp;<\/p>\n<p align=\"CENTER\"><a href=\"http:\/\/www.vanderbilt.edu\/chemistry\/Rizzo\/vurizzo.html\">C.<br \/>\nJ. Rizzo&#8217;s Webpage<\/a><\/p>\n<p align=\"CENTER\"><a href=\"http:\/\/www.vanderbilt.edu\/chemistry\/chemmain\/chemhome.html\">Vanderbilt<br \/>\nUniversity Department of Chemistry Home Page<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Advanced Organic Reactions Chemistry 223 C. J. Rizzo SC 7662 322-6100 email: c.j.rizzo@vanderbilt.edu Prerequisite: Chem 220 a and b (Organic Chemistry) and preferably Chem 220c or an equivalent course. Texts: This course will largely be from class notes which will be available prior to the lecture. There are links to PDF versions of the class&#8230;<\/p>\n","protected":false},"author":272,"featured_media":0,"parent":0,"menu_order":0,"comment_status":"closed","ping_status":"closed","template":"page_onecolumn.php","meta":[],"tags":[],"_links":{"self":[{"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/pages\/623"}],"collection":[{"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/pages"}],"about":[{"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/types\/page"}],"author":[{"embeddable":true,"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/users\/272"}],"replies":[{"embeddable":true,"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/comments?post=623"}],"version-history":[{"count":6,"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/pages\/623\/revisions"}],"predecessor-version":[{"id":821,"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/pages\/623\/revisions\/821"}],"wp:attachment":[{"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/media?parent=623"}],"wp:term":[{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/wp0.vanderbilt.edu\/rizzolab\/wp-json\/wp\/v2\/tags?post=623"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}