ROWS2211new - 2211 Reactions of the Week For each week...

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2211 Reactions of the Week For each week listed below you are expected to study and know the information contained in the indicated reaction of the week. Following the week in which we discuss a particular reaction, you will be expected to be able to complete an equation of the type discussed by listing the product(s) of the reaction when you are provided with the reactants. These reactions may show up on both exams and quizzes for the remainder of the course. Week 1 01/11/2008 Diels-Alder Reaction Week 2 01/18/2008 Electrophilic Aromatic Substitution Week 3 01/25/2008 Friedel-Crafts Alkylation and Acylation Week 4 02/01/2008 Clemmenson and Wolff-Kishner Reduction Week 5 02/08/2008 Oxidation of Alcohols Reduction of Ketones and Aldehydes Week 6 02/15/2008 Hemiacetals and Acetals Week 7 02/22/2008 The Haloform Reaction Week 8 02/29/2008 Aldol Condensation Week 9 03/07/2008 Conjugate Addition Week 10 03/14/2008 Acid Chlorides from Carboxylic Acids Week 11 03/21/2008 Fischer Esterification Week 12 03/28/2008 Saponfication Week 13 04/11/2008 Gabriel Synthesis of Amines Week 14 04/18/2008 Claisen Condensation Malonic and Acetoacetic Ester Synthesis
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Reaction of the Week The Diels-Alder Reaction CHO + CHO Description of the reaction: This reaction is the 1,4 cycloaddition reaction of a diene and a dieneophile. The reactants always include a conjugated diene such as 1,3-butadiene and a compound with a double or triple bond. The product is a six-membered ring with a double bond between the two carbon atoms of the diene that used to be singly bonded to each other.See pages 620-630 in the text. Reaction Conditions: Sometimes heat is indicated but often no heating is necessary. How to recognize the reaction: Look for the following reactants: a conjugated diene and a compound with a double or triple bond. The diene often contains electron-donating groups attached to the vinyl carbons while the dieneophile usually has electron-withdrawing groups attached to the carbons of the double or triple bond. Predicting the products: Draw the diene with the two double bonds in the orientation shown ( s -cis), then draw the other compound with the multiple bond in a vertical position to the side of the diene as shown above. Then attach the two compounds as shown below. The double bonds change as shown in the second figure. Other considerations: If an alkyne is used as the dieneophile then a cyclic diene is produced as the triple bond becomes a double bond. + +
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X 2 FeX 3 HNO 3 H 2 SO 4 SO 3 H 2 SO 4 halogenation nitration sulfonation H SO 3 H EAS Sulfonation SO 3 H 2 SO 4 H NO 2 HNO 3 H 2 SO 4 EAS Nitration H Cl Cl 2 FeCl 3 EAS Halogenation Reaction of the Week Electrophilic Aromatic Substitution H E + E + H + Description of the reaction: This is a substitution reaction in which an electrophile reacts with an aromatic ring replacing a hydrogen atom that was on the ring. The specific reaction is named according to the nature of the electrophile. Br + and Cl + for halogenation
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This note was uploaded on 07/26/2009 for the course CHEM 2211 taught by Professor Grow during the Spring '09 term at Pensacola Junior College.

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ROWS2211new - 2211 Reactions of the Week For each week...

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