Diels-Alder Reaction Heather Jost Lab Partner: Jasmina Salcinovic CHEM2642L Luise Strange de Soria Georgia Perimeter College September 29‚ 2004 Diels-Alder Reaction Resources: Mayo‚ Pike‚ Trumper‚ Strange de Soria. Microscale Organic Laboratory. New York: John Wiley and Sons‚ 2002. Strange de Soria‚ Luise. “Student Survival Guide”. http://www.gpc.edu/~lstrange/2642lab/survivalguide/grignard2.pdf. 2004. Purpose: The purpose of these experiments
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Formation of Diels-Alder Reactions The Diels-Alder reactions consist of a reversible dienophile and diene all in a one-step reaction initiated by head. These reactions form a six membered ring with at least one pi bond and two sigma bonds‚ making the reaction exothermic. The goal of the first part of these experiments is to make products that have a greater aromatic stabilization. In 1928‚ Otto Paul Hermann Diels and Kurt Alder first documented this type of reaction‚ hence the name Diels-Alder reactions
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THEORY: The Diels-Alder cycloaddition reaction was discovered by Otto Diels and Kurt Alder and is very useful in the synthesis of polycyclic compounds. The Diels-Alder reaction can be described as: [4+2] cycloaddition- a diene with 4 π electrons + 2π electrons from the dienophile; a pericyclic concerted reaction- meaning the reaction occurs in a single step (no intermediates) and involves a cyclic redistribution of bonding electrons. In order for a Diels-Alder reaction to take place
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Identification of a Conjugated Diene from Eucalyptus Oil Purpose: The purpose of this experiment was to prepare the Diels-Alder adduct of the unknown Conjugated diene in eucalyptus oil‚ to separate the adduct‚ and identify the unknown diene from the melting point of it¡¯s adduct. Introduction: This experiment was performed using techniques of heating under reflux‚ vacuum filtration‚ recrystallization‚ and melting point measurements. These techniques were used to separate the Diels-Alder adduct of
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In this experiment the objective was to perform a Diels-Alder reaction using cyclopentadiene and maleic anhydride to synthesize the product‚ cis-Norbornene-5‚6-endo-dicarboxylic anhydride. The Diels-Alder reaction is one of the most important reactions in organic chemistry and was first investigated by Otto Diels and Kurt Alder in Germany. It is a [4+2] concerted cycloaddition reaction which involves a diene and a dienophile. The Diel-Alder reaction are mainly used for creating new carbon-carbon bonds
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Reminder: These notes are meant to supplement‚ not replace‚ the laboratory manual. A Diels-Alder Reaction History and Application: The 1950 Nobel prize in chemistry was awarded to Otto Paul Hermann Diels and Kurt Alder for their breakthrough work on the discovery and development of [4 + 2] cycloaddition reactions i. This set of reactions are enormously useful in the synthesis of six membered rings in a single stepii. These are used in many pharmaceutical applications. Tamiflu® is a drug which
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The Diels-Alder Reaction of Anthracene with Maleic Anhydride 1 The Diels-Alder Reaction of Anthracene with Maleic Anhydride Microscale Diels-Alder Reaction Leah Monroe March 6‚ 2003 Organic Chemistry Lab II Experiment performed on February 25 and 27‚ 2003 Abstract: This experiment involved a reaction between anthracene and maleic anhydride via a Diels Alder reaction to yield 9‚ 10-dihydroanthracene-9‚10-α‚ β-succinic anhydride. Anthracene was the diene and maleic anhydride was the
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Lizz Radican Lab 4 2/24/14 The Diels-Alder Reaction: Results and Problems 1.) Table 1: Mass‚ Percent Yield and Melting Points for Diels-Alder Reaction Products. Product Mass (g) Percent Yield Melting Points (°C) Anhydride 8.87 88.2% 164.4-165.8 Dicarboxylic Acid 3.20 71.9% 176.6-180.1 Unknown 1.66 111% 168.7-176.0 2.) See attached calculations. 3.) Table 2: Anhydride Product IR Data: Functional Group or Bond Peak Location(s) (cm-1) Peak Intensity Symmetric
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EXPERIMENT OBJECTIVE The aim of this experiment is synthesize hexaphenylbenzene via an aldol condensation reaction‚ followed by a Diels-Alder [4+2] cycloaddtion. This is final step in the multistep synthesis pathway to form hexaphenylbenzene‚ and uses the products of the previous experiments: benzil and diphenylacetylene REACTION DIAGRAM TABLE OF REAGENTS BENZIL DIBENZYL KETONE TRITON B 40wt% IN METHANOL (1.79 M) TRIETHYLENE GLYCOL TETRAPHENYL-CYCLOPENTA-DIENONE DIPHENYL ACETYLENE
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cycloaddition reaction‚ also known as Diels-Alder. According to the lab manual‚ this reaction consists of the addition of a diene and a dienophile and that the Diels-Alder reaction builds stereospecific ring compounds with ease (Weldegirma 80). The reaction takes place between the two pi electrons from the dienophile and the 4 pi electrons from the diene; what happens is the bonds react together in order to form new single bonds because they are more stable‚ in terms of energetics (Diels-Alder Reaction). In
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