Ronak Parikh U30682934 Experiment 2: Diels-Alder Reaction: Synthesis of cis-Norbornene-5‚6-endo-dicaroboxylic anhydride Introduction: The main goal of this experiment is to perform a Diels-Alder reaction between 2‚3-dimethyl-1‚3-butadiene and maleic anhydride‚ identify the product and hydrolyze to form the dicarboxylic acid. Diels alder reactions are classified as pericyclic reaction‚ which is a reaction which involves a cyclic rearrangement of bonding electrons‚ which means
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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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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 order
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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
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Diels-Alder Reaction: Synthesis of cis-Norbornene-5‚ 6-endo-dicarboxylic anhydride Introduction: The Diels-Alder reaction is a [4+2] cycloaddition of a conjugated diene and a dienophile. This type of reaction was named for Otto Diels and Kurt Alder who were the first to investigate this reaction (Weldegirma‚ 2012). The Diels- Alder reaction is one of the most important reactions in all of organic chemistry because of the applicability of it. This reaction can form
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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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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‚ a Diels-Alder reaction between maleic anhydride and anthracene was conducted. Reflux mechanism was used for the reaction to occur. To increase the speed of the reaction‚ xylene was used because of its high boiling point. After the reaction was complete‚ 1.08g of the off white product was obtained with a yield of 69.7%. It was not clear if a pure product had been formed because time constraints did not allow us to perform thin layer chromatography. Introduction The Diels-Alder reaction
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the bicyclic anhydride (cis-Norbonene-5‚6-endo-dicarboxylic anhydride). The percent yield of the product was calculated and found to be 39.01%. The infrared spectroscopy confirmed the presence of a O-H group with a stretch at 2948.03 1/cm and the presence of C=O with a stretch at 1698.93 1/cm. Melting point determination found the melting point range of the products to be 149.2-164.1 for the bicyclic anhydride and 169.4-179.5 for the endo-cis‚diacid. Introduction: The Diels-Alder reaction is one
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Diels-Alder Synthesis of Exo-Norbornene-cis-5‚6-Dicarboxylic Anhydride for Organic Chemistry Laboratory Instruction Kyle Myers and Dr. James Roark University of Nebraska at Kearney‚ Department of Chemistry‚ Kearney‚ NE 68849 Abstract A technique for the Diels-Alder synthesis of endo-norbornene-cis-5‚6dicarboxylic anhydride and its stereoisomer‚ exo-norbornene-cis-5‚6-dicarboxylic anhydride‚ is explained. To prove that each stereoisomer was made in the experiment and to distinguish between the
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