Diels alder reaction cis norbornene 5 6 endo dicarboxylic acid

By clicking "SEND", you agree to our terms of service and privacy policy. Reaction Mechanism The scheme below depicts the concerted mechanism of the Diels-Alder reaction of cyclopentadiene and maleic anhydride to form cis-Norbornene-5,6-endo-dicarboxylic anhydride.

The IR spectrum revealed a peak at cm-1 representing the C-H stretches.

More Essay Examples on Because a bottle of cyclopentadiene actually contains the dimmer, it must be converted into the monomer prior to using it as a reactant. The alkene carbons, C-2 and C-3, exhibited a peak at A peak at cm-1 accounted for the carbonyl functional group, while a peak at cm-1 accounted for the alkene bond.

To the mixture, ligroin 4 mL was added and mixed thoroughly until dissolved. If the initial process of heating and distilling does not yield enough pure cyclopentadiene then a stock solution prepeared by the lab staff can be used to continue the experiment.

Conclusion Through the Diels-Alder reaction, In the reaction of maleic anhydride with cyclopentadiene, for example, the endo isomer is formed the substituents from the dienophile point to the larger instead of the the exo isomer the substituents from the dienophile point away from the larger.

Regarding the specific reaction between cyclopentadiene and maleic anhydride, the endo isomer, the kinetic product, was formed because the experiment was directed under mild conditions.

The Diels-Alder Reaction

Note that the diene and dienophile approach each other in parallel planes: This could be due to human error. Results and Discussion When combining the reagents, a cloudy mixture was produced and problems arose in the attempt to completely dissolve the mixture.

The exo isomer would possess a triplet around 3. Finally, cyclopentadiene 1 mL, This occurs because the exo isomer, having less of steric strain than the Endo, is more stable, and because the Diels-Alder reaction is often reversible under the reaction conditions.

Finally, two peaks at 1. Cis-Norbornene-5,6-endo-dicarboxylic anhydride Cyclopentadiene was previously prepared through the cracking of dicyclopentadiene and kept under cold conditions. The Diels-Alder reaction also exhibits another form of stereoselectivity.

The Diels-Alder Reaction By: The 1H NMR spectrum of the product revealed a peak in the alkene range at 6. Based on the interaction between a conjugated diene and a dienophile, different stereoisomeric compounds are formed. Because of the negative affect on the environment, certain pesticides have remained unused and alternative methods involving the elimination of pests have been investigated.

Diels-Alder reactions have a unique type of stereoselectivity which is seen when a diene is cyclic. In addition, it exhibited two peaks at 3. Insecticides have been commonly used to treat pests in various types of fruits, vegetables, and crops.

This slight difference in melting points can be attributed to a small amount of impurities. In order to distinguish between the two possible isomers, properties such as melting point and spectroscopy data were analyzed.

A key characteristic of these reactions is their stereospecificity. In a 25 mL Erlenmeyer flask, maleic anhydride 1. The 1H NMR spectum exhibited a doublet of doublets at 3. The distinction of the presence of the endo isomer was proven by analyzing physical properties of both possible isomers.

The observed melting point in this experiment supported the production of the endo isomer. Interesting products of the Diels-Alder reaction are cyclic compounds with chlorine-containing substituents that act as powerful insecticides.

Strategies, such as using hormones have been explored with haste because of the potential damage many pests have on agricultural produce.

The undissolved solids were removed form the hot solution by filtration and once they cooled, white crystals began to form.

The product had the following properties: Due to the interaction and arrangement of a cyclic diene and a dienophile, an endo and exo product can be formed characterizing the reaction as stereo- and regioselective.

IR mssm cm Making cyclopentadiene by heating and distillation of the dimer makes it a reverse Diels-Alder reaction. A peak at cm-1 represented the carbon-oxygen functional group.cis-Norbornene-5,6-endo-Dicarboxylic Anhydride In this laboratory exercise we will synthesize the compound cis-Norbornene-5,6-endo-Dicarboxylic Anhydride; a compound which, in and of itself, is of relatively little importance.

However, the synthetic method used to generate this compound, the Diels-Alder Reaction, is extremely important. CHEM Diels-Alder Reaction: Preparation of cis-norbornene-2,3-endo-dicarboxylic anhydride Introduction: InOtto Diels and Kurt Alder discovered.

Reaction Mechanism The scheme below depicts the concerted mechanism of the Diels-Alder reaction of cyclopentadiene and maleic anhydride to form cis-Norbornene-5,6-endo-dicarboxylic anhydride.

Results and Discussion When combining the reagents, a cloudy mixture was produced and problems arose in the attempt to completely dissolve the mixture. CHEM DIELS-ALDER REACTION Synthesis of cis-norbornene-2,3-endo-dicarboxylic anhydride INTRODUCTION InOtto Diels and Kurt Alder discovered that certain alkenes and.

Mechan Cyclopentadiene Maleic Anhydride cis-Norbornene-5,6-endo-dicaroboxylic anhydride Diene DienophileDiels-Alder Product Side Reaction The side reaction which occurs during the production of cis-Norbornene-5,6-endo-dicaroboxylic anhydride is the dimerization of the diene.

Diels-Alder Reaction: Synthesis of Cis-Norbornene-5,6-Endo-Dicaroboxylic Anhydride

View Lab Report - Diels-Alder Reaction Synthesis of cis-Norbornenr-5,6-endo-dicarboxylic anhydride from CHM L at University of South Florida. I. Introduction Diels Alder reactions are known as96%(24).

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Diels alder reaction cis norbornene 5 6 endo dicarboxylic acid
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