Diels alder reaction of cyclopentadiene and maleic anhydride

For the majority, we examine molecules and reactions that contain carbon, hydrogen, oxygen, and nitrogen. These elements are the basis for all organic material, with carbon being the most important. Organic chemistry is an extremely broad topic, but when boiled down, organic chemists aim to figure out how to produce different material.

Diels alder reaction of cyclopentadiene and maleic anhydride

World Journal of Chemical Education. By using computational chemistry tools Gaussian, Gaussview and Chemcraft students could build the knowledge by themselves and they could associate important aspects of physical-chemistry with Organic Chemistry. They have performed a very precise G4 method for the quantum calculations in this hour minicourse.

Students were taught the basics of Diels-Alder reaction and the influence of frontier orbital theory on kinetics. They learned how to use the quantum chemistry tools and after all calculations they organized and analyzed the results. Afterwards, by means of the PhD student and teacher guidance, students discussed the results and eventually answered the objective and subjective questionnaires to evaluate the minicourse and their learning.

We realized that students could understand the influence of substituent effect on the electronic and kinetic indirectlygeometric and thermodynamic aspects of Diels-Alder reactions. Their results indicated that Diels-Alder reactions are exergonic and exothermic and that although there is an important entropic contribution, there is a linear relation between Gibbs free energy and enthalpy.

They learned that electron withdrawing groups in dienophile and electron donating groups in diene favor these reactions kinetically, and on the other hand, the opposite disfavor these reactions. Considering thermodynamically controlled Diels-Alder reactions, the EDG decrease the equilibrium constant, in relation to reference reaction, unlike the EWG.

We believe that this minicourse gave an important contribution for Chemistry education at undergraduate level.The Diels-Alder Reaction of Cyclopentadiene With Maleic Anhydride The endo and exo products can be rationalized by looking at both the endo and exo addition of the dienophile.

Why does 1,3-cyclopentadiene react more rapidly with maleic anhydride than with another molecule of itself?

Diels alder reaction of cyclopentadiene and maleic anhydride

4. Why is a mL rather than a mL round-bottom flask to be used for cracking dicyclopentadiene when only. The cyclopentadiene acting as the conjugated diene and the maleic anhydride acting as the dienophile in the forward Diels-Alder reaction (see mechanism 2) to produce cisnorbornene-endo-2,3-dicarboxylic anhydride.

Nov 20,  · Next, we dissolved maleic anhydride in several solvents and then slowly added the cyclopentadiene.

Maleic anhydride is a while solid and acts as the dienophile in the reaction. After setting the reaction on ice, we observed the Diels-Alder reaction, with the product being cis-Norbornene-5,6-endo-dicarboxylic Anhydride (I’ll call it the.

Diels alder reaction of cyclopentadiene and maleic anhydride

Run the Diels Alder condensation reaction between alpha-phellandrene and maleic anhydride according to the directions below. Obtain IR (KBr pellet) spectrum of the product. Write up a pre-lab for the condensation of α-phellandrene (2-methylisopropyl-1,3-cyclohexadiene) and maleic anhydride.

A Diels-Alder Synthesis of Our desired product can be produced by a Diels-Alder reaction between Cyclopentadiene and Maleic Anhydride: Cyclopentadiene makes for a particularly facile diene because it is locked into the s-cis configuration by the bridging -CH 2 - .

Experiment Diels-Alder Reaction: