Diels-Alder Reaction - Lab Report Example

The experiment is based on the Diels-Alder reaction discussed in Experiment 14, pages 257-269 of Mayo. The purpose of experiment 14 is laboratory preparation of 4-cyclohexene-cis-1-2-dicarboxylic acid anhydride. The experiment will be carried out in a couple of days. On the first day, the reaction will be carried out that shall involve the isolation and the purification of the products. The prevailing products of the reaction will be stored in the laboratory drawer while obtaining characterization data.

Characterization data entail melting point, carbon 13, nuclear magnetic resonance, and infrared within the second day of the experiment. Characterization of the products is through chemical tests discussed in Mayo pages 266.Introduction The experiment cyclopentadiene and maleic anhydride were reacted with the aqueous solution to form an n organic compound in crystal form. The composition of the cyclopentadiene does make it possible for such a reaction to proceed; it has 5 carbon rings that contain 2 carbon- carbon double bonds, which are separated by single alpha bonds.

Purification of the crystalline product is typically accomplished by pipetting the solution from the underlying crystal products and consequently drying it. Diels-Alder reaction entails the preparation of the six-membered carbocyclic rings, which are conjugated diene with an alkene. The reaction of the product takes place in the single step to produce carbon-carbon bonds with the four stereocenters. The product is the adequate for the direct characterization. The reaction entails two reactants that are the butadiene and maleic anhydride, which both results to the functional groups to the corresponding product.

In addition, the infrared spectrum of the segregated material depicts the observation. The spectrum of the 3-sulfolene is representative on an alkene sulfone. Thus, the underlying macro group train for an unconjugated five-membered ring alkenes fits the underlying data rationally. The non-polar ought to exhibit a more solubility in petroleum ether in place of the hexane. It is mainly due to stronger van-der-Waals forces in the ether. Due to the presence of larger alkanes in petroleum ether, more intermolecular forces exist than hexane.

For this reason, the presence of petroleum ether; the solubility is high for polar molecules yet with the increase in solubility denotes the decreased yield, hence less product. The presence of the two stereocenters coupled with the long range rotating is linked via the pie system of the alkene. The whole H spectrum is the second order has no information pertaining to the coupling steady since the underlying spectrum is extremely multifaceted. Conversely, the fully H-decoupled C spectrum of the 4- cyclohexane-cis-1,2-dicarboxylic acid anhydride is much less complicated due to the mirror plane of the symmetry within the prevailing compound.

The mirror plane possesses four peculiar carbon atoms thus solely peaks are depicted within the CNMR spectrum.Answers for the questions6-92 (a-f), 6-93, 6-94(a-f) Works CitedFringuelli, Francesco, & Aldo Taticchi. The Diels-Alder Reaction: Selected Practical Methods. New York: Wiley, 2002. Print.Weisbrod, Samuel H. Catalyst-free Chemoselective Dna Conjugation by the Staudinger Ligation and Diels Alder Cycloaddition Reaction. 2010. Li, Jie J. Name Reactions: A Collection of Detailed Reaction Mechanisms.

Berlin: Springer, 2006.