CHEM 233 Lecture Notes - Lecture 1: Pericyclic Reaction, Spatula, Alkene
Document Summary
Cycloaddition: the diels-alder reaction and hydrolysis of anhydrides. The objective of this lab is to prepare 4-cyclohexene-cis-1,2-dicarboxylic anhydride from 3- sulfolene and maleic anhydride through diels-alder reaction and hydrolyze the anhydride in water to form 4-cyclohexene-cis-1,2-dicarboxylic acid. The steps include recrystallization to purify both the products which will be characterized by meting point analysis and ir spectroscopy. Finally, the percent yield will be calculated from synthesis reactions. Cycloaddition reaction is also known as diels-alder reaction. The reaction has two reactant that are diene and dienophile. To understand the diels- alder reaction, the molecular orbitals of diene and dienophile interaction in transition state need to be considered. As shown in figure 2, there is a interaction between the highest occupied molecular orbital (homo) of the diene and the lowest unoccupied molecular orbital (lumo) of the dienophile. Diels-alder reaction is stereoselective so in order to concerted reaction to occur, the dienes must be in the s-cis conformation.
