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Bloom 1Experiment 7: Reaction of 2,4 -hexadien-1-ol with Maleic AnhydrideSydney BloomProfessor XiChem 248 0614 March 2022
Bloom 2IntroductionDiels- Alder is a rection for creating products with 6-member ring. This experiment useda newly developed green condition. There is no solvent needed for this reaction to move forward.In some cases, a reaction will “set-up” the possibility of a second reaction. Two step reactions arecalled tandem reactions.Below is the two-step equation that was carried out in the experiment.The first step is a Diels-Alder reaction between the 2,4- hexadien-1-ol and maleic anhydride.There is an endo transition state that leads to a compound that contains a hydroxyl group andanhydride functionality. Next, spontaneous cyclization occurs in the 2ndstep to produce the finallactone product.This reaction is green because the product was formed just by mixing the dienoland maleic anhydride together. Each step in the reaction has an atom economy of 100%, so nosolvent is needed to recrystallize. The first step of the tandem reaction is below:The second step of the reaction is below:
Bloom 3Reaction MechanismTable of ChemicalsChemicalQuantityMW(g/mol)Bp (°C)Mp(°C)DensityLactone----2,4- hexadien-1-ol0.1g98.14g/mol80 °C30 °C0.87g/mLMaleic anhydride0.1g98.06g/mol202 °C52.8 °C1.48g/cm3Procedure1.Take 0.1g of 2,4-hexadien-1-ol and add it to a clean dry 4-dram vial.

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Term
Winter
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Tags
Chemistry, Chemical reaction, Differential scanning calorimetry, maleic anhydride

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