CHEM 2313 Lecture Notes - Maleic Anhydride, Ethyl Acetate, Ligroin

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lemonrat895

17 Feb 2014

School

Northeastern University

Department

Chemistry & Chemical Biology

Course

CHEM 2313

Professor

Stenburg

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Document Summary

The goal of the diels-alder experiment is to synthesize cis-norbornene-5, 6-end- dicarboylic anhydride from maleic anhydride and cylcopentadiene. The first step in this experiment is to place . 2g of maleic anhydride and 1. 0ml of ethyl acetate to a test tube. The tube was allowed to cool to room temperature, and crystals formed during this time. The crystals were weighed and yield was calculated. The melting point of the final product was determined. Percent yield = experimental yield/theoretical yield x 100. There were very few opportunities for error in this very short experiment, however it is possible that not letting the crystals dry long enough could have cause an error in the final measurement and percent yield. It can be concluded that this reaction took place via the diels-alder reaction mechanism because the melting point obtained was very close to the melting point of the expected product.

Related Questions

calculate the amount of the major component in the eucalyptus oil and the amount of maleic anhydride you will need to use in the diels alder reaction.

JBE/KWK CHEM 222 Safety Issues Caution! Avoid contact with and do not breathe the dust of the maleic anhydride! use these reagents in a hood or under a fume extractor Procedure Spring 2018 away from flames and Analysis of Eucalyptus Oil by GC-MS-A sample 1 Î¼ãof the eucalyptus oil was injected into the GC- MS. Use the gas chromatograph and peak integration data provided on BlackBoard to calculate the percentage of all peaks produced from the eucalyptus oil. The sharp peak with a very low retention time is most likely acetone and not a component of the oil, and therefore was not integrated. Record the peak areas in your lab notebook and show your calculation for percent of the major component (largest peak area) in the oil Diels-Alder Reaction- Calculate the mass of the unknown CioHthe diene in 0.50 g eucalyptus oil ng the GC data (the percent composition of the largest peak of the eucalyptus oil) assuming that the peak areas are proportional to the component masses. The mass you calculate shoulc be entered into the synthesis data chart in your laboratory notebook. The diene and dienophile (maleic anhydride) are added to the reaction in equal molar quantities Calculate the moles of diene present in the 0.50 g eucalyptus oil and calculate the mass of maleic anhydride that you will add to the reaction All glassware must be clean and dry throughout the procedure as the maleic anhydride the Diels-Alder adduct are readily hydrolyzed by water and In a clean, dry microwave reaction vessel equipped with a stir bar dissolve 0.5 g eucalyptus oil in 5 mL THF and add the calculated mass of maleic anhydride. Cap the reaction vessel tightly and put into the microwave carrousel and record which slot your vessel is in. After the completion of the reaction using the microwave reactor let the vessel cool to room temperature. The actua measured mass of maleic anhydride should be entered into the synthesis data chart in your laboratory notebook. While your reaction is being heated, calculate the actual mass of the diene in your reaction based on the measured mass of oil in your flask and enter this value in the synthesis data chart and calculate the limiting reactant in your reaction If no crystals have formed by the time it is cooled to room temperature, create a nucleation site dipping a stirring rod into the solution, withdrawing it, allowing the ether to evaporate, then swirl the stirring rod in the solution. When the crystal formation appears to be complete, cool the flask in an ice water bath for an additional 5 minutes. Collect the product by vacuum filtration washing the crystals with 5 mL cold petroleum ether (place your flask with the petroleum ether in the ice water bath to cool while your crystals are forming) Recrystallize the Diels-Alder adduct from methanol in a small lask using a steam bath for a heat source. Just as the product can undergo hydrolysis with water, it can go through solvolysis with methanol. Avoid boiling the solution for extended periods of time. Once the product has been recrystallized and collected by vacuum filtration, transfer the crystals to a pre-weighed watch

CHEM 2313 Lecture Notes - Maleic Anhydride, Ethyl Acetate, Ligroin

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