Experiment 1- Cis to Trans Conversion 123L

Experiment 1- Cis to Trans Conversion 123L - Experiment 1 A...

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Experiment 1: A Cis to Trans Conversion Introduction: In organic chemistry it has been made clear that hydrocarbons that contain a carbon carbon double bond are stronger than those of single bonds. However this increase in strength of the molecule makes these alkenes more reactive then the single bonded alkanes. With respect to electron configuration and bonds the alkenes produce one pi bond due to the overlapping of p orbital’s and the rest are sigma bonds. This combination of pi and sigma bonds is what gives alkenes its double bonds. In this specific experiment the cis and trans isomers for a certain alkene shall be tested. Isomers are molecules that have the same molecular formula, but have a different arrangement of the atoms in space. Studies have revealed that in an alkene with isomers the trans structure is usually much stronger and stable than the cis structure. This is due to the repulsion forces being created in trans structures creating a steric hindrance. A steric hindrance is basically repulsion between the electron clouds of the molecule. In this lab maleic acid an cis shall be compared and observed to an trans fumaric acid and experiment, solubility and boiling point will be observed. With reference to accepted values, and studies made upon atomic configuration, the results of the experiment are compared and analysed. It is expected that the results of the experiment will lie within an agreeable range of the accepted values and previous laboratory studies of the cis and trans isomers of 1,2-ethylenedicarboxylic acid. Procedure: The experimental procedure used for this experiment was outlined in the CHEM 123L lab manual, under Experiment #1. All steps were followed with no deviations in procedure.
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Experimental Observations: Table 1: Mass of Crystals Originally and After Procedure Mass of Crystals (g) Maleic Anhydride 8.14g Maleic Acid(Part 1) 1.01g Fumaric Acid(Part 2) 1.85g When undergoing the procedure to create both of the cis and trans products, once the heated solution was cooled down after boiling in an ice bath both times solid crystals began to precipitate and forming inside the container giving us our two products. The first part of the experiment involved boiling the anhydride, as the reaction continued little specs of precipitate were seen to be forming at the bottom of container. Afterwards this solution was placed on ice and the as the solution cooled crystals began to appear, but some liquid remained. This combination was then placed in a vacuum filtration to separate crystals from liquid. The crystals formed were the maleic acid. The remaining liquid was then again mixed with hydrochloric acid and boiled; the boiled substance was cooled again giving us an crystals of fumaric acid. Crystals formed from part one and part two looked identical to one another. However, based on
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This note was uploaded on 05/27/2008 for the course CHEMISTRY CHE102 taught by Professor Grove during the Spring '06 term at Waterloo.

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Experiment 1- Cis to Trans Conversion 123L - Experiment 1 A...

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