chem51LB_lab4

chem51LB_lab4 - Stereochemistry of Bromine Addition to...

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Stereochemistry of Bromine Addition to  Trans- Cinnamic Acid. Bromination of trans-cinnamic acid occurs through syn addition or anti addition.  In this experiment, the mechanism of the reaction was determined and melting point  was used to determine the purity of the compound. Since syn and anti products have  different melting points, the melting points can be used to determine if the reaction  produced syn, anti, or a mix of the two. 100mg of transcinnamic acid and .7 ml of  dichloromethane were added into a flask with .35ml of a 10% bromide in DCM mixture.  The flask was refluxed for 20 minutes at 40-50 degrees Celsius and then cooled. The  product was vacuum filtered out and weighed. In our trial, the product was accidently  recrystallized by the addition of ethanol and because the amount recovered was so  miniscule (13mg), we lost our entire product and had to attain data from another group. 
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chem51LB_lab4 - Stereochemistry of Bromine Addition to...

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