BCH 119S Lecture Notes - Lecture 5: Meso Compound, Austin, Texas, Bromine
Document Summary
Systematic investigation of the synthesis of stilbene dibromide through bromination of e-stilbene. Department of chemistry and biochemistry, university of texas, 1 university station, austin, tx 78712. The purpose of this lab was to react br2 and e-stilnene to obtain stilbene dibromide. The pi bond in the e-stilbene attacks as a nucleophile to create a carbocation intermediate that reacts witht the bromine atoms to form stilbene dibromide. Once the product was made, it was vacuum filtrated, recrystilized, and a melting point was taken. The melting point was a test to insure purity and proper stereochemistry of the desired product. Because the reaction is not stereospecific, the products are mixed with d and l enantiomers. Certain conditions are required for this reaction to proceed. E-stilbene, the trans ethylene isomer, attacked nucleophilicaly the br2 to create the carbocation intermediate and bromine anion. The bromine anion then bonds to the carbon to form stilbene dibromide. alkenes are fairly reactive, making them very important in synthesis.
