April 16, 2024 Bromination of E-Stilbene Report Abstract Alkenes, due to the presence of C=C bonds, are prone to electrophilic addition reactions. this experiment aims to break the central C=C bond in E-stilbene and add bromine to those carbons. We will do so by dissolving solid E-Stilbene in dichloromethane (DCM) and adding liquid bromine. Since excess bromine is being used, we use sodium thiosulfate to remove it from the solution and separate in the separatory funnel. We then ice the dibromostilbene crystals, vacuum the solvent, and dry to obtain the sample. FTIR spectroscopy and melting point are used to determine purity. The observed melting point range of 237.5-238.1°C was observed and compared to the melting point of dibromostilbene 241°C. Our …show more content…
Additionally, we observed a low yield of 52.45% (Table 2). the obtained data indicates we were unsuccessful at completing the bromination E-stilbene Introduction Alkenes are compounds with a C=C bond, double bonds contain both and bonds. In electrophilic addition reactions, a bond is broken and 2 bonds are formed. We aim to complete this reaction using stilbene and bromine. Stilbene is an olefinic compound that can be used in manufacturing dyes. It is characterized by its colorless or white crystals that have blue fluorescence. By adding bromine to a solution of DCM and dissolved E-stilbene we can cause an addition reaction that produces dibromostilbene, best known as an intermediate compound in the synthesis of diphenylacetylene, a building block in organic synthesis. Dibromostilbene is a white powdery substance, since we use bromine to conduct this reaction it will appear to be orangey until the addition of sodium thiosulfate, which will react with the excess bromine and remove the color. Afterward, we can proceed with separation in a separatory funnel and proceed with various drying techniques to fully isolate