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Unformatted text preview: Amy Linkous 11/4/09 CHEM 2556, CRN: 91653 Cyclopropanes via Carbene Addition to Alkenes Objective: To prepare 2,2-dichlorocyclopropyl benzene from generated dichlorocarbene and styrene. General Reaction: Procedure: 20 g sodium hydroxide was placed in a round-bottom flask along with a stir bar and 20 mL water was added (with caution). The mixture was then gently stirred until the sodium hydroxide had completely dissolved. 5.25 mL styrene was added, followed by 8.0 mL chloroform and 0.2 g benzyltrimethylammonium chloride. The flask was fitted loosely with a stopper and the reaction mixture was stirred vigorously for 2.5 hours. After this time 40 mL diethyl ether was added and the solution was transferred to a separatory funnel. The bottom aqueous layer was removed and the organic layer was washed with 20 mL 5% aqueous hydrochloric acid, followed by 20 mL of water and then dried over magnesium sulfate. The drying agent was filtered off and the solvent and unreacted starting material (if any) were both...
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This note was uploaded on 02/22/2010 for the course CHEM 2556 at Virginia Tech.