What is the reaction Scheme of cyclohexene from cyclonexanol? Experiment 06: Synthesis of Cyclohexene by Acid Catalyzed
Posted: Sat Jul 02, 2022 8:21 pm
Experiment 06: Synthesis of Cyclohexene by Acid Catalyzed Dehydration of Cyclohexanol; Simple and Fractional Distillation and IR Spectroscopy So far this semester, several important laboratory techniques have been studied: isolation of a compound (L/L extraction), purification of a compound (recrystallization), determination of the purity of a compound (melting point and TLC) and characterization of a compound (melting point). In this experiment, students will learn how to carry out an orgarfic reaction. The laboratory technique of distillation for the purification of a liquid organic compound will also be investigated. IR Spectroscopy will be utilized to characterize the final product. The process involved in performing an organic chemical reaction can be broken down into the following steps: . . . . . . . . Write out a balanced equation of the reactants and expected products. Create a table with the relevant physical properties of reactants and products (MW, density, mp, bp). Dry and weigh the product. Determine the purity of the product (TLC, mp, IR, NMR). Characterize the product (mp, IR, NMR). Calculate the % yield of the reaction product. Introduction: Synthesis of Cyclohexene from Cyclohexanol (Dehydration Reaction) Alkenes can be prepared from alcohols by acid-catalyzed elimination of water. Dehydration of alcohols can occur via El or E2 type elimination mechanisms. Tertiary (3°) and secondary (2º) alcohols undergo dehydration with ease and form alkenes via an El mechanism. Primary (1) alcohols are the most difficult to dehydrate and form alkenes via an E2 mechanism. In this experiment, cyclohexene will be synthesized from. cyclohexanol by acid-catalyzed dehydration using phosphoric acid (Scheme 1). . Calculate the molar ratio, limiting reagents and theoretical yields. Gather the chemicals needed for the reaction. Combine the reactants following a written procedure. "Work up" the reaction. Isolate the product by extraction (if required). Purify the product. Scheme 1. Synthesis of cyclohexene. OH 85% H₂PO4 Cyclohexanol FW: 100.16 g/mol d: 0.96 g/mL bp: 161 °C heat + H₂O Cyclohexene FW: 82.14 g/mol d: 0.81 g/mL bp: 82 °C