Epoxycyclohexane Synthesis.pdf - Two-Step Synthesis of...

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Two-Step Synthesis of EpoxycyclohexaneMyles S. DavisDepartment of Chemistry, University of Central FloridaABSTRACT:The aim of this experiment was to synthesize epoxycyclohexane, or cyclohexane oxide, by reacting cyclohexenewith N-bromosuccinimide (NBS) to produce trans-2-bromocyclohexanol which forms the epoxide when reacted with a base.The reaction was performed via alkene addition and intramolecular nucleophilic substitution reactions. The techniques usedthroughout the experiment include reflux with dropwise addition, liquid-liquid extraction, and IR spectroscopy for analysis.The IR spectra for the reactant and products were analyzed and compared to standard IR spectrums to observe the differencesin absorptions and functional groups present. Overall, the IR spectra proved that the products obtained matched the identityof trans-2-bromocyclohexanol and epoxycyclohexane, which proved that the experiment was a success.IntroductionEpoxycyclohexane, or cyclohexene oxide, is an epoxide thatis mainly used for synthesizing organic materials and dyes.Itisusedtosynthesizecertainmaterialssuchaspharmaceuticals,perfumes,anddyes[1].Inthisexperiment, epoxycyclohexane will be synthesized fromcyclohexene and trans-2-bromocyclohexanol. Synthesizingepoxycyclohexane involves two steps, first being the alkeneaddition and the second being nucleophilic substitution.The reaction mechanism is shown below [2].Scheme 1: Epoxycyclohexane Reaction MechanismThefirststepoftheexperimentyieldstrans-2-bromocyclohexanol while the second step will yield thecyclohexane oxide. To make sure that the correct products arebeing obtained, an IR spectrum will be generated for the

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Term
Spring
Professor
AHANGARI
Tags
Sodium, Nucleophilic substitution, Diethyl ether, Functional group, Infrared, Cyclohexene

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