CH 110K Lecture Notes - Lecture 12: Ethylene Glycol, Dehydrohalogenation, Bromine
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Will be e2 elimination: so the hydrogen leaves a the bromine leaves, the first product will be . We have a high activation energy: but we need the two bromines to leave. So we will heat it, we need 200 degrees celsius. Issues with high temperature reactions: 1: solvent! How do you keep things in solution with such a high temperature: can"t be water or toluene (boils at 100, boils at 110, two basic approaches. 1st pressurize it: dissolve everything, heat it under pressure, allows you to go past the normal bp of the solvent. 2nd you can use a high boiling point solvent. We are using ethylene glycol (bp = 260 degrees: 2: heating we gotta help them along, we"ll do it microscale in conical vile, put on aluminum heating plate with aluminum foil insulation. So you have to be very careful: not on fingers but on wrists, from reaching over the hot plate for things.