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Unformatted text preview: potassium hydroxide in ethanol (to solubilize the alkyl halide) or sodium ethoxide in ethanol. Potassium tert-butoxide is another oxygen base that is often used in dehydrohalogenation reactions. KOH NaOEt KOBu-t Some Oxygen Bases Preparation of Alkoxide Bases Although most alkoxide bases are available from commercial sources, they may be "freshly" prepared from the rapid redox reaction of the "dry" (no water) alcohol with an alkali metal. 2CH 3 CH 2 OH + 2Na 2CH 3 CH 2 O-Na + + H 2 sodium ethoxide 2 CH 3 COH CH 3 CH 3 + 2K 2 CH 3 CO-K + CH 3 CH 3 + H 2 potassium tert-butoxide Sodium alkoxides also may be prepared by reacting alcohols with the strong base sodium hydride : RO-H + Na:H sodium hydride RO-Na + a sodium alkoxide + H 2 pK a ~ 16 pK a = 35...
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