D. Caine, D. Roman
Mar 15, 2012
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Abstract
[1907-33-1] C4H9LiO (MW 80.07) InChI = 1S/C4H9O.Li/c1-4(2,3)5;/h1-3H3;/q-1;+1 InChIKey = LZWQNOHZMQIFBX-UHFFFAOYSA-N (weakly basic and nucleophilic metal alkoxide)1 Physical Data: crystalline solid, subl over 170–205 °C/760 mmHg; dec above 250 °C.2 Form Supplied in: commercially available as a white powder. Preparative Methods: the crystalline material is prepared using a Schlenk apparatus by reaction of t-BuOH with a small excess of Lithium sand in PhMe at rt for 24 h;2 the excess metal is removed by filtration and the solvent is removed in vacuo; the remaining solid is sublimed at 110–120 °C/0.01 mmHg. In situ preparation is accomplished by adding a solution of anhyd t-BuOH in THF to 1.6 M n-Butyllithium in hexane,1a or by slowly adding a 1.55 M solution of n-BuLi in hexane to an excess of the anhyd alcohol under N2;1b the reaction is exothermic, and a water bath should be used to keep the temperature of the mixture near rt. Handling, Storage, and Precautions: use same procedure as for Potassium tert-Butoxide, i.e. handle and conduct reactions in a fume hood under an inert atmosphere; for critical experiments, it is recommended that the reagent be freshly prepared.