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the world. LEAPChem Highlights Potassium tert-butanolate today!
Basic
Information of Potassium tert-butanolate
Chemical Name: Potassium tert-butanolate
Cas No.: 865-47-4
Molecular Formula: C4H9KO
Chemical Structure:
Potassium tert-butoxide
is the chemical compound with the formula K+(CH3)3CO−. This colourless solid is
a strong base (pKa of conjugate acid around 17), which is useful in organic
synthesis. It exists as a tetrameric cubane-type cluster. It is often seen
written in chemical literature as potassium t-butoxide. The compound is often
depicted as a salt, and it often behaves as such, but it is not ionized in
solution.
The tert-butoxide species is itself useful
as a strong, non-nucleophilic base in organic chemistry. It is not as strong as
amide bases, e.g. lithium diisopropylamide, but stronger than potassium
hydroxide. Its steric bulk inhibits the group from participating in
nucleophilic addition, such as in a Williamson ether synthesis or an SN2
reaction. Substrates that are deprotonated by potassium t-butoxide include
terminal acetylenes and active methylene compounds. It is useful in
dehydrohalogenation reactions.
Potassium tert-butoxide catalyzes the
reaction of hydrosilanes and heterocyclic compounds to give the silyl
derivatives, with release of H2.
Many modifications have been reported that
influence the reactivity of this reagent. The compound adopts a complex cluster
structure (the adjacent picture is a simplified cartoon), and additives that
modify the cluster affect the reactivity of the reagent. For example, DMF,
DMSO, hexamethylphosphoramide (HMPA), and 18-crown-6 interact with the
potassium center, enhancing the basicity of the butoxide. Schlosser's base, a
mixture of the alkoxide and an alkyl lithium compound, is a related but
stronger base.
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If you are interested in Potassium tert-butanolate, click here to send an inquiry!
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References:
https://en.wikipedia.org/wiki/Potassium_tert-butoxide
https://www.ncbi.nlm.nih.gov/pubmed/26397119
https://pubchem.ncbi.nlm.nih.gov/compound/Potassium_tert-butoxide
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