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659878

Sigma-Aldrich

Potassium tert-butoxide

sublimed grade, 99.99% trace metals basis

Synonym(s):

Potassium tert-butylate, Potassium t-butoxide

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About This Item

Linear Formula:
(CH3)3COK
CAS Number:
865-47-4
Molecular Weight:
112.21
Beilstein:
3556712
EC Number:
212-740-3
MDL number:
MFCD00012162
UNSPSC Code:
12352103
PubChem Substance ID:
24884165
NACRES:
NA.23

grade

sublimed grade

vapor pressure

1 mmHg ( 220 °C)

Assay

99.99% trace metals basis

form

solid

reaction suitability

core: potassium

mp

256-258 °C (dec.) (lit.)

SMILES string

[K+].CC(C)(C)[O-]

InChI

1S/C4H9O.K/c1-4(2,3)5;/h1-3H3;/q-1;+1

InChI key

LPNYRYFBWFDTMA-UHFFFAOYSA-N

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General description

Potassium tert-butoxide is a strong alkoxide base, it can deprotonate carbon and other Brφnsted acids. It is a relatively poor nucleophile.
Total impurities: may contain up to 5,000 ppm Sodium

Application

Mizoroki-Heck-Type reactions are mediated by potassium tert-butoxide. potassium tert-butoxide can commence the anionic polymerization of carbazolyl-substituted oxiranes.

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H228,H252,H314

Hazard Classifications

Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 2 - Skin Corr. 1A

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anionic polymerization of carbazolyl-substituted oxiranes initiated by potassium alkalide, potassium tert-butoxide and potassium hydride.
Buika G, et al.
Macromolecular Chemistry and Physics, 196(4), 1287-1293 (1995)
Einav Amit et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(57), 13046-13052 (2020-04-29)
N-heterocyclic carbenes (NHCs) have emerged as a unique molecular platform for the formation of self-assembled monolayers (SAMs) on various surfaces. However, active carbene formation requires deprotonation of imidazolium salt precursors, which is mostly facilitated by exposure of the salt to
E Crespo-Corral et al.
Journal of chromatography. A, 1209(1-2), 22-28 (2008-10-01)
The usefulness of the potassium tert-butoxide/dimethyl sulphoxide/ethyl iodide reaction with carbamate and phenylurea herbicides, and its application to phenoxy acids as a way to prevent hazards and toxicity of the sodium hydride/dimethyl sulphoxide/methyl iodide reaction was studied. Using factorial design
Wei Liu et al.
Chemical communications (Cambridge, England), 49(29), 2983-2985 (2013-03-07)
Simple and cheap alcohols can promote the direct arylation of unactivated arenes with aryl iodides and bromides in the presence of potassium tert-butoxide. This transition-metal-free aromatic C-H transformation offers a cheap and easy practical way to synthesize biaryls under mild
Scott E Denmark et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(19), 4954-4963 (2006-05-04)
This paper chronicles the conceptual development, proof of principle experiments, and recent advances in the palladium-catalyzed cross-coupling reactions of the conjugate bases of organosilanols. The discovery that led to the design and refinement of this process represents a classical illustration
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