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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
Aurélie Mallinger et al.
The Journal of organic chemistry, 74(3), 1124-1129 (2008-12-24)
3-Aryltetronic acids were prepared in one step by treatment of a mixture of methyl arylacetates and methyl hydroxyacetates with potassium tert-butoxide, via tandem transesterification/Dieckmann condensation. Several mushroom or lichen pigments, vulpinic acids, were synthesized from 3-(4-methoxyphenyl)tetronic acid in three steps
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
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
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