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659878

Sigma-Aldrich

Potassium tert-butoxide

sublimed grade, 99.99% trace metals basis

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Synonym(s):
Potassium tert-butylate, Potassium t-butoxide
Linear Formula:
(CH3)3COK
CAS Number:
Molecular Weight:
112.21
Beilstein/REAXYS Number:
3556712
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

grade

sublimed grade

Quality Level

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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1 of 4

This Item
1566718.049188.43978
vibrant-m

659878

Potassium tert-butoxide

vibrant-m

156671

Potassium tert-butoxide

vibrant-m

8.04918

Potassium tert-butylate

vibrant-m

8.43978

Potassium-tert-butylate

assay

99.99% trace metals basis

assay

≥98%

assay

≥98.0% (acidimetric)

assay

-

form

solid

form

solid

form

powder

form

liquid

mp

256-258 °C (dec.) (lit.)

mp

256-258 °C (dec.) (lit.)

mp

256-258 °C

mp

-

vapor pressure

1 mmHg ( 220 °C)

vapor pressure

1 mmHg ( 220 °C)

vapor pressure

0.02 hPa ( 20 °C)

vapor pressure

-

reaction suitability

core: potassium

reaction suitability

-

reaction suitability

-

reaction suitability

-

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

signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
Hajime Ito et al.
Chemical communications (Cambridge, England), 48(64), 8006-8008 (2012-07-10)
The regio- and diastereoselective silaboration of aromatic alkenes with a silylboron compound proceeds in the presence of a catalytic amount of potassium tert-butoxide, providing a complementary method to the corresponding transition metal-catalyzed reactions.
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

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