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Merck

659878

Potassium tert-butoxide

greener alternative

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:
Molecular Weight:
112.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-740-3
Beilstein/REAXYS Number:
3556712
MDL number:
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Product Name

Potassium tert-butoxide, sublimed grade, 99.99% trace metals basis

InChI

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

SMILES string

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

InChI key

LPNYRYFBWFDTMA-UHFFFAOYSA-N

grade

sublimed grade

vapor pressure

1 mmHg ( 220 °C)

assay

99.99% trace metals basis

form

solid

reaction suitability

core: potassium

Quality Level

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Catalysis
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mp

256-258 °C (dec.) (lit.)

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Application

Potassium tert-butoxide can be used as:
  • A precursor to fabricate potassium-containing thin films via the atomic layer deposition (ALD) method.
  • A catalyst for efficient functionalization of silsesquioxanes enabling the preparation of hybrid materials used in optics, electronics, and coating. A strong base in the synthesis of nitriles from aldehydes.
  • A promoter and base in cyclization and coupling reactions for enabling a wide range of bond-forming reactions via both ionic and radical mechanisms.
  • Mizoroki-Heck-Type reactions are mediated by potassium tert-butoxide. potassium tert-butoxide can commence the anionic polymerization of carbazolyl-substituted oxiranes.

General description

Potassium tert-butoxide (KOtBu) is a strong, non-nucleophilic base widely used in organic synthesis and materials science. It appears as a white to off-white crystalline solid that is highly reactive, especially in the presence of moisture or air. It can be used as a vapor deposition precursor in chemical vapor deposition (MOCVD) processes for thin film fabrication. It offers potential utility in depositing potassium-containing films or modifying surface chemistry in the production of advanced materials.

Features and Benefits

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pictograms

FlameCorrosion

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Danger

Hazard Classifications

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

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Cyclization and Coupling Reactions Promoted by Potassium tert-Butoxide
Lizhi, Zhang and Yongjian, et al.
Chinese Journal of Organic Chemistry, 42, 1950-1950 (2022)
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
Wen-Sen He et al.
Bioresource technology, 114, 1-5 (2012-04-03)
The effects of solvents with different log P values, and of lipases on the synthesis of water-soluble plant stanol derivatives were investigated. Results showed that conversion in solvents with log P<0.37 was mainly controlled by the hydrophobicity of the solvent
Astrid Beyer et al.
Organic letters, 14(15), 3948-3951 (2012-07-17)
Potassium tert-butoxide-mediated intramolecular α-arylations of fluoro- and chloro-substituted anilides provide oxindoles in DMF at 80 °C. In this manner, diversely substituted products have been obtained in moderate to high yields.

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