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Merck
CN

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

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is an environmentally benign and has been enhanced for catalytic efficiency. Click here for more information.

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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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)
Cyclization and Coupling Reactions Promoted by Potassium tert-Butoxide
Lizhi, Zhang and Yongjian, et al.
Chinese Journal of Organic Chemistry, 42, 1950-1950 (2022)
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
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
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

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