659878
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:
Molecular Weight:
112.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-740-3
Beilstein/REAXYS Number:
3556712
MDL number:
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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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.
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.
Features and Benefits
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Danger
hcodes
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
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
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