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Merck

938963

Sigma-Aldrich

Potassium tert-butoxide ChemBeads

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Sinónimos:

Potassium tert-butylate, Potassium t-butoxide

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About This Item

Fórmula empírica (notación de Hill):
KOC4H9
Número de CAS:
Peso molecular:
112.21
MDL number:
UNSPSC Code:
12352100

description

Reagent Type-Organic Salt

Quality Level

form

solid

composition

wt% loading of base, 14-16 wt. %

reaction suitability

core: potassium

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

General description

Potassium tert-butoxide is a strong alkoxide base, it can deprotonate carbon and other Brφnsted acids. It is a relatively poor nucleophile.

Application

Potassium tert-butoxide has been used as a strong base in the enantioselective synthesis of amines by transfer hydrogenation of N-(tertbutylsulfinyl)imines. It can also be used: To synthesize aliphatic and aromatic amides from corresponding esters and amines. As a base in the intramolecular cyclization of aryl ethers, amines, and amides. As a catalyst to prepare styrene derivatives from aryl halides and alkenes by Mizoroki-Heck reaction.
For general uses, product is also available in powdered form (156671)

Features and Benefits

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

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Referencia del producto
Descripción
Precios

pictograms

FlameCorrosion

signalword

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_germany

WGK 3


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Visite la Librería de documentos

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
Huaiqing Zhao et al.
Chemical communications (Cambridge, England), 49(23), 2323-2325 (2013-02-14)
A macrocyclic aromatic pyridone pentamer was shown to catalyze highly efficient transition-metal-free arylations of unactivated aromatic C-H bonds with aryl iodides and bromides in the presence of potassium tert-butoxide.
Chang-Liang Sun et al.
Nature chemistry, 2(12), 1044-1049 (2010-11-26)
The direct functionalization of C-H bonds has drawn the attention of chemists for almost a century. C-H activation has mainly been achieved through four metal-mediated pathways: oxidative addition, electrophilic substitution, σ-bond metathesis and metal-associated carbene/nitrene/oxo insertion. However, the identification of
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.
Noah P Tu et al.
Angewandte Chemie (International ed. in English), 58(24), 7987-7991 (2019-03-21)
Technologies that enable rapid screening of diverse reaction conditions are of critical importance to methodology development and reaction optimization, especially when molecules of high complexity and scarcity are involved. The lack of a general solid dispensing method for chemical reagents

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