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938963

Sigma-Aldrich

Potassium tert-butoxide ChemBeads

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Synonym(e):

Potassium tert-butylate, Potassium t-butoxide

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About This Item

Empirische Formel (Hill-System):
KOC4H9
CAS-Nummer:
Molekulargewicht:
112.21
MDL-Nummer:
UNSPSC-Code:
12352100

Beschreibung

Reagent Type-Organic Salt

Qualitätsniveau

Form

solid

Zusammensetzung

wt% loading of base, 14-16 wt. %

Eignung der Reaktion

core: potassium

SMILES String

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

InChI

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

InChIKey

LPNYRYFBWFDTMA-UHFFFAOYSA-N

Allgemeine Beschreibung

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

Anwendung

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)

Leistungsmerkmale und Vorteile

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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Piktogramme

FlameCorrosion

Signalwort

Danger

Gefahreneinstufungen

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

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3


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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
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.
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
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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