938963
Potassium tert-butoxide ChemBeads
Synonym(s):
Potassium tert-butylate, Potassium t-butoxide
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About This Item
Empirical Formula (Hill Notation):
KOC4H9
CAS Number:
Molecular Weight:
112.21
MDL number:
UNSPSC Code:
12352100
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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)
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.
Other Notes
High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 2 - Skin Corr. 1A
Supplementary Hazards
Storage Class Code
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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