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Merck
CN

938963

Potassium tert-butoxide ChemBeads

greener alternative

solid

别名:

Potassium tert-butylate, Potassium t-butoxide

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关于此项目

经验公式(希尔记法):
KOC4H9
化学文摘社编号:
分子量:
112.21
UNSPSC Code:
12352100
MDL number:
NACRES:
NA.21
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产品名称

Potassium tert-butoxide ChemBeads,

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

description

Reagent Type-Organic Salt

Quality Level

product line

ChemBeads

form

solid

composition

wt% loading of base, 14-16 wt. %

reaction suitability

core: potassium

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

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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.
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.

General description

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

pictograms

FlameCorrosion

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Danger

Hazard Classifications

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

supp_hazards

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

法规信息

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分析证书(COA)

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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
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
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.
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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