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156671

Sigma-Aldrich

Potassium tert-butoxide

greener alternative

reagent grade, ≥98%

Sinônimo(s):

Potassium tert-butylate, Potassium t-butoxide

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About This Item

Fórmula linear:
(CH3)3COK
Número CAS:
865-47-4
Peso molecular:
112.21
Beilstein:
3556712
Número CE:
212-740-3
Número MDL:
MFCD00012162
Código UNSPSC:
12352303
ID de substância PubChem:
24849626
NACRES:
NA.22

grau

reagent grade

Nível de qualidade

200

pressão de vapor

1 mmHg ( 220 °C)

Ensaio

≥98%

Formulário

solid

características do produto alternativo mais ecológico

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

pf

256-258 °C (dec.) (lit.)

categoria alternativa mais ecológica

Aligned,

cadeia de caracteres SMILES

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

InChI

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

chave InChI

LPNYRYFBWFDTMA-UHFFFAOYSA-N

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Descrição geral

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Aplicação

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.

Used for greener amidation of esters.

tert-Butoxide-Assisted Amidation of Esters under Green Conditions

Potassium tert-butoxide may be used as a base in the intramolecular cyclization of iodo arene to afford benzopyran via microwave method of synthesis.

Pictogramas

FlameCorrosion
GHS02,GHS05

Palavra indicadora

Danger

Frases de perigo

H228,H252,H314

Classificações de perigo

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

Perigos de suplementos

EUH014

Código de classe de armazenamento

4.2 - Pyrophoric and self-heating hazardous materials

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCQ7478
MKCQ2745
SHBN7037
SHBN6168
SHBG7530V

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Mizoroki-Heck-type reaction mediated by potassium tert-butoxide
Shirakawa E, et al.
Angewandte Chemie (International ed. in English), 123(20), 4767-4770 (2011)
"Potassium tert-Butoxide Promoted Intramolecular Arylation via a Radical Pathway"
Roman SD, et al.
Organic Letters, 13(12), 3242-3245 (2011)
tert-Butoxide-assisted amidation of esters under green conditions
Kim Bo Ram, et al.
Synthesis, 44(01), 42-50 (2012)
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.
Aurélie Mallinger et al.
The Journal of organic chemistry, 74(3), 1124-1129 (2008-12-24)
3-Aryltetronic acids were prepared in one step by treatment of a mixture of methyl arylacetates and methyl hydroxyacetates with potassium tert-butoxide, via tandem transesterification/Dieckmann condensation. Several mushroom or lichen pigments, vulpinic acids, were synthesized from 3-(4-methoxyphenyl)tetronic acid in three steps
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Protocolos

Catalytic Amide Bond Formation Protocol

Information on the Amide bond and the Catalytic Amide Bond Formation Protocol. Amidation of amines and alcohols. The amide bond, an important linkage in organic chemistry, is a key functional group in peptides, polymers, and many natural products and pharmaceuticals.

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