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156671

Sigma-Aldrich

Potassium tert-butoxide

greener alternative

reagent grade, ≥98%

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Synonym(s):
Potassium tert-butylate, Potassium t-butoxide
Linear Formula:
(CH3)3COK
CAS Number:
Molecular Weight:
112.21
Beilstein:
3556712
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

Quality Level

vapor pressure

1 mmHg ( 220 °C)

Assay

≥98%

form

solid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

mp

256-258 °C (dec.) (lit.)

greener alternative category

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

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This Item
3286506598788.43978
vapor pressure

1 mmHg ( 220 °C)

vapor pressure

-

vapor pressure

1 mmHg ( 220 °C)

vapor pressure

-

assay

≥98%

assay

-

assay

99.99% trace metals basis

assay

-

form

solid

form

liquid

form

solid

form

liquid

mp

256-258 °C (dec.) (lit.)

mp

-

mp

256-258 °C (dec.) (lit.)

mp

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

General description

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.

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.

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.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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25G
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705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

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Customers Also Viewed

Slide 1 of 6

1 of 6

Synthesis of highly enantiomerically enriched amines by asymmetric transfer hydrogenation of N-(tert-butylsulfinyl) imines
Guijarro D, et al.
Organic Syntheses (2013)
Mizoroki-Heck-type reaction mediated by potassium tert-butoxide
Shirakawa E, et al.
Angewandte Chemie (International ed. in English), 123(20), 4767-4770 (2011)
tert-Butoxide-assisted amidation of esters under green conditions
Kim Bo Ram, et al.
Synthesis, 44(01), 42-50 (2012)
"Potassium tert-Butoxide Promoted Intramolecular Arylation via a Radical Pathway"
Roman SD, et al.
Organic Letters, 13(12), 3242-3245 (2011)
Subhadip De et al.
Organic letters, 14(17), 4466-4469 (2012-08-16)
A transition-metal-free intramolecular dehydrohalide coupling via intramolecular homolytic aromatic substitution (HAS) with aryl radicals has been developed in the presence of potassium tert-butoxide and an organic molecule as the catalyst. The methodology has been applied to a concise synthesis of

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