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328650

Sigma-Aldrich

Potassium tert-butoxide solution

1.0 M in THF

Synonym(s):
Potassium tert-butylate, Potassium-2-methylpropan-2-olate solution
Linear Formula:
(CH3)3COK
CAS Number:
Molecular Weight:
112.21
Beilstein:
3556712
MDL number:
PubChem Substance ID:
NACRES:
NA.23

form

liquid

Quality Level

reaction suitability

core: potassium

concentration

1.0 M in THF

density

0.902 g/mL at 25 °C

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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General description

Potassium tert-butoxide solution is a strong non nucleophilic base. It is capable of deprotonating carbon and other Bronsted acids. Reagent solutions in tert-BuOh may be prepared by reacting anhydrous alcohol with potassium in nitrogen atmosphere.

Application

Potassium tert-butoxide is used to prepare 3-potassiooxamethylpyridine catalyst. It is also used as a strong alkoxide base reagent.

Packaging

50, 500 mL in Sure/Seal™
2 L in Sure/Seal™
20 L in steel drum

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3 - Water-react. 1

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials, which set free flammable gases upon contact with water

WGK Germany

WGK 1

Flash Point F

-2.2 °F - closed cup

Flash Point C

-19 °C - closed cup

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. Does the Tetrahydrofuran used to make Product 328650, Potassium tert-butoxide solution, contain a stabilizer?

    Yes, the THF contains about 0.025% butylated hydroxytoluene (BHT) as a stabilizer.

  4. What gloves can I use to work with Product 328650, Potassium tert-butoxide solution?

    We would recommend using Neoprene gloves such as Z402435, Z403407, Z402443, or Z402427.

  5. How do I remove Product 328650, Potassium tert-butoxide solution, from the Sure-Seal bottle?

    The Sure-Seal bottle has a septum held in place with a metal crimp cap. We would recommend removing the product by piercing the septum and withdrawing the liquid through a syringe to reduce the compound's exposure to air and moisture. We offer a line of non-coring syringe needles that are ideal for piercing septa.

  6. How should Product 328650, Potassium tert-butoxide solution, be stored?

    Room temperature storage is acceptable for this solution but we would recommend storing this product under nitrogen. The solution can decompose upon exposure to air or moisture. It also can absorb carbon dioxide from the air which will affect quality of the product.

  7. What is the purity of Product 328650, Potassium tert-butoxide solution?

    We do not perform overall purity testing on this solution. The product is prepared with reagent grade potassium tert-butoxide and then titrated  with hydrochloric acid to define the concentration during the quality control analysis.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

One-step methodology for the synthesis of FA picolinyl esters from intact lipids.
Destaillats F and Angers P
Journal of the American Oil Chemists' Society, 79(3), 253-256 (2002)
E Crespo-Corral et al.
Journal of chromatography. A, 1209(1-2), 22-28 (2008-10-01)
The usefulness of the potassium tert-butoxide/dimethyl sulphoxide/ethyl iodide reaction with carbamate and phenylurea herbicides, and its application to phenoxy acids as a way to prevent hazards and toxicity of the sodium hydride/dimethyl sulphoxide/methyl iodide reaction was studied. Using factorial design...
Wei Liu et al.
Chemical communications (Cambridge, England), 49(29), 2983-2985 (2013-03-07)
Simple and cheap alcohols can promote the direct arylation of unactivated arenes with aryl iodides and bromides in the presence of potassium tert-butoxide. This transition-metal-free aromatic C-H transformation offers a cheap and easy practical way to synthesize biaryls under mild...
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.
Scott E Denmark et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(19), 4954-4963 (2006-05-04)
This paper chronicles the conceptual development, proof of principle experiments, and recent advances in the palladium-catalyzed cross-coupling reactions of the conjugate bases of organosilanols. The discovery that led to the design and refinement of this process represents a classical illustration...

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