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328650

Sigma-Aldrich

Terc-butóxido de potasio solution

1.0 M in THF

Sinónimos:

Potassium tert-butylate, Potassium-2-methylpropan-2-olate solution

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About This Item

Fórmula lineal:
(CH3)3COK
Número de CAS:
865-47-4
Peso molecular:
112.21
Beilstein/REAXYS Number:
3556712
MDL number:
MFCD00012162
UNSPSC Code:
12352103
PubChem Substance ID:
24859391
NACRES:
NA.23
En este momento no podemos mostrarle ni los precios ni la disponibilidad

form

liquid

Quality Level

200

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

El terc-butóxido de potasio es una base no nucleofílica fuerte. Es capaz de desprotonar el carbono y otros ácidos de Bronsted. Pueden prepararse disoluciones del reactivo en terc-BuOh haciendo reaccionar alcohol anhidro con potasio en atmósfera de nitrógeno.

Application

La disolución de terc-butóxido de potasio (t-BuOK) se puede utilizar:
  • Como catalizador para la interesterificación del aceite de colza con acetato de metilo.
  • Para promover los reordenamientos de Sommelet–Hauser de iluros de amonio derivados de aminoácidos
    • N
  • -bencílicos en condiciones suaves.
  • Como precursor organometálico en la síntesis de películas ferroeléctricas de KNbO3 por el método de deposición química de vapor.
  • Para preparar el catalizador 3-potasiooxametilpiridina.
  • Como una base alcóxido fuerte.

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Danger

Hazard Classifications

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

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH014,EUH019

Storage Class

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

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Certificados de análisis (COA)

Lot/Batch Number
SHBS0580
SHBR2381
SHBP1951
SHBN7231
SHBN2787

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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
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
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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Questions

1–10 of 10 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. Potassium tert-butoxide solution in THF 1M solution is bottle with sure-seal or not?

    1 answer

    1. Yes, the 50mL, 500mL, and 2L sizes are packaged in amber glass bottles with a Sure/Seal cap. The 20L size is packaged in a steel drum.

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  4. What type of container does this ship in? 328650-20L

    1 answer

    1. Item 328650-20L is packaged in a Carbon Steel Drum that includes a 2-in. and a 3/4-in. opening. Each opening is capped and sealed with a polypropylene tamper-evident seal. See the attached image below.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

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

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

    1 answer

    1. 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.

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

    1 answer

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

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