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Merck

328650

Terc-butóxido de potasio solution

1.0 M in THF

Sinónimos:

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

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Fórmula lineal:
(CH3)3COK
Número CAS:
865-47-4
Peso molecular:
112.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24859391
MDL number:
MFCD00012162
Beilstein/REAXYS Number:
3556712

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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

form

liquid

reaction suitability

core: potassium

concentration

1.0 M in THF

density

0.902 g/mL at 25 °C

Quality Level

200

Categorías relacionadas

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.

signalword

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

Clase de almacenamiento

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

wgk

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
SHBT3963
SHBS6958
SHBS0580
SHBR2381
SHBP1951

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  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)
Eiji Tayama et al.
Organic & biomolecular chemistry, 6(20), 3673-3680 (2008-10-10)
The Stevens rearrangement of N-allylic alpha-aryl amino acid-derived ammonium salts and the Sommelet-Hauser rearrangement of N-benzylic alpha-alkyl amino acid-derived ammonium salts are shown to proceed with remarkably high levels of diastereoselectivity. The methods presented in this work provide new routes
Wen-Sen He et al.
Bioresource technology, 114, 1-5 (2012-04-03)
The effects of solvents with different log P values, and of lipases on the synthesis of water-soluble plant stanol derivatives were investigated. Results showed that conversion in solvents with log P<0.37 was mainly controlled by the hydrophobicity of the solvent
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.
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
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