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Merck

328650

Potassio t-butossido

1.0 M in THF

Sinonimo/i:

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

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Informazioni su questo articolo

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

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Nome del prodotto

Potassio t-butossido, 1.0 M in THF

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

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Questo articolo
70275765987860435
Potassio t-butossido 1.0 M in THF

Sigma-Aldrich

328650

Potassio t-butossido

Potassium tert-pentoxide solution 2 M in THF

Sigma-Aldrich

702757

Potassium tert-pentoxide solution

Potassio ter-butossido sublimed grade, 99.99% trace metals basis

Sigma-Aldrich

659878

Potassio ter-butossido

Potassium tert-pentoxide solution technical, ~25% in toluene (T, ~1.7 M)

Sigma-Aldrich

60435

Potassium tert-pentoxide solution

form

liquid

form

liquid

form

solid

form

-

concentration

1.0 M in THF

concentration

2 M in THF

concentration

-

concentration

~25% in toluene (T, ~1.7 M)

density

0.902 g/mL at 25 °C

density

0.920 g/mL at 25 °C

density

-

density

0.90 g/mL at 20 °C

reaction suitability

core: potassium

reaction suitability

-

reaction suitability

core: potassium

reaction suitability

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

Application

La soluzione di ter-butossido di potassio (t-BuOK) può essere impiegata:
  • Come catalizzatore per l′interesterificazione dell′olio di semi di colza con acetato di metile
  • Per favorire i riarrangiamenti di Sommelet–Hauserdi di ilidi ottenute a partire da sali di ammonio quaternario di amminoacidi N-benzilici in condizioni blande.
  • Come precursore metallorganico nella sintesi di film ferroelettrici di KNbO3 mediante deposizione chimica da fase vapore.
  • Per preparare il catalizzatore e-potassioossametilpiridina
  • Come base alcossido forte in funzione di reagente

General description

Il potassio t-butossido è una base forte non nucleofila. Capace di deprotonare acidi da sostanze organiche e altri acidi di Bronsted. Soluzioni di reagenti in t-BuOH si possono preparare facendo reagire l′alcol anidro con potassio in atmosfera d′azoto.

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

Classe di stoccaggio

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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Certificati d'analisi (COA)

Lot/Batch Number
SHBS6958
SHBS0580
SHBR2381
SHBP1951
SHBN7231

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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 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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  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 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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  7. 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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  8. 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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  9. 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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  10. 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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