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Merck

328650

Potassium tert-butoxide solution

1.0 M in THF

Synonym(s):

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

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₩141,897

500 ML

₩610,320

₩141,897

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About This Item

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

Key Documents

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Product Name

Potassium tert-butoxide solution, 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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1 of 4

This Item
70275765987860435
Potassium tert-butoxide solution 1.0 M in THF

Sigma-Aldrich

328650

Potassium tert-butoxide solution

Potassium tert-pentoxide solution 2 M in THF

Sigma-Aldrich

702757

Potassium tert-pentoxide solution

Potassium tert-butoxide sublimed grade, 99.99% trace metals basis

Sigma-Aldrich

659878

Potassium tert-butoxide

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

Potassium tert-butoxide solution(t-BuOK) can be used:
  • As a catalyst for the interesterification of rapeseed oil with methyl acetate.
  • To promote Sommelet–Hauser rearrangements of N-benzylic amino acid-derived ammonium ylides under mild conditions.
  • As a metal-organic precursor in the synthesis of KNbO3 ferroelectric films by the chemical vapor deposition method.
  • To prepare 3-potassiooxamethylpyridine catalyst.
  • As a strong alkoxide base reagent.

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.

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

Storage Class

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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Certificates of Analysis (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)
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
Brian C Anderson et al.
Biomaterials, 23(22), 4345-4352 (2002-09-11)
Several homopolymers and copolymers of 2-(diethylamino)ethyl methacrylate (DEAEM) and poly(ethylene glycol) methyl ether methacrylate (PEGMEM) were synthesized using anionic polymerization initiated by potassium t-butoxide. The polymers were characterized by average molecular weight, polydispersity and monomeric unit composition. A very narrow
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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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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