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Merck

659878

Potassium tert-butoxide

greener alternative

sublimed grade, 99.99% trace metals basis

Synonym(s):

Potassium tert-butylate, Potassium t-butoxide

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₩122,206

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₩290,290

₩122,206


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About This Item

Linear Formula:
(CH3)3COK
CAS Number:
Molecular Weight:
112.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-740-3
Beilstein/REAXYS Number:
3556712
MDL number:

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Product Name

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

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

grade

sublimed grade

vapor pressure

1 mmHg ( 220 °C)

assay

99.99% trace metals basis

form

solid

reaction suitability

core: potassium

Quality Level

greener alternative product characteristics

Catalysis
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mp

256-258 °C (dec.) (lit.)

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1 of 4

This Item
156671328650702757
grade

sublimed grade

grade

reagent grade

grade

-

grade

-

assay

99.99% trace metals basis

assay

≥98%

assay

-

assay

-

form

solid

form

solid

form

liquid

form

liquid

mp

256-258 °C (dec.) (lit.)

mp

256-258 °C (dec.) (lit.)

mp

-

mp

-

vapor pressure

1 mmHg ( 220 °C)

vapor pressure

1 mmHg ( 220 °C)

vapor pressure

-

vapor pressure

-

reaction suitability

core: potassium

reaction suitability

-

reaction suitability

core: potassium

reaction suitability

-

Application

Potassium tert-butoxide can be used as:
  • A precursor to fabricate potassium-containing thin films via the atomic layer deposition (ALD) method. [1]
  • A catalyst for efficient functionalization of silsesquioxanes enabling the preparation of hybrid materials used in optics, electronics, and coating. A strong base in the synthesis of nitriles from aldehydes. [2]
  • A promoter and base in cyclization and coupling reactions for enabling a wide range of bond-forming reactions via both ionic and radical mechanisms. [1]
  • Mizoroki-Heck-Type reactions are mediated by potassium tert-butoxide. potassium tert-butoxide can commence the anionic polymerization of carbazolyl-substituted oxiranes. [3]

General description

Potassium tert-butoxide (KOtBu) is a strong, non-nucleophilic base widely used in organic synthesis and materials science. It appears as a white to off-white crystalline solid that is highly reactive, especially in the presence of moisture or air. It can be used as a vapor deposition precursor in chemical vapor deposition (MOCVD) processes for thin film fabrication. It offers potential utility in depositing potassium-containing films or modifying surface chemistry in the production of advanced materials.

Features and Benefits

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is an environmentally benign and has been enhanced for catalytic efficiency. Click here for more information.

pictograms

FlameCorrosion

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 2 - Skin Corr. 1A

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Cyclization and Coupling Reactions Promoted by Potassium tert-Butoxide
Lizhi, Zhang and Yongjian, et al.
Chinese Journal of Organic Chemistry, 42, 1950-1950 (2022)
Anionic polymerization of carbazolyl-substituted oxiranes initiated by potassium alkalide, potassium tert-butoxide and potassium hydride.
Buika G, et al.
Macromolecular Chemistry and Physics, 196(4), 1287-1293 (1995)
Einav Amit et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(57), 13046-13052 (2020-04-29)
N-heterocyclic carbenes (NHCs) have emerged as a unique molecular platform for the formation of self-assembled monolayers (SAMs) on various surfaces. However, active carbene formation requires deprotonation of imidazolium salt precursors, which is mostly facilitated by exposure of the salt to
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
Astrid Beyer et al.
Organic letters, 14(15), 3948-3951 (2012-07-17)
Potassium tert-butoxide-mediated intramolecular α-arylations of fluoro- and chloro-substituted anilides provide oxindoles in DMF at 80 °C. In this manner, diversely substituted products have been obtained in moderate to high yields.

Questions

1–2 of 2 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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