Potassium tert-butoxide

Potassium tert-butoxide
Skeletal formula of potassium tert-butoxide
Skeletal formula of potassium tert-butoxide
Ball-and-stick model of the cubane tetramer that potassium tert-butoxide adopts in
Ball-and-stick model of the cubane tetramer that potassium tert-butoxide adopts in
Names
Preferred IUPAC name
Potassium tert-butoxide
Other names
KOt-Bu, potassium t-butoxide.
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.583 Edit this at Wikidata
UNII
  • InChI=1S/C4H9O.K/c1-4(2,3)5;/h1-3H3;/q-1;+1 checkY
    Key: LPNYRYFBWFDTMA-UHFFFAOYSA-N checkY
  • InChI=1/C4H9O.K/c1-4(2,3)5;/h1-3H3;/q-1;+1
    Key: LPNYRYFBWFDTMA-UHFFFAOYAU
  • [K+].[O-]C(C)(C)C
Properties
C4H9KO
Molar mass 112.21 g mol−1
Appearance solid
Melting point 256 °C (493 °F; 529 K)
Boiling point sublimes at 220 °C (1 mmHg) or at 140 °C (0.01 hPa)
Reacts with water
Solubility in diethyl ether 4.34 g/100 g (25-26 °C)[1]
Solubility in Hexane 0.27 g/100 g (25-26 °C)[1]
Solubility in Toluene 2.27 g/100 g (25-26 °C)[1]
Solubility in THF 25.00 g/100 g (25-26 °C)[1]
Hazards
GHS labelling:[2]
GHS02: Flammable GHS05: Corrosive
Danger
H228, H252, H314
P405
Safety data sheet (SDS) Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Potassium tert-butoxide (or potassium t-butoxide) is a chemical compound with the formula [(CH3)3COK]n (abbr. KOtBu). This colourless solid is a strong base (pKa of conjugate acid around 17), which is useful in organic synthesis. The compound is often depicted as a salt, and it often behaves as such, but its ionization depends on the solvent.[1]

  1. ^ a b c d e Caine D. (2006). "Potassiumtert-Butoxide". Potassium tert-Butoxide. e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp198.pub2. ISBN 0471936235.
  2. ^ Record of Potassium tert-butoxide in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2021-12-22.