Difference between revisions of "Potassium tert-butoxide"
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Revision as of 21:53, 25 August 2018
| IUPAC name
| Other names
|Molar mass||112.21 g/mol|
|Appearance||Colorless to slight yellow solid|
|Melting point||256–258 °C (493–496 °F; 529–531 K) (decomposes)|
|Boiling point||Sublimation begins from 220 °C (428 °F; 493 K) (at 1 mmHg)|
|Solubility|| Reacts with acids, carboxylic acids, halocarbons|
Soluble in tert-butanol, THF
Slightly soluble in diethyl ether, toluene
Poorly soluble in hexane
|Solubility in diethyl ether||4.34 g/100 g (25 °C)|
|Solubility in hexane||0.27 g/100 g (25 °C)|
|Solubility in tert-Butanol||17.8 g/100 g (25 °C)|
|Solubility in tetrahydrofuran||25 g/100 g (25 °C)|
|Solubility in toluene||2.27 g/100 g (25 °C)|
|Safety data sheet||Sigma-Aldrich|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
|690 mg/kg (rat, oral)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Potassium tert-butoxide is the chemical compound with the formula C4H9OK, sometimes written as (CH3)3CO−K+. It is a strong base (pKa of conjugate acid around 17), very useful in organic reactions.
Potassium tert-butoxide will readily hydrolyze in water to form tert-butanol and potassium hydroxide.
- (CH3)3COK + H2O → (CH3)3C-OH + KOH
Potassium tert-butoxide reacts exothermically with chloroform.
Potassium tert-butoxide is sold by many chemical suppliers.
- (CH3)3C-OH + K → (CH3)3CO−K+ + ½ H2
Purification can be done via sublimation under vacuum.
- Preparation of metallic potassium
- Strong non-nucleophilic base in organic reactions
- Ignition in contact with chloroform (or dichloromethane)
Potassium tert-butoxide is sensitive to water and is corrosive. Wear proper protection when handling the compound.
Can be neutralized by adding it in plenty of water, then poured down the drain.