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Potassium tert-butoxide

Potassium tert-butoxide Structure
CAS No.
865-47-4
Chemical Name:
Potassium tert-butoxide
Synonyms
t-BuOK;POTASSIUM TERT-BUTYLATE;POTASSIUM T-BUTOXIDE;KTB;Potassium Tertiary Butoxide;tert-BuOK;Potassium tert-butanolate;tert-Butoxypotassium;tert-butoxide, potassium;PotassiuM tert-butyl alcohol
CBNumber:
CB1335932
Molecular Formula:
C4H9KO
Molecular Weight:
112.21
MOL File:
865-47-4.mol
MSDS File:
SDS
Modify Date:
2024/5/22 17:52:39

Potassium tert-butoxide Properties

Melting point 256-258 °C (dec.) (lit.)
Boiling point 275°C
Density 0.910 g/mL at 20 °C
vapor pressure 1 mm Hg ( 220 °C)
Flash point 54 °F
storage temp. Store below +30°C.
solubility Soluble in hexane, toluene, diethyl ether and terahydrofuran.
pka pK1:18(25°C)
form Solution
color White to off-white
Specific Gravity 0.902
PH 13 (5g/l, H2O, 20℃)Hydrolysis
Water Solubility REACTS
Sensitive Moisture Sensitive
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
BRN 3556712
Stability Stable, but reacts violently with water and acids, possibly leading to fire. Incompatible with water, acids, halogenated hydrocarbons, alcohols, strong oxidizing agents, ketones, carbon dioxide.
InChIKey LPNYRYFBWFDTMA-UHFFFAOYSA-N
CAS DataBase Reference 865-47-4(CAS DataBase Reference)
EPA Substance Registry System 2-Methyl-2-propanol, potassium salt (865-47-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05
Signal word  Danger
Hazard statements  H228-H260-H314
Precautionary statements  P210-P231+P232-P260-P280-P303+P361+P353-P305+P351+P338
Hazard Codes  F,C,Xi
Risk Statements  11-19-22-34-35-14-20-36/37-37
Safety Statements  16-26-36/37/39-43-45-7/9-8-43A-33-27-29
RIDADR  UN 3274 3/PG 2
WGK Germany  1
10-21
Autoignition Temperature 483 °C
Hazard Note  Flammable solid/Corrosive
TSCA  Yes
HazardClass  8
PackingGroup  I
HS Code  29051900
NFPA 704
2
3 2
W

Potassium tert-butoxide price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.43849 Potassium tert-butylate (~ 20% solution in tetrahydrofuran) for synthesis 865-47-4 50ML ₹8049.99 2022-06-14 Buy
Sigma-Aldrich(India) 8.04918 Potassium tert-butylate for synthesis 865-47-4 100G ₹5570 2022-06-14 Buy
Sigma-Aldrich(India) 8.43849 Potassium tert-butylate (~ 20% solution in tetrahydrofuran) for synthesis 865-47-4 250ML ₹21050 2022-06-14 Buy
Sigma-Aldrich(India) 8.04918 Potassium tert-butylate for synthesis 865-47-4 250G ₹12620.01 2022-06-14 Buy
Sigma-Aldrich(India) 8.04918 Potassium tert-butylate for synthesis 865-47-4 2.5KG ₹19050 2022-06-14 Buy
Product number Packaging Price Buy
8.43849 50ML ₹8049.99 Buy
8.04918 100G ₹5570 Buy
8.43849 250ML ₹21050 Buy
8.04918 250G ₹12620.01 Buy
8.04918 2.5KG ₹19050 Buy

Potassium tert-butoxide Chemical Properties,Uses,Production

Chemical Properties

white crystalline powder

Uses

Potassium tert-Butoxide is used in the synthesis of many organic compounds primarily as a strong base. In particular, it is used as a reagent in the base- catalyzed carbonylation of amines for the synthesis of N-Formamides.

General Description

This product has been enhanced for catalytic efficiency.

Fire Hazard

Potassium tert-butoxide is a flammable solid. It ignites on heating. Being very strongly basic, its reactions with acids are highly exothermic. Contact of solid powder with drops of sulfuric acid and vapors of acetic acid caused ignition after an induction period of 0.5 and 3 minutes, respectively (Manwaring 1973). Ignition occurs upon reactions with many common solvents of the type ketone, lower alcohols, esters, and halogenated hydrocarbons. Such solvents include acetone, methyl ethyl ketone, methyl isobutyl ketone, methanol, ethanol, n-propanol, isopropanol, ethyl acetate, n-propyl formate, n-butyl acetate, chloroform, methylene chloride, carbon tetrachloride, epichlorohydrin, dimethyl carbonate, and diethyl sulfate (NFPA 1997). Such ignition may arise from accidental contact of the alkoxide with these solvents and may be attributed to sudden release of energy from exothermic reactions. However, slow mixing of the powder with excess solvent will dissipate the heat. It reacts violently with water, producing tert-butanol and potassium hydroxide, as follows:
K―OC―(C4H9)3+H2O → tert-C4H9OH +KOH
The addition of potassium tert-butoxide to the solvent dimethyl sulfoxide can cause ignition of the latter (Bretherick 1995).

Purification Methods

It sublimes at 220o/1mm. The last traces of tert-BuOH are removed by heating at 150-160o/2mm for 1hour. It is best prepared afresh as likely impurities are tert-BuOH, KOH and K2CO3 depending on its exposure to air. Its solubility at 25-26o in hexane, toluene, Et2O, and THF is 0.27%, 2.27%, 4.34% and 25.0%, respectively. [Feuer et.al. J Am Chem Soc 78 4364, Doering & Urban J Am Chem Soc 78 5938 1956, Beilstein 1 IV 1612.]

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