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702757

Sigma-Aldrich

Potassium tert-pentoxide solution

2 M in THF

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Synonym(s):
Potassium tert-amylate, Potassium (2-methyl-2-butoxide), Potassium tert-pentylate
Linear Formula:
CH3CH2C(CH3)2OK
CAS Number:
Molecular Weight:
126.24
Beilstein:
4149025
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

concentration

2 M in THF

density

0.920 g/mL at 25 °C

SMILES string

[K+].CCC(C)(C)[O-]

InChI

1S/C5H11O.K/c1-4-5(2,3)6;/h4H2,1-3H3;/q-1;+1

InChI key

ZRLVQFQTCMUIRM-UHFFFAOYSA-N

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This Item
32865060435156671
Potassium tert-pentoxide solution 2 M in THF

702757

Potassium tert-pentoxide solution

Potassium tert-butoxide solution 1.0 M in THF

328650

Potassium tert-butoxide solution

Potassium tert-pentoxide solution technical, ~25% in toluene (T, ~1.7 M)

60435

Potassium tert-pentoxide solution

Potassium tert-butoxide reagent grade, ≥98%

156671

Potassium tert-butoxide

form

liquid

form

liquid

form

-

form

solid

density

0.920 g/mL at 25 °C

density

0.902 g/mL at 25 °C

density

0.90 g/mL at 20 °C

density

-

General description

Potassiumtert-pentoxide solution is a strong and sterically hindered alkoxide baseprepared by treating oil-free potassium hydride with anhydrous t-pentylalcohol in anhydrous solvent.

Application

Potassium tert-pentoxide solution can be used as a base in the:
  • Wittig reaction of ketoesters with methyltriphenylphosphonium bromide to synthesize alkenes.
  • Palladium-catalyzed Buchwald-Hartwig amination reaction.
It can also be used:
  • To prepare potassium tert-pentoxide-crown ether complexes, which is used as a Lewis base catalyst in Mukaiyama aldol reaction.
  • As an activator for (difluoromethyl)trimethylsilane to generate difluoromethyl-carbanion which reacts with isothiocyanate to synthesize α, α-difluoromethyl thioamide.

Features and Benefits

In the absence of air and moisture, potassium tert-pentoxide solutions in benzene or toluene may be stored in a refrigerator for up to 1 year without significant deterioration.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - Solvent

Flash Point(C)

-17 °C - Solvent

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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