702757

Potassium tert-pentoxide solution

2 M in THF

• Synonym(s): Potassium tert-amylate, Potassium (2-methyl-2-butoxide), Potassium tert-pentylate
• Linear Formula: CH₃CH₂C(CH₃)₂OK
• CAS Number: 41233-93-6
• Molecular Weight: 126.24
• Beilstein: 4149025
• MDL number: MFCD00064808
• UNSPSC Code: 12352001
• PubChem Substance ID: 329762401
• NACRES: NA.22

Properties

• form: liquid
• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302,H314,H335,H336,H351
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Target Organs: Central nervous system, Respiratory system
• Supplementary Hazards: EUH019
• 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