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Merck
CN

702757

Potassium tert-pentoxide solution

2 M in THF

Synonym(s):

Potassium tert-amylate, Potassium (2-methyl-2-butoxide), Potassium tert-pentylate

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About This Item

Linear Formula:
CH3CH2C(CH3)2OK
CAS Number:
41233-93-6
Molecular Weight:
126.24
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
329762401
MDL number:
MFCD00064808
Beilstein/REAXYS Number:
4149025
Concentration:
2 M in THF
Form:
liquid

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InChI

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

SMILES string

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

InChI key

ZRLVQFQTCMUIRM-UHFFFAOYSA-N

form

liquid

concentration

2 M in THF

density

0.920 g/mL at 25 °C

Quality Level

100

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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.

signalword

Danger

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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

1.4 °F - Solvent

flash_point_c

-17 °C - Solvent

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBS4347
SHBR4745
SHBM8894
SHBN7053
SHBL0049

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