324868
Potassium trimethylsilanolate
90%, technical grade
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Synonym(s):
Trimethylsilanol potassium salt
Linear Formula:
(CH3)3SiOK
CAS Number:
Molecular Weight:
128.29
Beilstein:
3560282
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
technical grade
Quality Level
Assay
90%
mp
135-138 °C (lit.)
SMILES string
[K+].C[Si](C)(C)[O-]
InChI
1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1
InChI key
LBKJNHPKYFYCLL-UHFFFAOYSA-N
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Application
Potassium trimethylsilanolate can be used as a reagent in the:
It can also be used as a coupling promoter in cross-coupling reaction of aliphatic alkynylsilanols with aryl iodides.
- Hydrolysis of nitriles to primary amides.
- Conversion of esters to carboxylic acids, and dialkyl phosphonates to their monoalkyl phosphonates.
- Synthesis of E-alkenes, and nitrocefin.
It can also be used as a coupling promoter in cross-coupling reaction of aliphatic alkynylsilanols with aryl iodides.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Cross-coupling of alkynylsilanols with aryl halides promoted by potassium trimethylsilanolate
Denmark SE and Tymonko SA
The Journal of Organic Chemistry, 68(23), 9151-9154 (2003)
A practical synthesis of nitrocefin
Lee M, et al.
The Journal of Organic Chemistry, 70(1), 367-369 (2005)
Tetrahedron Letters, 25, 5831-5831 (1984)
Scope and limitations of sodium and potassium trimethylsilanolate as reagents for conversion of esters to carboxylic acids
Lovric M, et al.
Croatica Chemica Acta. Arhiv Za Kemiju, 80(1), 109-115 (2007)
Alkene synthesis: elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base
Baker-Glenn CAG, et al.
Tetrahedron Letters, 46(43), 7427-7430 (2005)
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