324868
Potassium trimethylsilanolate
90%, technical grade
Synonym(s):
Trimethylsilanol potassium salt
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About This Item
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
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A practical synthesis of nitrocefin
Lee M, et al.
The Journal of Organic Chemistry, 70(1), 367-369 (2005)
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)
Tetrahedron Letters, 25, 5831-5831 (1984)
Potassium trimethylsilanolate-mediated conversion of dialkyl phosphonates to their anhydrous potassium monoalkyl phosphonates under mild, non-aqueous conditions
Dziemidowicz J, et al.
Synthesis, 2005(04), 569-574 (2005)
Potassium trimethylsilanolate mediated hydrolysis of nitriles to primary amides
Merchant KJ
Tetrahedron Letters, 41(19), 3747-3749 (2000)
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