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Merck
CN

324868

Potassium trimethylsilanolate

90%, technical grade

Synonym(s):

Trimethylsilanol potassium salt

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About This Item

Linear Formula:
(CH3)3SiOK
CAS Number:
10519-96-7
Molecular Weight:
128.29
UNSPSC Code:
12352302
PubChem Substance ID:
24859472
NACRES:
NA.22
EC Number:
234-062-7
MDL number:
MFCD00013421
Beilstein/REAXYS Number:
3560282
Assay:
90%
Concentration:
≤100%
Form:
powder
Grade:
technical grade

Key Documents

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Product Name

Potassium trimethylsilanolate, 90%, technical grade

SMILES string

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

InChI

1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1
1S/C3H9OSi.K/c1-5(2,3)4;/h1-3H3;/q-1;+1

InChI key

LBKJNHPKYFYCLL-UHFFFAOYSA-N
LBKJNHPKYFYCLL-UHFFFAOYSA-N

grade

technical grade

assay

90%

form

powder

concentration

≤100%

mp

135-138 °C (lit.)
135-138 °C

Quality Level

200

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Application

Potassium trimethylsilanolate can be used as a reagent in the:
  • 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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000396917
0000396943
0000388795
0000368540
0000357726

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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)
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)
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)
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)
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