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Merck
CN

324868

Sigma-Aldrich

Potassium trimethylsilanolate

90%, technical grade

Synonym(s):

Trimethylsilanol potassium salt

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25 G
¥1,775.31
100 G
¥5,793.06
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25 G
¥1,775.31
100 G
¥5,793.06
1 KG
¥29,338.89

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

¥1,775.31


Available to ship on2025年5月06日Details


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grade

technical grade

Quality Level

Assay

90%

form

powder

concentration

≤100%

mp

135-138 °C (lit.)
135-138 °C

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

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1 of 4

This Item
24177612669345474
grade

technical grade

grade

-

grade

-

grade

-

assay

90%

assay

98%

assay

≥95%

assay

95%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

mp

135-138 °C (lit.)

mp

173-176 °C (lit.)

mp

-

mp

-

Application

Potassium trimethylsilanolate can be used as a reagent in the:
  • Hydrolysis of nitriles to primary amides.[1]
  • Conversion of esters to carboxylic acids,[2] and dialkyl phosphonates to their monoalkyl phosphonates.[3]
  • Synthesis of E-alkenes,[4] and nitrocefin.[5]


It can also be used as a coupling promoter in cross-coupling reaction of aliphatic alkynylsilanols with aryl iodides.[6]

Pictograms

Corrosion

Signal Word

Danger

Hazard 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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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)
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)
A practical synthesis of nitrocefin
Lee M, et al.
The Journal of Organic Chemistry, 70(1), 367-369 (2005)

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