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359742

Sigma-Aldrich

Trimethylsilyl chlorosulfonate

99%

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Synonym(s):
Chlorosulfonic acid trimethylsilyl ester, Trimethylsiloxysulfonyl chloride, Trimethylsilyl chlorosulfate, Trimethylsilyl chlorosulfonate, [Chlorosulfonyloxy(dimethyl)silyl]methane
Linear Formula:
ClSO3Si(CH3)3
CAS Number:
4353-77-9
Molecular Weight:
188.71
Beilstein:
1763675
EC Number:
224-425-8
MDL number:
MFCD00040471
UNSPSC Code:
12352100
PubChem Substance ID:
24862103
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.424 (lit.)

bp

168-169 °C (lit.)
62-64 °C/10 mmHg (lit.)

mp

−26 °C (lit.)

density

1.225 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)OS(Cl)(=O)=O

InChI

1S/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3

InChI key

QWQONZVLXJGXHV-UHFFFAOYSA-N

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General description

Trimethylsilyl chlorosulfonate is commonly employed as sulfonating agent.

Application

Trimethylsilyl chlorosulfonate may be used:
  • in the sulfonation of small organic molecules
  • in the synthesis of sulfonated polysulfone
  • as sulfonating agent in the preparation of nano-structured organic-inorganic membranes for proton exchange membrane fuel cells (PEMFC) based on methacrylate and epoxy polymeric structures
  • in the preparation of sulfonated polysulfone (sPS)/titanium dioxide (TiO2) composite membranes for use in PEMFCs
  • in the preparation of iodosobenzene sulfate, required for the synthesis of cyclic sulfates

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H226,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

107.6 °F

Flash Point(C)

42 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate.
Bassindale AR, et al.
Canadian Journal of Chemistry, 78(11), 1479-1483 (2000)
Preparation and characterization of sulfonated polysulfone/titanium dioxide composite membranes for proton exchange membrane fuel cells.
Devrim Y, et al.
International Journal of Hydrogen Energy, 34(8), 3467-3475 (2009)
Sulfonated polysulfone as promising membranes for polymer electrolyte fuel cells.
Lufrano F, et al.
Journal of Applied Polymer Science, 77(6), 1250-1256 (2000)
Hybrid organic-inorganic nanostructured membranes for high temperature proton exchange membranes fuel cells (PEMFC).
Aparicio M, et al.
Journal of Sol-Gel Science and Technology, 40(2-3), 309-315 (2006)

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