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64296

Sigma-Aldrich

(Trimethylsilyl)methanesulfonate

≥97%

Synonym(s):

Methanesulfonic acid trimethylsilyl ester, Trimethylsilyl mesylate

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About This Item

Linear Formula:
H3CSO3OSi(CH3)3
CAS Number:
10090-05-8
Molecular Weight:
168.29
Beilstein:
2076698
EC Number:
233-220-2
MDL number:
MFCD00042815
UNSPSC Code:
12352001
PubChem Substance ID:
24883236
NACRES:
NA.22

Assay

≥97%

form

liquid

refractive index

n20/D 1.422 (lit.)
n20/D 1.422

bp

103-104 °C/25 mmHg (lit.)

density

1.09 g/mL at 25 °C (lit.)

functional group

sulfonic acid

SMILES string

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

InChI

1S/C4H12O3SSi/c1-8(5,6)7-9(2,3)4/h1-4H3

InChI key

BCHASIUOFGDRIO-UHFFFAOYSA-N

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Application

Reactant or reagent involved in:
  • Reduction of esters to ethers using boron difluoride triflate etherate
  • Elimination of C(8)-functional groups via regioselective dehydration
  • Dealkylsilylation of alumazene derivatives

Other Notes

Silylating agent

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5323V
1363119V
1363119
044101/1
037944/1

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Sigma-Aldrich

226149

tert-Butyldimethylsilyl trifluoromethanesulfonate

J G Jun et al.
Carbohydrate research, 163(2), 247-261 (1987-06-15)
Several per-O-methylated D-glucans and D-fructans were used as models in an attempt to identify new catalysts for carrying out reductive cleavage. Included in these model studies were several D-glucans that contained 4-linked D-glucopyranosyl residues as well as one having a
H.H. Hergott et al.
Liebigs Ann. Chem., 1718-1718 (1980)

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