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92337

Sigma-Aldrich

Bromotrimethylsilane

purum, ≥97.0% (AT)

Synonym(s):

TMBS, Trimethylbromosilane, Trimethylsilyl bromide

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About This Item

Linear Formula:
(CH3)3SiBr
CAS Number:
Molecular Weight:
153.09
Beilstein:
1731135
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥97.0% (AT)

form

liquid

contains

silver wool as stabilizer

refractive index

n20/D 1.424 (lit.)
n20/D 1.424

bp

79 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)Br

InChI

1S/C3H9BrSi/c1-5(2,3)4/h1-3H3

InChI key

IYYIVELXUANFED-UHFFFAOYSA-N

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General description

Bromotrimethylsilane is used with Cl3 to catalyze the direct allylation of a variety of alcohols with allyltrimethylsilane.

Application

Bromotrimethylsilane may be used as a derivatizing reagent for the determination of alkyl lysophospholipids in cell culture media using gas chromatography technique.

Other Notes

Powerful silylating agent ; Cleavage of ethers ; Smooth cleavage of phosphonic and phosphoric alkyl esters

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

10.4 °F - closed cup

Flash Point(C)

-12 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J.L. Meek et al.
Journal of the American Chemical Society, 110, 2317-2317 (1988)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
C. Flann et al.
Journal of the American Chemical Society, 109, 6097-6097 (1987)
S. Hanessian et al.
Tetrahedron Letters, 25, 2515-2515 (1984)
Gas chromatographic determination of alkyl lysophospholipids after solid-phase extraction from cell culture media
Coene J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 612(1), 21-26 (1993)

Articles

Results of a study involving the ability few Fluka silylating reagents to form GC-MS-compatible trimethylsilylmethyl derivatives of NSAIDs

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