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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

WGK

WGK 3

Flash Point(F)

10.4 °F

Flash Point(C)

-12 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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S. Hanessian et al.
Tetrahedron Letters, 25, 2515-2515 (1984)
J.L. Meek et al.
Journal of the American Chemical Society, 110, 2317-2317 (1988)
C. Flann et al.
Journal of the American Chemical Society, 109, 6097-6097 (1987)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
J L Hughes et al.
Peptide research, 8(5), 298-300 (1995-09-01)
The cleavage of a peptide resin attached to a phenylacetomidomethyl (PAM) resin was investigated using bromotrimethylsilane (TMSBr) with thioanisole in trifluoroacetic acid (TFA), and by chlorotrimethylsilane (TMSCl) in the same reagents with lithium bromide. Both TMSBr and TMSCl cleaved the

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