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Merck
CN

194409

Bromotrimethylsilane

97%

Synonym(s):

TMBS, Trimethylbromosilane, Trimethylsilyl bromide

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About This Item

Linear Formula:
(CH3)3SiBr
CAS Number:
Molecular Weight:
153.09
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-672-0
Beilstein/REAXYS Number:
1731135
MDL number:
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Product Name

Bromotrimethylsilane, 97%

InChI key

IYYIVELXUANFED-UHFFFAOYSA-N

InChI

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

SMILES string

C[Si](C)(C)Br

assay

97%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.424 (lit.)

bp

79 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

Quality Level

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Application

Used with InCl3 to catalyze the direct allylation of a variety of alcohols with allyltrimethylsilane.

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Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

89.6 °F

flash_point_c

32 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Takahiro Saito et al.
The Journal of organic chemistry, 71(22), 8516-8522 (2006-10-27)
The combination of InCl3 and Me3SiBr provided an enhanced Lewis acid system that can be used to promote a wide range of direct coupling reactions between alcohols and silyl nucleophiles in non-halogenated solvents, such as hexane or MeCN. The enhanced
J. Chem. Soc. Perkin Trans. II, 263-263 (1991)
Aldrichimica Acta, 14, 31-31 (1981)
Tetrahedron Letters, 34, 7713-7713 (1993)
Syed Tasadaque A Shah et al.
Organic & biomolecular chemistry, 6(12), 2168-2172 (2008-06-06)
An efficient and chemoselective cleavage of silyl ethers (primary, secondary and aromatic) by using catalytic quantities of trimethylsilyl bromide (TMSBr) in methanol is reported. A wide range of alkyl silyl ethers such as TBS, TIPS, and TBDPS can be chemoselectively

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