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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:
2857-97-8
Molecular Weight:
153.09
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24851651
EC Number:
220-672-0
Beilstein/REAXYS Number:
1731135
MDL number:
MFCD00000048
Assay:
97%
Form:
liquid

Key Documents

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refractive index

n20/D 1.424 (lit.)

bp

79 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

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

Quality Level

200

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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

EUH014

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7571
SDBB1118
STBL3002
STBK8738
STBK6646

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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
Aldrichimica Acta, 14, 31-31 (1981)
J T Sparrow et al.
Peptide research, 9(5), 218-222 (1996-09-01)
The original trimethylsilyl bromide (TMSBr) method of peptide resin deprotection and cleavage has been modified for convenience and applicability to larger peptides. Equal amounts of a 66-residue test peptide resin were cleaved by the standard hydrogen fluoride (HF) procedure, the
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
W F Steelant et al.
Analytical biochemistry, 227(1), 246-250 (1995-05-01)
The gas-chromatographic determination of hexadecylphosphocholine (HePC), an experimental antitumor agent of the alkyllysophospholipid group, in Caco-2T cell culture and cell culture media is described. The Caco-2T cells were treated with HePC at a concentration of 40 micrograms/ml (9.8 microM) and
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