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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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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

bp

79 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

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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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Tetrahedron Letters, 34, 7713-7713 (1993)
Aldrichimica Acta, 14, 31-31 (1981)
J. Chem. Soc. Perkin Trans. II, 263-263 (1991)
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 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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