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
Beilstein:
1731135
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.)
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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Application
Used with InCl3 to catalyze the direct allylation of a variety of alcohols with allyltrimethylsilane.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
89.6 °F
Flash Point(C)
32 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Aldrichimica Acta, 14, 31-31 (1981)
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)
A Otaka
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 120(1), 54-67 (2000-02-03)
This review summarizes the development of deprotecting methodologies for peptides and their practical application to the synthesis of disulfide bond- or phosphoamino acid-containing peptides. Acidic deprotecting systems utilizing Brønsted acid (HF, trifluoromethanesulfonic acid (TFMSA) and HBr etc.) have been used
Tetrahedron Letters, 34, 7713-7713 (1993)
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