194409
Bromotrimethylsilane
97%
Synonym(s):
TMBS, Trimethylbromosilane, Trimethylsilyl bromide
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About This Item
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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)
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)
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
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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