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Merck

194409

Sigma-Aldrich

Bromotrimethylsilane

97%

Sinónimos:

TMBS, Trimethylbromosilane, Trimethylsilyl bromide

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About This Item

Fórmula lineal:
(CH3)3SiBr
Número de CAS:
Peso molecular:
153.09
Beilstein/REAXYS Number:
1731135
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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.

signalword

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_germany

WGK 3

flash_point_f

89.6 °F

flash_point_c

32 °C

ppe

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


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Visite la Librería de documentos

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)
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
Catherine Taillier et al.
Organic letters, 6(13), 2149-2151 (2004-06-18)
[reaction: see text] (+)-Zoapatanol was synthesized by using four key-steps: a Suzuki cross-coupling to prepare a (Z)-alpha,beta-unsaturated ester followed by an enantioselective dihydroxylation to control the C2' and C3' stereocenters, an intramolecular Horner-Wadsworth-Emmons olefination to construct the oxepane ring, and
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

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