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Merck

494011

Sigma-Aldrich

(4-Bromophenylethynyl)trimethylsilane

98%

Sinónimos:

(p-Bromophenyl)ethynyl)trimethylsilane, 1-(p-Bromophenyl)-2-trimethylsilylacetylene, 1-Bromo-4-(2-trimethylsilylethynyl)benzene, 1-Bromo-4-(trimethylsilylethynyl)benzene, 1-Bromo-4-[2-(trimethylsilyl)ethynyl]benzene, 2-(p-Bromophenyl)-1-trimethylsilylacetylene, 4-(Trimethylsilylethynyl)phenyl bromide, [(4-Bromophenyl)ethynyl]trimethylsilane, [1-(4-Bromophenyl)-2-trimethylsilyl]acetylene, [2-(4-Bromophenyl)ethynyl]trimethylsilane

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About This Item

Fórmula lineal:
BrC6H4C≡CSi(CH3)3
Número de CAS:
Peso molecular:
253.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

61-63 °C (lit.)

SMILES string

C[Si](C)(C)C#Cc1ccc(Br)cc1

InChI

1S/C11H13BrSi/c1-13(2,3)9-8-10-4-6-11(12)7-5-10/h4-7H,1-3H3

InChI key

RNMSGCJGNJYDNS-UHFFFAOYSA-N

General description

(4-Bromophenylethynyl)trimethylsilane can be synthesized by the palladium catalyzed reaction between 4-bromo-1-iodobenzene and trimethylsilylacetylene. It undergoes Buchwald-Hartwig coupling with para-substituted diphenylamines.

Application

(4-Bromophenylethynyl)trimethylsilane may be used to synthesize:
  • 1-bromo-4-ethynylbenzene
  • 4-(4-bromophenyl)-3-butyn-2-one
  • 4-ethynyl-4′-tert-butylbiphenyl
  • 1,4-bis[2-(4-bromophenyl)ethynyl]-2,5-dihexylbenzene

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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