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494011

Sigma-Aldrich

(4-Bromophenylethynyl)trimethylsilane

98%

Synonym(s):

(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

Linear Formula:
BrC6H4C≡CSi(CH3)3
CAS Number:
16116-78-2
Molecular Weight:
253.21
MDL number:
MFCD01863556
UNSPSC Code:
12352100
PubChem Substance ID:
24872871
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

61-63 °C (lit.)

functional group

bromo

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

494011-25G:
494011-5G:
494011-VAR:
494011-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF7785
MKBZ9693V
MKBS2283V
MKBQ8585V
MKBP9235V

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European Journal of Organic Chemistry, 2001(22), 4181-4187 (2001)

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