494011

(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
• 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

Properties

• 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

Description

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

Safety Information

• 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)