3989-13-7

Basic information

• Product Name: (3-BROMOPHENYLETHYNYL)TRIMETHYLSILANE
• Synonyms: 1-Bromo-3-[2-(trimethylsilyl)ethynyl]benzene
• CAS NO: 3989-13-7
• Molecular Formula: C₁₁H₁₃BrSi
• Molecular Weight: 253.21
• Product Categories: Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 3989-13-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 80 °C0.2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.189 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0262mmHg at 25°C
• Refractive Index: n20/D 1.555(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (3-BROMOPHENYLETHYNYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOPHENYLETHYNYL)TRIMETHYLSILANE(3989-13-7)
• EPA Substance Registry System: (3-BROMOPHENYLETHYNYL)TRIMETHYLSILANE(3989-13-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3989-13-7(Hazardous Substances Data)

Usage

Uses

(3-Bromophenylethynyl)trimethylsilane may be used in the preparation of 4-(3-bromophenyl)-3-butyn-2-one.

General Description

(3-Bromophenylethynyl)trimethylsilane is an internal alkyne.

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

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 766-81-4 3-bromophenylacetylene 
• 591-18-4 1-Bromo-3-iodobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 108-36-1 1,3-dibromobenzene 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 170474-61-0 2-<3-phenyl>ethynyl>silyl>-3-methylbutoxy>tetrahydro-2H-pyran 
• 405065-67-0 4-(3-bromophenyl)-3-butyn-2-one 
• 1453855-77-0 [(2R,3R,4R,5R,6R)-3,4,5-tris(2,2-dimethylpropanoyloxy)-6-[3-(2-trimethylsilylethynyl)phenyl]tetrahydropyran-2-yl]methyl 2,2-dimethylpropanoate 
• 1190964-58-9 [m-BrC6H4C≡CAg]n 
• 170859-80-0 3-(3-bromophenyl)-2-propyn-1-ol 
• 362047-12-9 2,5-bis(3-bromophenyl) thiophene 
• 78629-74-0 Pt((CH₃)3SiC₂C₆H₄Br)(P(C₆H₅)3)2 
• 918487-34-0 2-fluoro-3-(3-((trimethylsilyl)ethynyl)phenyl)pyridine 
• 157326-11-9 3-trimethylsilyl-ethynylphenyldimethyl silane 
• 292868-56-5 C₂₂H₁₂Br₂ 

Relevant articles and documents

Design and synthesis of 3′-(prop-2-yn-1-yloxy)-biphenyl substituted cyclic acylguanidine compounds as BACE1 inhibitors

Based on the lead compounds 1 and 2, a series of novel BACE1 inhibitors were designed and synthesized, among which compound 9h exhibited a 60 fold improvement in potency over the lead compound 1. This represents a good lead for the discovery of more promi

(3-(1H-1,2,3-triazole)phenyl)phosphoric acid derivative as well as preparation method and application thereof

The invention relates to the technical field of medicinal chemistry, and discloses a (3-(1H-1,2,3-triazole)phenyl)phosphoric acid derivative derivative as shown in a formula X which is described in the specification. The derivative has good and broad-spec

Catalytic Activation of Trimethylsilylacetylenes: A One-Pot Route to Unsymmetrical Acetylenes and Heterocycles

For the synthesis of unsymmetrical acetylenes, a Sonogashira coupling-deprotection-Sonogashira coupling reaction sequence is often used. Removal of protecting groups requires harsh conditions or an excess of difficult to handle and expensive reagents. Herein, we disclose a novel catalytic method for the selective deprotection of trimethylsilylacetylenes in Sonogashira reaction. The reagent hexafluorosilicic acid, an inexpensive nontoxic compound, was used to promote the selective desilylation. This method enables the efficient synthesis of unsymmetric acetylenes with other silylated functional groups present. Further possibilities of the method were explored by synthesis of heterocycles.