60981-57-9

Basic information

• Product Name: (benzofuran-2-yl)trimethylsilane
• Synonyms: (benzofuran-2-yl)trimethylsilane
• CAS NO: 60981-57-9
• Molecular Weight: 190.317
• Mol File: 60981-57-9.mol

Chemical Properties

• CAS DataBase Reference: (benzofuran-2-yl)trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (benzofuran-2-yl)trimethylsilane(60981-57-9)
• EPA Substance Registry System: (benzofuran-2-yl)trimethylsilane(60981-57-9)

Safety Data

• Hazardous Substances Data: 60981-57-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(Benzofuran-2-yl)trimethylsilane is utilized as a reagent in the field of organic synthesis, specifically for the formation of carbon-carbon and carbon-heteroatom bonds. Its unique structure allows for a wide range of applications in creating complex molecular structures.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (benzofuran-2-yl)trimethylsilane is used as a valuable intermediate in the preparation of benzofuran-based compounds. These compounds are of interest due to their potential pharmacological and biological activities, making this silane compound a crucial component in the development of novel drugs and therapeutic agents.
Used in Chemical Protection Groups:
The trimethylsilyl group in (benzofuran-2-yl)trimethylsilane serves as a common protecting group for alcohols and amines. It is used to shield these functional groups during chemical reactions, allowing for selective removal under specific conditions, which is essential in multi-step organic synthesis processes.
Used in Material Science:
(Benzofuran-2-yl)trimethylsilane may also find applications in material science, particularly in the development of new materials with unique properties. The benzofuran ring can contribute to the electronic and structural characteristics of the resulting materials, making (benzofuran-2-yl)trimethylsilane a potential candidate for further exploration in this field.

Upstream product

• 95-57-8 2-monochlorophenol 
• 1066-54-2 trimethylsilylacetylene 
• 271-89-6 1-benzofurane 
• 81787-62-4 o-((trimethylsilyl)ethynyl)phenol 

Downstream Products

• 91344-52-4 1-(2-benzofuranyl)-1-propanone 
• 1646-26-0 1-(benzo[b]furan-2-yl)ethanone 
• 91420-43-8 3-acetyl-2-silylbenzofuran 
• 91420-41-6 1-(benzofuran-2-yl)-2-methylpropan-1-one 
• 85614-50-2 1-(benzofuran-2-yl)butan-1-one 
• 91420-42-7 1-Benzofuran-2-yl-2-phenyl-ethanone 
• 91420-45-0 2-Phenyl-1-(2-trimethylsilanyl-benzofuran-3-yl)-ethanone 
• 854372-27-3 1-Benzofuran-2-yl-2-(4-bromo-phenyl)-ethanone 
• 787-64-4 2-(4-nitrophenyl)-1-benzofurane 
• 1839-72-1 2-phenylbenzofuran 
• 19234-04-9 2-(p-methoxyphenyl)-benzo[b]furan 
• 41013-94-9 4-(1-benzofuran-2-yl)benzonitrile 
• 1029569-79-6 2-(perfluorophenyl)benzofuran 
• 69976-44-9 ethyl 4-(1-benzofuran-2-yl)benzoate 

Relevant articles and documents

A photochemical route to 2-substituted benzo[b]furans

2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C-O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of the more expensive bromo or iodo analogues makes this procedure environmentally convenient.

Use of substituted 2-acetylbenzofurans as odoriferous substances

Certain 2-carbonylbenzofurans and 2-carbonyl-2,3-dihydrobenzofurans are excellent odoriferous substances.

Gas-Phase Thermal Rearrangements of Potential Vinylidene Precursors to Silylbenzofurans and Silylbenzopyrans

In an attempt to utilize the considerable migratory aptitude of silicon in the synthesis of 3-silylbenzofurans, the flash vacuum pyrolysis (FVP) of o-phenol was found to provide not only the furan expected from vinylidene cyclization but two isomers resulting from initial 1,5-hydrogen migration from oxygen to form an intermediate allenyl ketone.FVP of 2-(trimethylsilyl)4,5-dihydrofuran produced an unprecedented gas-phase reductive elimination to a vinylidene. o-Ethynyl- and o-propynylanisoles did not afford benzopyrans through vinylidene/C-H(Me) insertion but underwent radical transformations.However, o-anisole unexpectedly extruded Me2Si to form 2-ethylbenzofuran as the only product.Various mechanisms for this remarkable decomposition are considered.The acyclic analogue 1-(trimethylsilyl)-4-methoxybut-1-yn-3-ene pyrolytically extruded not Me2Si but carbon monoxide! This is rationalized as proceeding through an initial 1,5-methyl migration from oxygen to carbon.