60981-57-9 Usage
Description
(Benzofuran-2-yl)trimethylsilane is a chemical compound characterized by the molecular formula C13H16OSi. It is a silane derivative featuring a trimethylsilyl group attached to a benzofuran ring. (benzofuran-2-yl)trimethylsilane is recognized for its utility in organic synthesis, particularly in the creation of carbon-carbon and carbon-heteroatom bonds. The trimethylsilyl group serves as a versatile protecting group for alcohols and amines, which can be selectively removed under specific reaction conditions. Furthermore, the benzofuran moiety within this compound has garnered interest due to its potential pharmacological and biological properties, positioning (benzofuran-2-yl)trimethylsilane as a significant intermediate for the development and research of related compounds.
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 this compound a potential candidate for further exploration in this field.
Check Digit Verification of cas no
The CAS Registry Mumber 60981-57-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,9,8 and 1 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 60981-57:
(7*6)+(6*0)+(5*9)+(4*8)+(3*1)+(2*5)+(1*7)=139
139 % 10 = 9
So 60981-57-9 is a valid CAS Registry Number.
60981-57-9Relevant articles and documents
A photochemical route to 2-substituted benzo[b]furans
Protti, Stefano,Fagnoni, Maurizio,Albini, Angelo
experimental part, p. 6473 - 6479 (2012/10/08)
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.
Gas-Phase Thermal Rearrangements of Potential Vinylidene Precursors to Silylbenzofurans and Silylbenzopyrans
Barton, Thomas J.,Groh, Brian L.
, p. 158 - 166 (2007/10/02)
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.