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4,5-difluoro-2-(trimethylsilyl)phenyl triflate is a chemical compound that serves as a reagent in organic synthesis. It is characterized by a trifluoromethanesulfonate ester with a phenyl ring substituted by difluoro and trimethylsilyl groups. The triflate group endows 4,5-difluoro-2-(trimethylsilyl)phenyl triflate with strong electrophilic properties, making it versatile for a range of chemical reactions including nucleophilic substitution, palladium-catalyzed coupling, and fluorination reactions. Its distinctive structural features with difluoro and trimethylsilyl groups render it a valuable asset in the synthesis of intricate organic molecules and pharmaceuticals.

217813-00-8

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217813-00-8 Usage

Uses

Used in Organic Synthesis:
4,5-difluoro-2-(trimethylsilyl)phenyl triflate is used as a reagent for its powerful electrophilic nature in various organic synthesis processes. It facilitates reactions such as nucleophilic substitution, where it can be replaced by a nucleophile, and palladium-catalyzed coupling reactions, which are crucial for forming carbon-carbon bonds in complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,5-difluoro-2-(trimethylsilyl)phenyl triflate is utilized as a key intermediate in the synthesis of complex drug molecules. Its unique combination of difluoro and trimethylsilyl groups allows for the creation of novel pharmaceutical compounds with potential therapeutic applications.
Used in Fluorination Reactions:
4,5-difluoro-2-(trimethylsilyl)phenyl triflate is employed as a fluorinating agent in chemical reactions where the introduction of fluorine atoms is required. The presence of the difluoro groups makes it particularly useful for fluorination processes, which are important for enhancing the properties of organic compounds, including their reactivity, stability, and lipophilicity.
Used in Research and Development:
In research and development settings, 4,5-difluoro-2-(trimethylsilyl)phenyl triflate is used as a tool to explore new chemical reactions and mechanisms. Its unique properties allow chemists to investigate novel pathways and develop innovative synthetic strategies for the creation of new organic compounds and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 217813-00-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,7,8,1 and 3 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 217813-00:
(8*2)+(7*1)+(6*7)+(5*8)+(4*1)+(3*3)+(2*0)+(1*0)=118
118 % 10 = 8
So 217813-00-8 is a valid CAS Registry Number.

217813-00-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,5-difluoro-2-(trimethylsilyl)phenyl triflate

1.2 Other means of identification

Product number -
Other names 4,5-Difluoro-2-trimethylsilylphenyl triflate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:217813-00-8 SDS

217813-00-8Relevant articles and documents

The Versatility of the Aryne-Imine-Aryne Coupling for the -Synthesis of Acridinium Photocatalysts

Hutskalova, Valeriia,Sparr, Christof

supporting information, (2021/07/31)

The increasing use of acridinium photocatalysts as sustainable alternative to precious metal-based counterparts encourages the design and efficient synthesis of distinct catalyst structures. Herein, we report our exploration of the scope of the aryne-imin

COMPOUNDS AND COMPOSITIONS FOR TREATING CNS DISORDERS

-

, (2021/07/10)

The present disclosure provides compounds and pharmaceutical compositions thereof. Methods of making and using the compounds are also provided. The compounds can be used for the treatment, prevention, diagnosis and/or management of various CNS disorders.

A Three-Phase Four-Component Coupling Reaction: Selective Synthesis of o-Chloro Benzoates by KCl, Arynes, CO2, and Chloroalkanes

Jiang, Huanfeng,Zhang, Yu,Xiong, Wenfang,Cen, Jinghe,Wang, Lu,Cheng, Ruixiang,Qi, Chaorong,Wu, Wanqing

supporting information, p. 345 - 349 (2019/01/24)

A transition-metal-free three-phase four-component coupling reaction (3P-4CR) involving KCl, arynes, chloroalkanes and CO2 has been reported for the first time, enabling the incorporation of both chloro and CO2 into an aryne simultaneously. The reactions for the synthesis of different types of o-chloro benzoates can be selectively modulated by the chloroalkane utilized. The corresponding products can be alternatively transformed for postsynthetic functionalizations conveniently.

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

Singh, Vikram,Verma, Ram Subhawan,Khatana, Anil K.,Tiwari, Bhoopendra

supporting information, p. 14161 - 14167 (2019/10/28)

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.

Tandem nucleophilic addition-cycloaddition of arynes with α-iminoesters: Two concurrent pathways to imidazolidines

Jia, Hao,Guo, Zhenyan,Liu, Honglei,Mao, Biming,Shi, Xueyan,Guo, Hongchao

supporting information, p. 7050 - 7053 (2018/07/05)

The tandem nucleophilic addition-cycloaddition reaction has been developed for the synthesis of functionalized imidazolidine derivatives. A variety of α-iminoesters and aryne precursors were well tolerated under the mild reaction conditions. This asymmetric cycloaddition afforded imidazolidine derivatives with high yields, complete regioselectivities, and excellent diastereo- and enantioselectivities. Aryne-induced ylides working as 1,3-dipoles for asymmetric cycloaddition are the notable feature of the present reaction. In the tandem reaction, the [3+2] cycloaddition of aryne-induced ylides with metallized α-iminoesters and metal-catalyzed [3+2] cycloaddition of azomethine ylide with α-iminoesters are two concurrent pathways to imidazolidines.

Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides

Li, Xiaojin,Sun, Yan,Huang, Xin,Zhang, Lei,Kong, Lichun,Peng, Bo

supporting information, p. 838 - 841 (2017/02/26)

The aryne insertion into "S-O" bond has been validated recently. This technology is elusively applied to the synthesis of thioethers. In contrast to the reported cases, the reaction described furnished o-aryloxy triarylsulfonium salts, in lieu of thioethe

Copper-Catalyzed Selective ortho-C-H/N-H Annulation of Benzamides with Arynes: Synthesis of Phenanthridinone Alkaloids

Zhang, Ting-Yu,Lin, Jun-Bing,Li, Quan-Zhe,Kang, Jun-Chen,Pan, Jin-Long,Hou, Si-Hua,Chen, Chao,Zhang, Shu-Yu

supporting information, p. 1764 - 1767 (2017/04/11)

An efficient and convenient copper-catalyzed method has been developed to achieve direct ortho-C-H/N-H annulation to synthesize phenanthridinones with arynes. This method highlights an emerging strategy to transform inert C-H bonds into versatile functional groups in organic synthesis and provides a new way to synthesize phenanthridinone alkaloids efficiently.

Insertion of arynes into arylphosphoryl amide bonds: One-step simultaneous construction of C-N and C-P bonds

Shen, Chaoren,Yang, Guoqiang,Zhang, Wanbin

supporting information, p. 5722 - 5725 (2013/12/04)

The insertion of arynes into arylphosphoryl amide bonds to synchronously construct C-P and C-N bonds is described. Arynes generated in situ from o-triflate arylsilanes under fluoride-promoted conditions insert into relatively inert P-N bonds, producing o-

An efficient procedure for the synthesis of ortho-trialkylsilylaryl triflates: Easy access to precursors of functionalized arynes

Pena, Diego,Cobas, Agustin,Perez, Dolores,Guitian, Enrique

, p. 1454 - 1458 (2007/10/03)

o-Trialkylsilylaryl triflates which are useful aryne precursors are prepared from o-bromophenols by an efficient, one-pot procedure involving O-silylation, metal-halogen exchange, O- to C-silyl migration, and entrapment of the phenoxide with triflic anhydride.

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