262373-15-9

Basic information

• Product Name: 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE
• Synonyms: 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE;4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE,98.0+%(GC);2-(Trimethylsilyl)-p-tolyl Trifluoromethanesulfonate;4-Methyl-2-(trimethylsilyl)phenyl Triflate;Trifluoromethanesulfonic Acid 4-Methyl-2-(trimethylsilyl)phenyl Ester;4-Methyl-2-(trimethylsilyl)phenyl Triflate Trifluoromethanesulfonic Acid 4-Methyl-2-(trimethylsilyl)phenyl Ester 2-(Trimethylsilyl)-p-tolyl Trifluoromethanesulfonate;Methanesulfonic acid, trifluoro-, 4-Methyl-2-(triMethylsilyl)phenyl ester
• CAS NO: 262373-15-9
• Molecular Formula: C₁₁H₁₅F₃O₃SSi
• Molecular Weight: 312.38
• Product Categories: Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 262373-15-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 300.767°C at 760 mmHg
• Flash Point: 135.699°C
• Appearance: /
• Density: 1.22
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.4580 to 1.4620
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE(262373-15-9)
• EPA Substance Registry System: 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE(262373-15-9)

Safety Data

• Safety Statements: 24/25
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 262373-15-9(Hazardous Substances Data)

Usage

General Description

4-Methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate is a chemical compound with the molecular formula C11H17F3O3SSi. It is a trifluoromethanesulfonate ester that is commonly used as a reagent in organic synthesis. 4-METHYL-2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE is known for its ability to act as a powerful electrophile in various reactions, particularly in the modification of organic molecules. Its trimethylsilyl group enhances its reactivity in certain reactions, making it a valuable tool for synthesizing complex organic compounds. The trifluoromethanesulfonate ester also provides a leaving group in various nucleophilic substitution reactions, adding to its versatility as a reagent in organic chemistry.

InChI:InChI=1/C11H15F3O3SSi/c1-8-5-6-9(10(7-8)19(2,3)4)17-18(15,16)11(12,13)14/h5-7H,1-4H3

Upstream product

• 6627-55-0 2-bromo-p-cresol 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 58933-96-3 4-methyl-2-(trimethylsilyl)phenol 
• 106-44-5 p-cresol 
• 14847-51-9 2-bromo-5-methylphenol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 27428-61-1 (4-bromophenyl)(m-tolyl)methanone 
• 76693-57-7 (4-bromophenyl)(p-tolyl)methanone 
• 1450812-35-7 1,1-dimethyl-2,3-diphenyl-6-methylbenzosilole 
• 1607828-69-2 2-benzyl-5-methyl-1,3-diphenyl-2H-isoindole 
• 1449194-85-7 5-methyl-1-{[(1-phenyl-1H-tetrazol-5-yl)thio]methyl}-1H-benzo[d][1,2,3]triazole 
• 1449194-86-8 6-methyl-1-{[(1-phenyl-1H-tetrazol-5-yl)thio]methyl}-1H-benzo[d][1,2,3]triazole 
• 122064-09-9 4-(2-chloro-5-methylphenyl)morpholine 
• 1444744-47-1 4-(2-chloro-4-methylphenyl)morpholine 
• 1369852-22-1 1-iodo-4-methyl-2-(trifluoromethyl)benzene 
• 1369882-50-7 2-iodo-4-methyl-1-(trifluoromethyl)benzene 
• 1371579-31-5 C₃₁H₂₅N 
• 1371579-32-6 C₃₁H₂₅N 
• 1608-47-5 4-Methyl-1,2-diiodobenzene 
• 1204-43-9 2-(4-methylphenyl)aniline 

Relevant articles and documents

Transition-Metal-Free Benzannulation of Tricarbonyl Derivatives with Arynes: Access to 1,3-Dinaphthol Precursors for the Synthesis of Rhodamine Dye Analogues

Herein, we report a transition-metal-free annulation reaction of benzynes and 1,3-oxopentanedioate for the synthesis of highly functionalized naphthalene derivatives for the first time. Additionally, the representative naphthalene derivatives have been successfully transformed into the new series of rhodamine dye analogues.

Copper-Mediated Cascade C-H/N-H Annulation of Indolocarboxamides with Arynes: Construction of Tetracyclic Indoloquinoline Alkaloids

An efficient and environmentally benign Cu-mediated method was developed for direct cascade C-H/N-H annulation to construct polyheterocyclic indoloquinoline scaffolds. This method highlights an emerging strategy for transforming inert C-H bonds into versatile functional groups in organic synthesis and provides a new versatile approach for the efficient synthesis of indolo[3,2-c] and [2,3-c]quinoline alkaloids.

Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes.