15183-74-1

Basic information

• Product Name: 1-METHOXY-4-TRIFLUOROMETHANESULFONYL-BENZENE
• Synonyms: 4-(1,1,1-TRIFLUOROMETHANESULFONYL)ANISOLE;4-(1,1,1-TRIFLUOROMETHANSULFONYL)-ANISOLE;1-METHOXY-4-TRIFLUOROMETHANESULFONYL-BENZENE;4-(trifluoromethylsulfonyl)anisole
• CAS NO: 15183-74-1
• Molecular Formula: C₈H₇F₃O₃S
• Molecular Weight: 240.2
• Mol File: 15183-74-1.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-METHOXY-4-TRIFLUOROMETHANESULFONYL-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXY-4-TRIFLUOROMETHANESULFONYL-BENZENE(15183-74-1)
• EPA Substance Registry System: 1-METHOXY-4-TRIFLUOROMETHANESULFONYL-BENZENE(15183-74-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 15183-74-1(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 1961266-44-3 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate 
• 368-91-2 4-methoxybenzene-1-sulfonyl fluoride 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 2926-29-6 Langlois reagent 
• 556812-41-0 4-methoxy-2-(trimethylsilyl)phenyl triflate 
• 141339-54-0 bis(4-anisyl)iodonium triflate 
• 1330681-27-0 (4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate 
• 623-12-1 4-chloromethoxybenzene 
• 66107-29-7 4-methoxyphenyl triflate 
• 887144-94-7 Togni's reagent II 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 

Downstream Products

• 135722-63-3 4’-methoxy-N,N-diphenyl-[1,1’-biphenyl]-4-amine 
• 27331-33-5 1-(4-methoxyphenyl)naphthalene 
• 613-37-6 4-methoxylbiphenyl 
• 53040-92-9 4-(4-tolyl)anisole 
• 50579-45-8 4-Butyloxy-3-nitro-benzolsulfonsaeure 
• 46403-72-9 4-methoxy-3-nitro-benzenesulfonic acid 
• 194222-69-0 (2,6-Dinitro-4-trifluoromethanesulfonyl-phenyl)-trifluoromethanesulfonyl-acetic acid ethyl ester 
• 19822-34-5 2,6-dinitro-4-trifluoromethylsulfonylchlorobenzene 
• 150-76-5 4-methoxy-phenol 
• 140-67-0 Estragole 
• 609-66-5 2-chlorobenzamide 
• 19822-29-8 2,6-dinitro-4-((trifluoromethyl)sulfonyl)anisole 
• 360-00-9 2-nitro-4-((trifluoromethyl)sulfonyl)anisole 

Relevant articles and documents

Cu-catalyzed couplings of aryl iodonium salts with sodium trifluoromethanesulfinate

A convenient method for the preparation of aryl trifluoromethylsulfones from the reactions of diaryliodonium salts with sodium trifluoromethanesulfinate in the presence of copper catalysts is described. Cuprous oxide in DMF was found to be the optimal catalyst for the reaction. The reaction conditions are tolerant of various functional groups as well as of various counteranions of the iodonium salt. The synthetic utility of the process is demonstrated by performing the reaction on a preparative scale (88 g).

Practical and efficient synthesis of aryl trifluoromethyl sulfones from arylsulfonyl chlorides with Umemoto's reagent II

A practical and efficient method for the synthesis of aryl trifluoromethyl sulfones has been developed by a tandem reaction of arylsulfonyl chlorides with Umemoto's reagent II. The advantageous features of this method are simple operation, mild reaction conditions, wide scope of substrates, high yield of products, and easy scalability.

Bifluoride Ion Mediated SuFEx Trifluoromethylation of Sulfonyl Fluorides and Iminosulfur Oxydifluorides

SuFEx is a new-generation click chemistry transformation that exploits the unique properties of S?F bonds and their ability to undergo near-perfect reactions with nucleophiles. We report here the first SuFEx-based procedure for the efficient synthesis of pharmaceutically important triflones and bis(trifluoromethyl)sulfur oxyimines from sulfonyl fluorides and iminosulfur oxydifluorides, respectively. The new process involves rapid S?F exchange with trifluoromethyltrimethylsilane (TMSCF3) upon activation by potassium bifluoride in anhydrous DMSO. The reaction tolerates a wide selection of substrates and proceeds under mild conditions without need for chromatographic purification. A tentative mechanism is proposed involving nucleophilic displacement of S?F by the trifluoromethyl anion via a five-coordinate intermediate. The utility of late-stage SuFEx trifluoromethylation is demonstrated through the synthesis and selective anticancer properties of a bis(trifluoromethyl)sulfur oxyimine.