811-68-7

Usage

Uses

Used in Synthetic Organic Chemistry:
(Trifluoromethylthio) silver(I) is used as a reagent for the trifluoromethylthiolation process, which involves the introduction of the trifluoromethylthio group into organic molecules. This application is crucial for the synthesis of a wide range of chemical compounds, including pharmaceuticals and agrochemicals, where the trifluoromethylthio group can impart specific properties to the final product.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (Trifluoromethylthio) silver(I) is utilized as a key intermediate in the synthesis of drug molecules. The trifluoromethylthio group can enhance the bioavailability, metabolic stability, and overall efficacy of the resulting compounds, making it a valuable tool in the development of new medications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (Trifluoromethylthio) silver(I) serves as a precursor for the synthesis of agrochemicals, such as pesticides and herbicides. The introduction of the trifluoromethylthio group can improve the performance of these compounds, leading to more effective and targeted pest control solutions.
Used in Material Science:
(Trifluoromethylthio) silver(I) is also employed in the field of material science, where it can be used to modify the properties of various materials. The trifluoromethylthio group can influence the electronic, optical, and mechanical properties of materials, making it a versatile component in the development of advanced materials for diverse applications.

Upstream product

• 753-94-6 trifluoro methyl silyl sulfide 
• 506-64-9 silver(I) cyanide 
• 420-32-6 thiocarbonyl fluoride 
• 11113-87-4 silver fluoride 
• 563-63-3 silver(I) acetate 
• 21259-75-6 mercury bis(trifluoromethanethiolate) 
• 2966-50-9 silver trifluoroacetate 
• 1493-15-8 trifluoromethylsulfide 
• 78910-20-0 F₃CSe(O)OAg 
• 75-15-0 carbon disulfide 
• 15223-20-8 1-methyl-4-{[(trifluoromethyl)sulfanyl]sulfonyl}benzene 
• 14104-20-2 silver tetrafluoroborate 
• 2926-29-6 Langlois reagent 
• 26042-63-7 silver(I) hexafluorophosphate 

Downstream Products

• 2408-13-1 <4-Carboxy-benzyl>-trifluormethyl-sulfid 
• 2408-14-2 <3-Carboxy-benzyl>-trifluormethyl-sulfid 
• 351-60-0 benzyl trifluoromethyl sulfide 
• 2314-97-8 iodotrifluoromethane 
• 372-64-5 Bis(trifluoromethyl)disulfid 
• 78134-79-9 {3-[(trifluoromethyl)sulfanyl]prop-1-yn-1-yl}benzene 
• 29848-64-4 Benzaldehyd-bistrifluormethylmercaptal 
• 30003-45-3 p-FC₆H₄CH(SCF₃)2 
• 24572-43-8 p-FC₆H₄C(SCF₃)3 
• 24572-44-9 p-BrC₆H₄(SCF₃)3 
• 22230-28-0 2,4-dinitrophenyltrifluoromethyl sulfide 
• 421-16-9 methyl trifluoromethyl sulphide 
• 39566-17-1 1-(4-nitrophenyl)-2-((trifluoromethyl)thio)ethanone 
• 420-32-6 thiocarbonyl fluoride 

Relevant academic research and scientific papers

Synthesis method of silver(I) trifluoromethanethiolate

The invention belongs to the technical field of synthesis of organic compounds, and relates to a synthesis method of silver(I) trifluoromethanethiolate. According to the synthesis method of silver(I) trifluoromethanethiolate (CAS number: 811-68-7) in the invention, silver fluoride is used as a raw material and trifluoromethylthioester is used as a trifluoromethylthio source so as to synthesize silver(I) trifluoromethanethiolate. According to the method, trifluoromethylthioester is used as the trifluoromethylthio source and reacts with the silver fluoride in a solvent to generate silver(I) trifluoromethanethiolate, and a finished silver(I) trifluoromethanethiolate product is obtained after separation and purification. According to the synthesis method of silver(I) trifluoromethanethiolate, raw materials are easy to obtain, reaction reagents are easy to prepare and low in price, the synthesis cost of silver(I) trifluoromethanethiolate is remarkably reduced, synthesis conditions are mild, operation is easy, convenient and safe, industrial production is facilitated, the utilization rate of silver atoms is high, and environmental protection is realized.

Ammonium Chloride-Mediated Trifluoromethylthiolation of p-Quinone Methides

Ammonium chloride-mediated trifluoromethylthiolation of p-quinone methides is reported using inexpensive and bench stable AgSCF3 as a nucleophilic trifluoromethylthiolating (-SCF3) reagent. This method is an efficient strategy for the construction of the benzylic C(sp3)-SCF3 bond to synthesize trifluoromethylthio-diarylmethane derivatives by 1,6-conjugate addition/aromatization under mild reaction conditions without any metal catalyst, oxidants, or additives. This is the first report of trifluoromethylthiolation of p-quinone methides. In addition, di-trifluoromethylthiolation of δ-chloro-p-quinone methide and scalability are demonstrated.

N-Trifluoromethylthiolated Sulfonimidamides and Sulfoximines: Anti-microbial, Anti-mycobacterial, and Cytotoxic Activity

Herein we demonstrate the expanded utility of a recently described N-trifluoromethylthiolation protocol to sulfonimidamide containing substances. The novel N-trifluoromethylthio sulfonimidamide derivatives thus obtained were evaluated for antibacterial activity against Mycobacterium tuberculosis (M. tb.) and Mycobacterium abscessus and Gram + Ve (Streptococcus aureus, Bacillus subtilis), and Gram - Ve (Escherichia coli, Pseudomonas aeruginosa) bacteria. Two compounds, 13 and 15 showed high antimycobacterial activity with MIC value of 4-8 μg/mL; i.e. comparable to WHO recommended first line antibiotic for TB infection ethambutol. The same compounds were also found to be cytotoxic in HepG2 cells (compound 13 IC50 = 15 μg/mL; compound 15 IC50 = 65 μg/mL). A structure activity relationship, using matched pair analysis, gave the unexpected conclusion that the trifluoromethylthio moiety was responsible for the cellular and bacterial toxicity. Given the increasing use of the trifluoromethylthio group in contemporary medicinal chemistry, this observation calls for considerations before implementation of the functionality in drug design.

Direct sequential C-H iodination/organoyl-thiolation for the benzenoid A-ring modification of quinonoid deactivated systems: A new protocol for potent trypanocidal quinones

We report a sequential C-H iodination/organoyl-thiolation of naphthoquinones and their relevant trypanocidal activity. Under a combination of AgSR with a copper source, sulfur-substituted benzenoid quinones were prepared in high yields (generally >90%). This provides an efficient and general method for preparing A-ring modified naphthoquinoidal systems, recognized as a challenge in quinone chemistry.

Organocatalytic Α-trifluoromethylthiolation of silylenol ethers: Batch vs continuous flow reactions

This work describes the organocatalytic α-trifluoromethylthiolation of silylenol ethers using N-(trifluoromethylthio)saccharin as trifluoromethylthiolating reagent that is activated by the presence of catalytic amounts of a Lewis base. Tetrahydrothiophene was identified as the best organocatalyst and it was successfully employed to promote the synthesis of different α-trifluoromethylketones; the reaction has been performed under a traditional batch methodology and under continuous flow conditions. In general, yields obtained using the traditional batch process were higher than those observed when the reaction was performed under flow conditions. However, short reaction times, higher productivity and higher space time yields were observed when a flow system process was employed. Preliminary DFT calculations were also performed in order to elucidate the mechanism of the reaction.

Silver-mediated radical aryltrifluoromethylthiolation of activated alkenes by S-trifluoromethyl 4-methylbenzenesulfonothioate

Herein, we describe the preparation of trifluoromethylthiol-substituted oxindoles by silver-mediated aryltrifluoromethylthiolation of activated alkenes, using S-trifluoromethyl 4-methylbenzenesulfonothioate as a F3CS radical source and showing that the reagent availability, mild conditions, and broad functional group compatibility of this transformation make it a viable alternative strategy of constructing Csp3–SCF3 bonds.

Trifluoromethylthiolation of Unsymmetrical λ3-Iodane Derivatives: Additive-Free, Selective and Scalable Introduction of the SCF3 Group

The reaction of copper trifluoromethyl sulfide with diaryliodonium salts provides a straightforward pathway for the synthesis of aryl trifluoromethyl thioethers under mild reaction conditions and within short reaction times. High chemoselectivity was achieved by using mesityl as a leaving group. A large range of novel [(het)aryl](mesityl)iodonium salts underwent this reaction under the optimized conditions to give the desired products in moderate to good yields.

Trifluoromethylthiolation reagent and its preparation method and use in asymmetric trifluoromethylthiolation reaction

The invention discloses a trifluoromethylthiolation reagent and its preparation method and use in an asymmetric trifluoromethylthiolation reaction. The trifluoromethylthiolation reagent is prepared from commercial silver fluoride, dibenzenesulfonimide and t-butyl hypochlorite as basic raw materials through mixing. The preparation method has short reaction steps, operation easiness and high yield. The novel trifluoromethylthiolation reagent has stable chemical properties, is environmentally friendly and is convenient for storage. The trifluoromethylthiolation reagent has high activity in an asymmetric trifluoromethylthiolation reaction and has a wide application prospect in many organic reactions.

A trifluro sulfur base copper (I) and sulfur base silver trifluoromethane (I) method for the preparation of

The invention belongs to the technical field of trifluoromethyl sulfide reagent preparation, and particularly relates to a preparation method of copper trifluoromethyl sulfide (I) and silver trifluoromethyl sulfide (I). The method comprises the following steps: using lower-molecular nitrile as a reaction solvent, cuprous copper salt or cuprous silver salt and sodium trifluoromethanesulfonate as raw materials, then adding an organic phosphorus reducing agent, carrying out a sufficient stirring reaction under certain temperature and nitrogen environment, and after the reaction reaches the end point, carrying out the separation purification steps such as filtering, suction, washing and recrystallization to obtain the copper trifluoromethyl sulfide (I) or silver trifluoromethyl sulfide (I). The method is mild in reaction condition, high in operability and low in raw material cost; and moreover, the utilization rate and product yield of the metal element copper or silver are greatly improved, the technological process is short, the reaction scale is easy to enlarge, the product separation is simple, and the method has the advantage of being suitable for industrial production.

N -Trifluoromethylthiolated Sulfoximines

Air- and moisture-stable N-trifluoromethylthio sulfoximines have been prepared from N-H-sulfoximines via the corresponding N-Br derivatives in excellent yields. The two-step process starts with an easy-to-perform bromination at the sulfoximine nitrogen, followed by a reaction with silver trifluoromethanethiolate. A one-pot reaction sequence allows difficult to prepare products to be obtained.