330-17-6

Usage

Chemical Properties

White Solid

InChI:InChI=1/C8H5F3O2S/c9-8(10,11)14-6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)/p-1

Upstream product

• 333-47-1 1-bromo-4-(trifluoromethyl)thiobenzene 
• 590-29-4 potassium formate 
• 2314-97-8 iodotrifluoromethane 
• 1074-36-8 4-mercaptobenzoic acid 
• 4021-50-5 4-(trifluoromethylthio)benzaldehyde 
• 128273-56-3 1-{4-[(trifluoromethyl)sulfanyl]phenyl}methanamine 
• 2926-29-6 Langlois reagent 
• 56456-52-1 (4-((trifluoromethyl)thio)phenyl)methanol 
• 150-13-0 4-amino-benzoic acid 
• 6302-65-4 methyl 4-mercaptobenzoate 
• 88489-60-5 methyl 4-[(trifluoromethyl)thio]benzoate 
• 352-68-1 4-trifluoromethylthiotoluene 
• 332-26-3 4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile 

Downstream Products

• 79865-54-6 C₁₆H₈F₆O₄S₂ 
• 1222868-43-0 C₂₄H₁₅F₃N₂O₃S₂ 
• 1005206-25-6 (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)(trifluoromethylsulfane)benzene 
• 330-14-3 4-(trifluoromethylthio)benzoyl chloride 
• 88489-60-5 methyl 4-[(trifluoromethyl)thio]benzoate 
• 1204331-60-1 N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine 
• 1442120-38-8 4-methyl-N-(2,2,2-trifluoroethyl)-2-[(1-{4-[(trifluoromethyl)sulphanyl]benzoyl}piperidin-4-yl)methyl]-2H-indazole-5-carboxamide 

Relevant academic research and scientific papers

One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence

Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper-containing amine oxidase (CuAO)-like o-NQ-catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)-like TBHP-mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP-mediated oxidation pathways of imines. The developed metal-free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.

Method for synthesizing benzoic acid compound from benzyl alcohol compound by ultrasonic-assisted oxidation

The invention belongs to the field of synthesis of organic intermediates, and specifically discloses an ultrasonic-assisted synthesis method for a benzoic acid compound. The method comprises the following step: promoting air oxidation of benzyl alcohol by using diethylene glycol dimethyl ether under an ultrasonic-assisted action so as to obtain the benzoic acid compound, wherein a benzyl alcohol raw material is benzyl alcohol, or a benzoic acid derivative containing one to five substituents at different positions on the benzene ring of benzyl alcohol; and a reaction accelerator is the diethylene glycol dimethyl ether. The method provided by the invention has the advantages of easily-available raw materials, simple and convenient reaction conditions, short reaction time, greenness, energy conservation, high reaction selectivity and yield, excellent compatibility of substrate functional groups, and high application value.

Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper

Aromatic and heteroaromatic diazonium salts were efficiently converted into the corresponding trifluoromethylthio- or selenoethers by reaction with Me4NSCF3 or Me4NSeCF3, respectively, in the presence of catalytic amounts of copper thiocyanate. These Sandmeyer-type reactions proceed within one hour at room temperature, are applicable to a wide range of functionalized molecules, and can optionally be combined with the diazotizations into one-pot protocols.

A mild and fast photocatalytic trifluoromethylation of thiols in batch and continuous-flow

S-CF3 bonds are important structural motifs in various pharmaceutical and agrochemical compounds. However, their preparation remains a major challenge in synthetic organic chemistry. Here, we report the development of a mild and fast photocatalytic trifluoromethylation of thiols. The combination of commercially available Ru(bpy)3Cl2, visible light and inexpensive CF3I gas proved to be an efficient method for the direct trifluoromethylation of thiols. The protocol is demonstrated on a wide range of aromatic, hetero-aromatic and aliphatic substrates in both batch and continuous microflow (32 examples, 52-98% yield). Process intensification through continuous microflow application resulted in a 15-fold increase in production rate (0.25 mmol min-1) due to improved gas-liquid mass transfer, enhanced irradiation as well as convenient handling of the gaseous CF3 source. Furthermore, the efficiency of the flow process allowed to reduce the amount of CF3I (1.1 equivalent) to reach full conversion. This journal is

Effective palladium-catalyzed hydroxycarbonylation of aryl halides with substoichiometric carbon monoxide

A protocol for the Pd-catalyzed hydroxycarbonylation of aryl iodides, bromides, and chlorides has been developed using only 1-5 mol % of CO, corresponding to a pCO as low as 0.1 bar. Potassium formate is the only stoichiometric reagent, acting as a mildly basic nucleophile and a reservoir of CO. The substoichiometric CO could be delivered to the reaction from an acyl-Pd(II) precatalyst, which provides both the CO and an active catalyst, and thereby obviates the need for handling a toxic gas.