329-14-6

Basic information

• Product Name: 4-TRIFLUOROMETHYL THIOANISOLE
• Synonyms: 4-TRIFLUOROMETHYL THIOANISOLE
• CAS NO: 329-14-6
• Molecular Formula: C₈H₇F₃S
• Molecular Weight: 192.2013896
• Mol File: 329-14-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 197.394 °C at 760 mmHg
• Flash Point: 73.182 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 0.534mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 4-TRIFLUOROMETHYL THIOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIFLUOROMETHYL THIOANISOLE(329-14-6)
• EPA Substance Registry System: 4-TRIFLUOROMETHYL THIOANISOLE(329-14-6)

Safety Data

• Hazardous Substances Data: 329-14-6(Hazardous Substances Data)

Usage

General Description

4-Trifluoromethyl Thioanisole is a chemical compound with the molecular formula C8H7F3S. As the name suggests, it has a trifluoromethyl group attached, which is a common component in many pharmaceutical drugs and agricultural chemicals. The sulfide present in the compound's structure is known for its unique reactivity and binding capacity. The primary use of 4-Trifluoromethyl Thioanisole is as an intermediate in organic synthesis, particularly in the pharmaceutical and chemical industry, where it serves as a building block in the creation of more complex structures. The compound’s physical characteristics, usage, and potential hazards to health and environment may vary based on its concentration and manner of handling, thus, proper caution must be observed during its usage.

InChI:InChI=1/C8H7F3S/c1-12-7-4-2-6(3-5-7)8(9,10)11/h2-5H,1H3

Upstream product

• 825-83-2 4-trifluoromethylbenzenethiol 
• 74-88-4 methyl iodide 
• 110935-27-8 {CpFe(CO)2S(C₆H₄-p-CF₃)(CH₃)}I 
• 402-54-0 p-nitrobenzotrifluoride 
• 3908-55-2 Trimethyl(methylthio)silane 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 455-14-1 4-trifluoromethylphenylamine 
• 624-92-0 Dimethyldisulphide 
• 455-13-0 4-Iodobenzotrifluoride 
• 67-68-5 dimethyl sulfoxide 
• 5188-07-8 sodium thiomethoxide 
• 98-56-6 4-chlorobenzotrifluoride 
• 616-38-6 carbonic acid dimethyl ester 
• 25752-91-4 2-methyl-2-propyl 4-trifluoromethylphenyl sulfide 

Downstream Products

• 102582-93-4 <4-(trifluoromethyl)phenylthio>acetic acid 
• 1251954-94-5 S-methyl-S-[4-(trifluoromethyl)phenyl]-N-(trifluoromethanesulfonyl)sulfilimine 
• 478247-76-6 2-(4-(trifluoromethyl)phenyl)benzoxazole 

Relevant articles and documents

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand

A simple iridium catalytic system was developed that allows for a variety of 2-borylthioanisoles to be easily synthesized via ortho-selective C-H borylation of thioanisole derivatives. Once introduced, boryl and methylthio groups were converted by palladium-catalyzed transformations. Density functional theory calculations revealed that weak interactions, such as hydrogen bonding between the C-H bond of the SCH3 group and the oxygen atom of the boryl ligand, control the ortho-selectivity.

Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex

While several trifluoromethylation reactions involving the electrochemical generation of CF3 radicals via anodic oxidation have been reported, the alternative cathodic, reductive radical generation has remained elusive. Herein, the first cathodic trifluoromethylation of arenes and heteroarenes is reported. The method is based on the electrochemical reduction of an unstable triflyltriethylammonium complex generated in situ from inexpensive triflyl chloride and triethylamine, which produces CF3 radicals that are trapped by the arenes on the cathode surface.