709-96-6

Basic information

• Product Name: 2-METHYL-4-(TRIFLUOROMETHYLTHIO)PHENOL
• Synonyms: 2-METHYL-4-(TRIFLUOROMETHYLTHIO)PHENOL;2-METHYL-4-TRIFLUOROMETHYLSULFANYL-PHENOL
• CAS NO: 709-96-6
• Molecular Formula: C₈H₇F₃OS
• Molecular Weight: 208.2
• Mol File: 709-96-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 183.1°C at 760 mmHg
• Flash Point: 64.5°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 0.575mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 2-METHYL-4-(TRIFLUOROMETHYLTHIO)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4-(TRIFLUOROMETHYLTHIO)PHENOL(709-96-6)
• EPA Substance Registry System: 2-METHYL-4-(TRIFLUOROMETHYLTHIO)PHENOL(709-96-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 709-96-6(Hazardous Substances Data)

Usage

General Description

2-Methyl-4-(trifluoromethylthio)phenol is a chemical compound with the molecular formula C8H7F3OS. It is a phenolic compound with a trifluoromethylthio group attached to the aromatic ring. This chemical is primarily used as an intermediate for the synthesis of agricultural and pharmaceutical chemicals. It is also commonly used as an antioxidant and preservative in various industrial applications. 2-Methyl-4-(trifluoromethylthio)phenol is a highly reactive compound and should be handled with caution due to its potential health hazards and environmental impacts.

InChI:InChI=1/C8H7F3OS/c1-5-4-6(2-3-7(5)12)13-8(9,10)11/h2-4,12H,1H3

Upstream product

• 421-17-0 Trifluoromethylsulfenyl chloride 
• 95-48-7 ortho-cresol 
• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 

Relevant articles and documents

Acid-promoted direct electrophilic trifluoromethylthiolation of phenols

The electrophilic aromatic ring trifluoromethylthiolation of various substituted phenols was accomplished using PhNHSCF3 (N-trifluoromethylsulfanyl)aniline, (1) in the presence of BF3·Et2O (2) or triflic acid as the promoter. The functionalization was exclusively para-selective; phenols unsubstituted in both the ortho- and para positions solely gave the para-substituted SCF3-products in all cases, while para-substituted phenols gave the ortho-substituted SCF3-products. 3,4-Dialkyl substituted phenols yielded the corresponding products according to the Mills-Nixon effect, and estrone and estradiol furnished biologically interesting SCF3-analogues. The highly reactive catechol and pyrogallol substrates gave the expected products smoothly in the presence of BF3·Et2O, whereas less reactive phenols required triflic acid. 2-Allylphenol gave the expected p-SCF3 analogue, which underwent an addition/cyclization sequence and furnished a new di-trifluoromethylthio substituted 2,3-dihydrobenzofuran derivative. Some additional transformations of 4-(trifluoromethylthio)phenol with NBS, NIS, HNO3, HNO3/H2SO4 and 4-bromobenzyl bromide were performed giving bromo-, iodo-, nitro- and benzyl substituted products. The latter derivative underwent Suzuki-Miyaura coupling with phenylboronic acid.