24933-60-6

Basic information

• Product Name: 4-((DIFLUOROMETHYL)THIO)ANILINE
• Synonyms: 4-((DIFLUOROMETHYL)THIO)ANILINE;4-DIFLUOROMETHYLSULFANYL-PHENYLAMINE;4-Aminophenyl difluoromethyl sulphide;4-(Difluoromethylthio)aniline, 4-(Difluoromethylsulphanyl)phenylamine;4-(Difluoromethylthio)aniline 98%;4-(Difluoromethylsulphanyl)phenylamine, 4-Aminophenyl difluoromethyl sulphide;4-[(Difluoromethyl)sulphanyl]aniline98%
• CAS NO: 24933-60-6
• Molecular Formula: C₇H₇F₂NS
• Molecular Weight: 175.2
• Mol File: 24933-60-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 64°C 0,01mm
• Flash Point: 95.8 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0.0518mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 4-((DIFLUOROMETHYL)THIO)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((DIFLUOROMETHYL)THIO)ANILINE(24933-60-6)
• EPA Substance Registry System: 4-((DIFLUOROMETHYL)THIO)ANILINE(24933-60-6)

Safety Data

• Hazard Codes: T
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 24933-60-6(Hazardous Substances Data)

Usage

General Description

4-((Difluoromethyl)thio)aniline is a chemical compound with the molecular formula C7H7F2NS. It is a yellow to brown solid with a melting point of 41-42 degrees Celsius. 4-((DIFLUOROMETHYL)THIO)ANILINE is used primarily as an intermediate in the production of organic chemicals and pharmaceuticals. It is also used as a building block in the synthesis of various dyes and pigments. Additionally, 4-((Difluoromethyl)thio)aniline is used as an intermediate in the production of agrochemicals and as a rubber accelerator. It is important to handle this chemical with care, as exposure to it can cause skin and eye irritation.

InChI:InChI=1/C7H7F2NS/c8-7(9)11-6-3-1-5(10)2-4-6/h1-4,7H,10H2

Upstream product

• 1193-02-8 4-aminotiophenol 
• 58310-28-4 (Difluoromethyl)triphenylphosphonium bromide 
• 24933-63-9 N-(4-((difluoromethyl)thio)phenyl)acetamide 
• 13113-79-6 sodium 4-nitrobenzenethiolate 
• 24933-57-1 1-[(difluoromethyl)thio]-4-nitrobenzene 
• 722-27-0 bis(4-aminophenyl)disulfide 
• 365-00-4 2,2-difluoro-1,3-diphenyl-1,3-propanedione 

Downstream Products

• 1190069-91-0 N-{4-[(difluoromethyl)thio]phenyl}-2-(4-pyrrolidin-1-ylphenyl)acetamide 
• 1161437-62-2 C₁₂H₈F₂OS₂ 
• 50844-56-9 4-difluoromethylthiophenyl isocyanate 

Relevant articles and documents

Radical Difluoromethylation of Thiols with (Difluoromethyl)triphenylphosphonium Bromide

A method for facile difluoromethylation of various thiols using (difluoromethyl)triphenylphosphonium bromide under mild reaction conditions is presented. The transformation proceeds in the absence of any transition metal using a bench-stable and readily accessible phosphonium salt. Deuterium labeling experiments and cyclic voltammetry measurements reveal that the difluoromethylation occurs via a SRN1-type mechanism. Substrate scope is broad, and various functional groups are tolerated (OH, NH2, amide, ester).

Direct S-difluoromethylation of thiols using the Ruppert-Prakash reagent Dedicated to Prof. Veronique Gouverneur on the occasion of receiving the ACS Award for Creative Work in Fluorine Chemistry.

Direct S-difluoromethylation of aryl and aliphatic thiols using the Ruppert-Prakash reagent is demonstrated. The reaction produces trimethylsilyldifluoromethyl sulfides, which upon cleavage with fluoride produces the difluoromethyl sulfides. The key reaction features are the use of relatively inexpensive and commercially available starting materials, shorter reaction times, ambient temperatures, easy reaction procedure, and selective S-difluoromethylation in the presence of -OH, -NH2 and -CO2H functional groups. Furthermore, one-pot arylthiodifluoromethyl transfer to PhCHO is also demonstrated.