83505-69-5

Basic information

• Product Name: 1,2,3,4,5-pentafluoro-6-[(phenylsulfanyl)methyl]benzene
• Synonyms: 1,2,3,4,5-Pentafluoro-6-[(phenylsulfanyl)methyl]benzene; Benzene, pentafluoro[(phenylthio)methyl]-
• CAS NO: 83505-69-5
• Molecular Formula: C₁₃H₇F₅S
• Molecular Weight: 290.2517
• Mol File: 83505-69-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 300.2°C at 760 mmHg
• Flash Point: 135.3°C
• Density: 1.42g/cm³
• Vapor Pressure: 0.00203mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 1,2,3,4,5-pentafluoro-6-[(phenylsulfanyl)methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5-pentafluoro-6-[(phenylsulfanyl)methyl]benzene(83505-69-5)
• EPA Substance Registry System: 1,2,3,4,5-pentafluoro-6-[(phenylsulfanyl)methyl]benzene(83505-69-5)

Safety Data

• Hazardous Substances Data: 83505-69-5(Hazardous Substances Data)

Usage

Structure

Benzene derivative with five fluorine atoms at the 1, 2, 3, 4, and 5 positions and a phenylsulfanyl methyl group at the 6 position.

Applications

a. Building block in the synthesis of pharmaceuticals and agrochemicals.
b. Production of organic electronic materials.

Color

Colorless.

Odor

Odorless.

State

Liquid.

Boiling point

High boiling point, suitable for high-temperature processes.

Fluorinated structure

Unique properties due to the presence of fluorine atoms.

Stability

Likely stable due to the presence of fluorine atoms, which are known for their stability and resistance to chemical reactions.

Hazards

Unknown, but caution should be taken when handling due to its potential reactivity and unknown hazards.

Storage

Should be stored in a cool, dry, and well-ventilated area, away from heat and open flames.

Disposal

Dispose of according to local, national, and international regulations for hazardous chemicals.

Upstream product

• 108-98-5 thiophenol 
• 1765-40-8 (bromomethyl)pentafluorobenzene 
• 83505-68-4 perfluorobenzyl benzenesulfenate 
• 83505-67-3 tris(perfluorobenzyl) phosphite 
• 440-60-8 (2,3,4,5,6-pentafluorophenyl)methanol 
• 930-69-8 sodium thiophenolate 

Relevant articles and documents

The Effect of the Fluorine Substitution on the Enantioselective Oxidation of Sulfides with Chiral Titanium Catalysts: A Combined Computational and Experimental Investigation

The results of a combined computational-experimental study of the oxidation of various fluorinated aryl benzyl sulfides using tert-butyl hydroperoxide (TBHP) in the presence of a complex of titanium and (S,S)-hydrobenzoin are presented. As observed in previous studies for other aryl benzyl sulfides, the reaction leads to enantiopure sulfoxides (ee>98%) in good isolated yields (81-96%) except the case of pentafluorobenzyl pentafluorophenyl sulfide for which a lower ee (61%) is observed. DFT computations on a model-system formed by the substrate, the oxidant TBHP and the [(S,S)-hydrobenzoin]2-Ti complex satisfactorily explain this unexpected item. The enantioselectivity is governed by the relative energy of the two diastereomeric octahedral complexes that form if TBHP approaches the initial complex between substrate and [(S,S)-hydrobenzoin]2-Ti before the oxygen transfer. For pentafluorobenzyl pentafluorophenyl sulfide, the two octahedral complexes are almost degenerate and, thus, they form in similar amounts. As the two corresponding diastereomeric transition states are similar in energy, the probability to follow one or the other diastereomeric reaction channel becomes comparable, which leads to the lower enantiomeric excess experimentally observed. Our computations indicate that the particular folded conformation , adopted by the substrate only if both phenyl rings are fluorinated, is the key factor that determines the near degeneracy of the two diastereomeric octahedral complexes.