459-27-8

Basic information

• Product Name: Benzene, 1-[(chloromethyl)thio]-4-fluoro-
• Synonyms: chloromethyl 4-fluorophenyl sulfide;Chlormethyl-p-fluorphenyl-sulfid;p-Fluorphenyl-chlormethyl-sulfid;4-fluorophenylthiomethyl chloride
• CAS NO: 459-27-8
• Molecular Formula: C7H6ClFS
• Molecular Weight: 176.642
• Mol File: 459-27-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 104-108 °C(Press: 12 Torr)
• Density: 1.29±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-[(chloromethyl)thio]-4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(chloromethyl)thio]-4-fluoro-(459-27-8)
• EPA Substance Registry System: Benzene, 1-[(chloromethyl)thio]-4-fluoro-(459-27-8)

Safety Data

• Hazardous Substances Data: 459-27-8(Hazardous Substances Data)

Upstream product

• 593-71-5 Chloroiodomethane 
• 246511-16-0 S-(4-fluorophenyl) 4-methylbenzenesulfonothioate 
• 371-15-3 p-fluorothioanisole 
• 371-42-6 4-Fluorothiophenol 
• 74-97-5 chlorobromomethane 

Downstream Products

• 1026991-50-3 3-methyl-3-butenyl 4-fluorophenylthiomethyl ether 
• 1026991-42-3 3-butenyl 4-fluorophenylthiomethyl ether 
• 83768-16-5 5-chloro-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone 
• 111550-06-2 diethyl (((4-fluorophenyl)sulfonyl)methyl)phosphonate 
• 470-95-1 dithiophosphoric acid O,O'-diethyl ester-S-[(4-fluoro-phenylsulfanyl)-methyl ester] 

Relevant articles and documents

Consecutive C1-Homologation / Displacement Strategy for Converting Thiosulfonates into O,S-Oxothioacetals

A conceptually intuitive synthesis of oxothioacetals is reported starting from thiosulfonates as electrophilic sulfur donors. The installation of a reactive CH2Cl motif with a homologating carbenoid reagent, followed by the immediate nucleophilic displacement with alcoholic groups [(hetero)-aromatic, aliphatic] offer a convenient access to the title compounds. Genuine chemoselectivity is uniformly observed in the case of multi-functionalized systems. (Figure presented.).

An electroinitiated cation chain reaction: Intramolecular carbon-carbon bond formation between thioacetal and olefin groups

(Figure Presented) The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)-+B(C6F5) 4-, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon-carbon bond formation (see scheme). This transformation opens up great potential for electroinitiated cation chain reactions in organic synthesis.