2905-21-7

Basic information

• Product Name: 2-Fluorobenzenesulfonyl chloride
• Synonyms: BENZENESULFONYL CHLORIDE, 2-FLUORO-;BUTTPARK 27\04-29;2-FLUOROBENZENE-1-SULFONYL CHLORIDE;2-FLUOROBENZENESULFONYL CHLORIDE;2-FLUOROBENZENESULPHONYL CHLORIDE;2-FluoroPhenylsulfonylChloride;2-Fluorobenzenesulphonyl chloride 97%;2-Fluorobenzenesulphonylchloride97%
• CAS NO: 2905-21-7
• Molecular Formula: C₆H₄ClFO₂S
• Molecular Weight: 194.61
• EINECS: -0
• Product Categories: Fluoro-contained benzenesulfonyl chloride series;Fluorobenzene;Aromatic Halides (substituted);Benzenes;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds;Fluorine series
• Mol File: 2905-21-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 27-30 °C(lit.)
• Boiling Point: 246-247 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.47 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.09E-05mmHg at 25°C
• Refractive Index: n20/D 1.537(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 2093979
• CAS DataBase Reference: 2-Fluorobenzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluorobenzenesulfonyl chloride(2905-21-7)
• EPA Substance Registry System: 2-Fluorobenzenesulfonyl chloride(2905-21-7)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2905-21-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

Uses

2-Fluorobenzenesulfonyl chloride may be used in the preparation of the following furan derivatives:2-(2-fluorophenyl)benzofuran2-butyl-5-(2-fluorophenyl)furan2-(2-fluorophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuranIt may also be used to prepare:2-fluorobenzenesulfonamidemethyl 2-{[(2-fluorophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylatepotassium fluorobenzene-2-sulfonate1-(2-bromobenzyl)-2-(2-fluorophenyl)pyrrole

General Description

2-Fluorobenzenesulfonyl chloride, also known as o-fluorobenzenesulfonyl chloride, is a flurinated arylsulfonyl chloride. It can be prepared from o-benzenedisulfonyl fluoride.

InChI:InChI=1/C12H10F3NO6/c1-21-10(17)9(11(18)22-2)7-4-3-6(12(13,14)15)5-8(7)16(19)20/h3-5,9H,1-2H3

Upstream product

• 348-54-9 2-Fluoroaniline 
• 2557-78-0 2-fluorothiophenol 

Downstream Products

• 278179-94-5 2-fluoro-benzenesulfonic acid 2-amino-3-methyl-phenyl ester 
• 945216-88-6 C₁₅H₁₃BrFNO₃S 
• 853642-87-2 8-bromo-4-(2-fluoro-benzenesulfonyl)-2,2-dimethyl-3,4-dihydro-2H-benzo[1,4]oxazine 

Relevant articles and documents

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Process for functionalising a phenolic compound carrying an electron-donating group

The invention concerns a method for functionalizing a phenolic compound bearing an electron-donor group, in said group para position, inter alia a method for the amidoalkylation of a phenolic compound bearing an electron-donor group, and more particularly, a phenolic compound bearing an electron-donor group preferably, in the hydroxyl group ortho position. The method for functionalizing in para position with respect to an electron-donor group carried by a phenolic compound is characterised in that the phenolic compound bearing an electron-donor group is subjected to the following steps: a first step which consists of protecting the hydroxyl group in the form of a sulphonic ester function; a second step which consists in reacting the protected phenolic compound with an electrophilic reagent; optionally, a third step deprotecting the hydroxyl group.