349-04-2

Basic information

• Product Name: 4-chloro-3-nitrobenzenesulfonyl fluoride
• Synonyms: 4-Chloro-3-nitrobenzenesulfonyl fluoride; benzenesulfonyl fluoride, 4-chloro-3-nitro-
• CAS NO: 349-04-2
• Molecular Formula: C₆H₃ClFNO₄S
• Molecular Weight: 239.6087
• Mol File: 349-04-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 322.7°C at 760 mmHg
• Flash Point: 149°C
• Density: 1.664g/cm³
• Vapor Pressure: 0.000517mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 4-chloro-3-nitrobenzenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-3-nitrobenzenesulfonyl fluoride(349-04-2)
• EPA Substance Registry System: 4-chloro-3-nitrobenzenesulfonyl fluoride(349-04-2)

Safety Data

• Hazardous Substances Data: 349-04-2(Hazardous Substances Data)

Usage

General Description

4-chloro-3-nitrobenzenesulfonyl fluoride is a chemical compound that consists of a benzene ring with a nitro group, a chlorine atom, and a sulfonyl fluoride group attached to it. It is commonly used as a reagent in organic synthesis, particularly in the preparation of sulfonamide compounds. 4-chloro-3-nitrobenzenesulfonyl fluoride is known for its strong electrophilic nature, making it a useful tool in reactions involving nucleophilic substitution. It is also used in the pharmaceutical industry for the development of new drugs and as a building block in the production of various organic compounds. However, it is important to handle this compound with care as it is toxic and poses health hazards if not handled properly.

Upstream product

• 6655-80-7 4-chloro-3-nitrobenzenesulfonylhydrazine 
• 108-90-7 chlorobenzene 
• 35964-48-8 1,1'-disulphanediylbis(4-chloro-3-nitrobenzene) 
• 349-89-3 p-chlorobenzenesulfonyl fluoride 

Downstream Products

• 97-09-6 4-Chloro-3-nitrobenzenesulfonamide 

Relevant articles and documents

A fluoride compound of preparation method

The invention relates to a preparation method of a sulfuryl fluoride compound. A sulfonyl hydrazide compound and a fluoride reagent serve as reaction raw materials. The preparation method includes the steps that a, the sulfonyl hydrazide compound with the structure (I) and the fluoride reagent are dispersed in a solvent, wherein the structure (I) is shown in the specification; b; a mixture obtained from the step a is stirred and heated to obtain the sulfuryl fluoride compound with the structure (II), wherein the structure (II) is shown in the specification (II). Compared with existing related technologies in the chemical synthesis field, the method of preparing sulfuryl fluoride from sulfonyl hydrazide is achieved for the first time. In the method, no catalyst needs to be added, reaction conditions are moderate, good compatibility can be achieved for water and air, and large-scale production is easy to achieve. The experimental result indicates that the yield of the obtained sulfuryl fluoride compound can reach up to 98%.

New 4-pentafluorosulfanyl and 4-perfluoroalkylthio derivatives of 1-chloro-2-nitro- and 1-chloro-2,6-dinitrobenzenes

New 4-pentafluorosulfanyl and 4-perfluoroalkylthio derivatives of 1-chloro-2-nitrobenzene and 1-chloro-2,6-dinitrobenzene were prepared from the corresponding bis(4-chloro-3-nitrophenyl)disulfide and bis(4-chloro-3,5-dinitrophenyl)disulfide, respectively. The SF5 derivatives were obtained by fluorination of the disulfides with AgF2 according to Sheppard's method, while perfluoroalkylation was carried out by means of thermolytic reactions with xenon(II) bis(perfluoroalkylcarboxylates). The introduction of fluorine-containing, electron-withdrawing substituents into the aromatic ring (in the presence of other deactivating groups) reinforces the activation of the halogen substituent towards nucleophilic attack. Several nucleophilic substitution reactions have been carried out with these compounds, and as a result, some N- and S-containing groups were introduced in the benzene ring. For example, the previously unknown SF5, CF3S, and C2F5S analogues of trifluralin (Treflan) were prepared and characterized. Additional synthetic possibilities for heterocyclic chemistry are presented on the basis of reactions of the new 1-chloro-2,6-dinitrobenzene derivatives with ethyl thioglycolate wherein fluorine-containing derivatives of benzothiazole N-oxide were obtained as the main products.