585-47-7

Basic information

• Product Name: 1,3-BENZENEDISULFONYL CHLORIDE
• Synonyms: BENZENE-1,3-DISULFONYL CHLORIDE;BENZENE-1,3-DISULFONYL DICHLORIDE;1,3-BENZENEDISULFONYL CHLORIDE;1,3-BENZENEDISULFONYL DICHLORIDE;1,3-BENZENEDISULPHONYL CHLORIDE;benzene-1,3-di(sulphonyl chloride);benzene-1,3-disulphonyl dichloride;1,3-BENZENEDISULFONYL CHLORIDE 97+% T
• CAS NO: 585-47-7
• Molecular Formula: C₆H₄Cl₂O₄S₂
• Molecular Weight: 275.13
• EINECS: 209-556-0
• Product Categories: Aromatics;Sulfonyl Chlorides;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 585-47-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: 57-60 °C(lit.)
• Boiling Point: 145 °C / 1mmHg
• Flash Point: 196.7°C
• Appearance: /solid
• Density: 1.6494 (estimate)
• Vapor Pressure: 2.7E-06mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Refrigerator
• Solubility: Dichloromethane, DMSO
• Water Solubility: Soluble in DMSO and methanol. Reacts with water.
• Sensitive: Moisture Sensitive
• BRN: 1118508
• CAS DataBase Reference: 1,3-BENZENEDISULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BENZENEDISULFONYL CHLORIDE(585-47-7)
• EPA Substance Registry System: 1,3-BENZENEDISULFONYL CHLORIDE(585-47-7)

Safety Data

• Hazard Codes: C
• Statements: 34-37-42/43
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 3-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 585-47-7(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

1,3-Benzenedisulfonyl chloride is used as a pharmaceutical intermediates.

Purification Methods

Crystallise it from CHCl3 (EtOH free, by passing through an alumina column) or *C6H6/pet ether and dry it at 20mm pressure. [Beilstein 11 IV 553.]

InChI:InChI=1/C6H4Cl2O4S2/c7-13(9,10)5-2-1-3-6(4-5)14(8,11)12/h1-4H

Upstream product

• 626-04-0 3-mercaptothiophenol 
• 71-43-2 benzene 
• 142-08-5 2-hydroxypyridin 
• 98-09-9 benzenesulfonyl chloride 
• 121-47-1 3-aminobenzenesulfonic acid 
• 515-42-4 sodium phenylsulfonate 
• 831-59-4 1,3-benzenedisulfonic acid disodium salt 

Downstream Products

• 21538-09-0 1,3-bis-(aziridine-1-sulfonyl)-benzene 
• 34577-43-0 benzene-1,3-disulfonic acid dimethyl ester 
• 40817-11-6 N,N'-dimethyl-N,N'-diphenyl-benzene-1,3-disulfonamide 
• 72672-85-6 3,3'-diethyl-2,2'-dimethyl-4,4'-(benzene-1,3-disulfonyl)-bis-thiomorpholine 
• 35943-59-0 1,3-Bis-(2-chloro-butane-1-sulfonyl)-benzene 
• 35943-57-8 1,3-Bis-(2-chloro-propane-1-sulfonyl)-benzene 
• 122473-99-8 [6-(3-{6-[Bis-(3-dimethylamino-phenoxy)-thiophosphorylamino]-hexylsulfamoyl}-benzenesulfonylamino)-hexyl]-thiophosphoramidic acid O,O'-bis-(3-dimethylamino-phenyl) ester 
• 34577-48-5 benzol-1,3-disulfonsaeure diethylester 
• 5285-93-8 1,3-dithiocyanatobenzene 
• 116405-68-6 C₆₂H₆₀N₄O₂₀S₈^(4-) 
• 7552-55-8 1,3-benzenedisulfonyl difluoride 
• 148344-35-8 3-Chlorosulfonyl-benzenesulfonic acid 
• 166967-44-8 1,3-bis[N,N-bis[2-(tert-butyldimethylsilyloxy)ethyl]sulfamoyl]benzene 
• 626-04-0 3-mercaptothiophenol 

Relevant articles and documents

Supramolecular ionic networks with superior thermal and transport properties based on novel delocalized di-anionic compounds

Supramolecular ionic networks based on highly delocalized dianions having (trifluoromethane-sulfonyl)imide, (propylsulfonyl)methanide and (cyano-propylsulfonyl)imide groups were developed and their physical properties were examined in detail. Most of the synthesized compounds were semi-crystalline possessing Tm values close to 100°C; however, amorphous networks were also obtained using aromatic asymmetric dianions. Rheological measurements in temperature sweep tests at a constant frequency confirmed two different behaviors: a fast melting close to the Tm for semi-crystalline materials and a thermoreversible network for liquid transition for the amorphous supramolecular ionic networks. It was found that the amorphous ionic networks showed significantly higher ionic conductivity (10-3 S cm-1 at 100°C) than the crystalline ionic networks (10-6 S cm-1) and previously reported amorphous citrate ionic networks (10-5 S cm-1). The supramolecular ionic networks containing hydrophobic (trifluoromethanesulfonyl)imide groups demonstrated improved water stability and higher thermal stability than the previously synthesized carboxylate ones. Noticeably, the obtained amorphous supramolecular ionic networks combine not only high ionic conductivity and thermal stability, but also self-healing properties into the same material.

Sulfur–Fluoride Exchange (SuFEx)-Mediated Synthesis of Sterically Hindered and Electron-Deficient Secondary and Tertiary Amides via Acyl Fluoride Intermediates

Amide bond formation is one of the most executed reactions in chemistry and biology. This is largely due to the ubiquity of the amide functional group in biological molecules, natural products and pharmaceutically important drugs. We report here the development of “SuFExAmide”: a new sulfur–fluoride exchange (SuFEx) click chemistry based protocol for the efficient amidation of carboxylic acids via acyl fluoride intermediates. We have developed benzene-1,3-disulfonyl fluoride as a cost effective, powerful and versatile coupling agent, which delivers challenging secondary and tertiary amides in excellent yields from sterically hindered and electron-deficient amines. The straightforward method offers significant benefits over existing protocols in terms of substrate scope, efficiency and ease of operation and is demonstrated by the synthesis of 44 amides, including GNF6702, an antiprotozoal drug candidate. In the majority of cases, the amide products are obtained in high yield without the need for excess reagents or chromatographic purification.

HEPATITIS B ANTIVIRAL AGENTS

The present invention includes a method of inhibiting, suppressing or preventing HBV infection in an individual in need thereof, comprising administering to the individual a therapeutically effective amount of at least one compound of the invention.