831-59-4

Basic information

• Product Name: 1,3-BENZENEDISULFONIC ACID DISODIUM SALT
• Synonyms: SODIUM BENZENE-1,3-DISULPHONATE;SODIUM-M-BENZENEDISULFONATE;disodium benzene-1,3-disulphonate;1,3-BENZENEDISULFONIC ACID, DISODIUM SAL T, TECH., 80%;1,3-BENZENEDISULFONIC ACID DISODIUM SALT ABOUT 80%;BENZENE-1,3-DISULFONIC ACID SODIUM SALT;sodium benzene-1,3-disulfonate;Benzene-1,3-disulphonic acid disodium salt 94%
• CAS NO: 831-59-4
• Molecular Formula: C₆H₄O₆S₂*2Na
• Molecular Weight: 282.2
• EINECS: 212-606-4
• Mol File: 831-59-4.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Density: 1.124
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Store below +30°C.
• Solubility: water: soluble5%, clear, colorless to light yellow
• Water Solubility: Soluble in water( 663 g/L at 20°C).
• Sensitive: Hygroscopic
• BRN: 4170805
• CAS DataBase Reference: 1,3-BENZENEDISULFONIC ACID DISODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BENZENEDISULFONIC ACID DISODIUM SALT(831-59-4)
• EPA Substance Registry System: 1,3-BENZENEDISULFONIC ACID DISODIUM SALT(831-59-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36
• WGK Germany: 1
• TSCA: Yes
• Hazardous Substances Data: 831-59-4(Hazardous Substances Data)

Usage

Uses

Benzene-1,3-disulfonic acid disodium salt is used as pharmaceutical intermediate.

InChI:InChI=1/C6H6O6S2.2Na/c7-13(8,9)5-2-1-3-6(4-5)14(10,11)12;;/h1-4H,(H,7,8,9)(H,10,11,12);;/q;2*+1/p-2

Synthetic route

1,3-benzenedisulfonic acid disodium salt (831-59-4) → benzene-1,3-disulfonyl chloride (585-47-7)

Conditions	Yield
With thionyl chloride for 0.333333h; Reagent/catalyst; Reflux;	96%
With phosphorus pentachloride at 90℃; for 16h;	76%
With thionyl chloride In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane	67%

copper(II) choride dihydrate + L-arginine (74-79-3) + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → trans-[copper(II)(L-arginine)2](1,3-benzenedisulfonate) hexahydrate

Conditions	Yield
With CH3ONa In water stoich.; at room temp.; crysts. filtered; elem. anal.;	85%

1,3-benzenedisulfonic acid disodium salt (831-59-4) → 5-bromobenzene-1,3-disulfonic acid (36663-11-3)

Conditions	Yield
With N-Bromosuccinimide; sulfuric acid at 20℃; for 12h;	83%

bismuth (III) nitrate pentahydrate + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → 6Bi(3+)*4O(2-)*4HO(1-)*3C6H4O6S2(2-)*10H2O

Conditions	Yield
at 160℃; for 2h;	78%

C42H28Br2CoN6(2+)*2ClO4(1-)*3C3H7NO + water (7732-18-5) + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → 2H2O*C42H28Br2CoN6(2+)*C6H4O6S2(2-)

Conditions	Yield
In acetonitrile for 0.0833333h; Heating;	65%

1,3-benzenedisulfonic acid disodium salt (831-59-4) + 2-mesitylmagnesium bromide (2633-66-1) → 2,2'',4,4'',6,6''-hexamethyl-1,1':3',1''-terphenyl (103068-13-9)

Conditions	Yield
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran at 60℃; for 48h; Sealed tube; Inert atmosphere;	54%

1,10-Phenanthroline (66-71-7) + copper(II) choride dihydrate + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → [Cu(1,10-phenanthroline)3](1,3-benzenedisulphonate)*7H2O + [Cu(1,10-phenanthroline)2](1,3-benzenedisulphonate) (1612761-14-4)

Conditions	Yield
In ethanol; water for 0.5h; Reflux;	A 11% B 35%

1,3-benzenedisulfonic acid disodium salt (831-59-4) + aniline (62-53-3) → N,N'-diphenyl-m-phenylenediamine (5905-36-2)

Conditions	Yield
With sodium; copper 1.) 180 deg C, 3 h, 2.) 230 deg C, 30 h;; Yield given. Multistep reaction;

1,3-benzenedisulfonic acid disodium salt (831-59-4) → benzene-1,3-disulfonamide (3701-01-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 / 2 h 2: aq. NH3 View Scheme
Multi-step reaction with 2 steps 1: PCl5 / 2 h / 40 - 50 °C 2: 90 percent / NH3 / CHCl3 View Scheme
Multi-step reaction with 2 steps 1: PCl5 / 2 h 2: NH3 / CHCl3 View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide (848408-54-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: PCl5 / 2 h 2: aq. NH3 3: 90 percent / aq. NaOH; Br2 View Scheme
Multi-step reaction with 3 steps 1.1: PCl5 / 2 h / 40 - 50 °C 2.1: 90 percent / NH3 / CHCl3 3.1: aq. NaOH / 20 °C 3.2: 90 percent / Br2 / 6 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: PCl5 / 2 h 2: NH3 / CHCl3 3: 90 percent / aq. NaOH; Br2 View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → 3-fluorobenzenesulfonyl fluoride (1547-91-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphoryl chloride / acetonitrile; tetrahydrothiophene 1,1-dioxide; N,N-dimethyl-acetamide / 3 h / 70 °C 2: 87 percent / KF, Ph4PBr / acetonitrile / 16 h / Heating 3: 74 percent / KF, PPh4Br / tetrahydrothiophene 1,1-dioxide; toluene / 5 h / 210 °C / 270 Torr View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → 1,3-benzenedisulfonyl difluoride (7552-55-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphoryl chloride / acetonitrile; tetrahydrothiophene 1,1-dioxide; N,N-dimethyl-acetamide / 3 h / 70 °C 2: 87 percent / KF, Ph4PBr / acetonitrile / 16 h / Heating View Scheme
Multi-step reaction with 2 steps 1: phosphorus pentachloride / 16 h / 90 °C 2: potassium hydrogen difluoride / water; acetonitrile / 3 h / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → 5-nitrobenzene-1,3-disulfonic acid disodium salt (69031-60-3)

Conditions	Yield
With sodium nitrate In sulfuric acid; water
With sulfuric acid; nitric acid

ferroin (14634-91-4) + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → tris(1,10-phenanthroline)iron(II), m-benzenedisulfonate salt

Conditions	Yield
With water In water recrystd. twice from water, air-dried at room temp., water of crystn. determined by Karl-Fischer method;

bis(2,2'-bipyridine)dichlororuthenium(II) dihydrate + 1,2-diamino-9,10-anthraquinone (1758-68-5) + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → [Ru(2,2'-bipyridine)2(1,2-diimino-9,10-anthraquinone)](1,3-benzenedisulfonate) * 6.5 H2O

Conditions	Yield
With MeOH; AgNO3 In methanol byproducts: AgCl; stirring Ru-complex with AgNO3 for 5 h, filtration off of AgCl, addn. ofquinone (under Ar), stirring and refluxing for 24 h, filtration (in air ), evapn., dissoln. in water, filtration, extn. with CHCl3, addn. of disulfonate to aq. layer; crystn. on standing, storage in moist atmosphere; elem. anal.;

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C12H9BrClNO4S2

Conditions	Yield
Multi-step reaction with 2 steps 1: trichlorophosphate / 100 °C 2: triethylamine / dichloromethane / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C15H15BrN2O5S2 (1445786-29-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: trichlorophosphate / 100 °C 2: triethylamine / dichloromethane / 20 °C 3: triethylamine / dichloromethane / 2 h / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C8H4F6N2O8S4(2-)*C11H18N4(2+)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / tetrahydrofuran / 26 h / 0 - 20 °C / Inert atmosphere 2.1: tetrahydrofuran / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: water / 1 h / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C13H22N4(2+)*C8H4F6N2O8S4(2-)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / tetrahydrofuran / 26 h / 0 - 20 °C / Inert atmosphere 2.1: tetrahydrofuran / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: water / 1 h / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C11H18N4(2+)*C8H4N4O4S2(2-)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / tetrahydrofuran / 26 h / 0 - 20 °C / Inert atmosphere 2.1: tetrahydrofuran / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: water / 2 h / 20 °C View Scheme

1,3-benzenedisulfonic acid disodium salt (831-59-4) → C8H6F6N2O8S4*2C6H15N

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / tetrahydrofuran / 26 h / 0 - 20 °C / Inert atmosphere 2.1: tetrahydrofuran / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere View Scheme

C19H20F2N2O2*ClH + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → C44H42F4N4O8S2

Conditions	Yield
Stage #1: 1,3-benzenedisulfonic acid disodium salt With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 24h; Stage #2: C19H20F2N2O2*ClH With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 19h;	62.1 mg

1,3-benzenedisulfonic acid disodium salt (831-59-4) → 5-phosphonobenzene-1,3-disulfonic acid (126766-74-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide; sulfuric acid / 12 h / 20 °C 2.1: tetra(n-butyl)ammonium hydroxide / water / pH 7 2.2: 1 h / 220 °C / Microwave irradiation 2.3: 12 h / 120 °C View Scheme

C72H76N16O8Pd2(4+)*4NO3(1-) + 1,3-benzenedisulfonic acid disodium salt (831-59-4) → C72H76N16O8Pd2(4+)*C6H4O6S2(2-)

Conditions	Yield
In d(4)-methanol; water-d2 at 22℃;

Downstream Products

• 585-47-7 benzene-1,3-disulfonyl chloride 
• 1445786-29-7 C₁₅H₁₅BrN₂O₅S₂ 
• 126766-74-3 5-phosphonobenzene-1,3-disulfonic acid 
• 36663-11-3 5-bromobenzene-1,3-disulfonic acid 
• 1612761-14-4 [Cu(1,10-phenanthroline)₂](1,3-benzenedisulphonate) 
• 69031-60-3 5-nitrobenzene-1,3-disulfonic acid disodium salt 
• 7552-55-8 1,3-benzenedisulfonyl difluoride 
• 1547-91-7 3-fluorobenzenesulfonyl fluoride 
• 848408-54-8 N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide 
• 3701-01-7 benzene-1,3-disulfonamide 
• 5905-36-2 N,N'-diphenyl-m-phenylenediamine