Basic information
- CAS
98-48-6- Standard SMILES
O=S(=O)(O)c1cccc(S(=O)(=O)O)c1- InChIKey
WRUAHXANJKHFIL-UHFFFAOYSA-N- Molecular formula
- C6H6O6S2
- Average molar mass
- 238.2 g/mol
- Monoisotopic mass
- 237.96058025
Overview
Benzene-1,3-disulfonic acid is a member of the class of benzenesulfonic acids consisting of benzene carrying two sulfo groups at positions 1 and 3 respectively. It has a role as a metabolite.
Names & identifiers
- Preferred name
- 1,3-Benzenedisulfonic acid
- IUPAC
- benzene-1,3-disulfonic acid
- English name
- benzene-1,3-disulphonic acid
- Molecular formula
- C6H6O6S2
- Molecular weight
- 238.24
Names & synonyms
1,3-Benzenedisulfonic acidbenzene-1,3-disulfonic acid98-48-6Benzene-1,3-disulphonic acidM-BENZENEDISULFONIC ACIDBenzene 1,3-disulfonate38TKY93G3HDTXSID8045060CHEBI:73941RefChem:413789DTXCID6025060202-672-2
Show more names
1,3-BenzenedisulfoniBENZENEMETA-DISULFONATEPiraxostat Impurity 11BENZENE-3-DISULFONICACIDBENZENE-M-DISULFONIC ACID1,3-BENZENEDISULPHONICACID
meta-benzenedisulfonic acidNCIOpen2_008842EINECS 202-672-21,3-BenzenedisulfonicacidUNII-38TKY93G3HAI3-285311,3-benzene disulfonic acidSCHEMBL151444
Database identifiers
- CAS
98-48-6- PubChem CID
- 7388
- DTXSID
DTXSID8045060- ChEMBL
CHEMBL3306350- ChEBI
CHEBI:73941- UNII
- 38TKY93G3H
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 126 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 345
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzenesulfonic Acid Derivatives
Collision Cross Section143.2 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0044735]
Physicochemical properties
- Melting point
- 136 °C · 136.0 °C
- Density
- 1.764 · 1.764±0.06 g/cm3(Predicted)
- pka
- -1.43 · -1.43±0.30(Predicted)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 38 TKY93G3H · 38TKY93G3H
- EPA Substance Registry System
- m-Benzenedisulfonic acid (98-48-6)
- TSCA
- TSCA listed
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards SummaryCauses mild irritation when administered to human skin (0.5%); [RTECS] See Benzenesulfonic acid.
Safety data
- tsca
- TSCA listed
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1,3-Benzenedisulfonic acid: INACTIVE
Applications
UsesBenzene-1,3-disulphonic acid is used as intermediates for dyes and pharmaceuticals.
Preparation methods
PreparationBenzene is introduced into a cast-steel agitator vessel containing 100% sulfuric acid. The contents of the reactor are heated to 100 ℃ and kept at this temperature for one hour. The products of the reaction (monosulfonation) are transferred to an agitator vessel containing 65% oleum. The temperature rises from 30 to 80 ℃ and is maintained at this level for another 1 – 2 h. The sulfonation mass is freed from sulfate ions in the normal way by adding calcium hydroxide or calcium carbonate and then removing the gypsum. It is then converted with sodium carbonate into the disodium salt, which is dried on a drum dryer. The yield is 93% and the product has a purity of 96%.Particularly pure 1,3-benzenedisulfonic acid is obtained according to the process of Hooker Chemical Corp. Benzene is sulfonated with 96% sulfuric acid at a molar ratio of the reactants of 1:3.4. The temperature is initially 65 ℃, but is then raised to 80 ℃. The water of the reaction is then removed by evaporation at 33 mbar and 200 ℃. Finally, during disulfona- tion at 1.3 mbar and 210 – 235 ℃, sulfuric acid and reaction water are distilled. The reaction product has a purity of 98.7% and a solidification point of 136 ℃. The process also can be operated continuously.
Upstream & downstream products
Upstream raw materials
Related reactions
3 records
Compound notes
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