5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid

HCID 19459

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Basic information

CAS: 128-42-7
Standard SMILES: O=[N+]([O-])c1ccc(C=Cc2ccc([N+](=O)[O-])cc2S(=O)(=O)O)c(S(=O)(=O)O)c1
InChIKey: UETHPMGVZHBAFB-UHFFFAOYSA-N
Molecular formula: C14H10N2O10S2
Average molar mass: 430.4 g/mol
Monoisotopic mass: 429.97768652

Names & identifiers

Preferred name: 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid
IUPAC: 5-nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid
English name: 4,4'-Dinitrostilbene-2,2'-disulfonic acid
Molecular formula: C14H10N2O10S2
Molecular weight: 430.37

Names & synonyms

5-nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid4,4'-Dinitro-2,2'-stilbenesulfonic acid4,4/'-Dinitrostilbene-2,2/'-disulfonic acidCBDivE_011453SCHEMBL455776SCHEMBL670637CHEMBL3306254DTXSID7047019C14H10N2O10S25-nitro-2-[2-(4-nitro-2-sulfo-phenyl)vinyl]benzenesulfonic acidMFCD00065340NS00077317

Show more names

(E)-6,6'-(Ethene-1,2-diyl)bis(3-nitrobenzenesulfonic acid)DNTSDNSDAChebi:34663SALOR-INT L170224-1EAUETHPMGVZHBAFB-UHFFFAOYSA-NDINITROSTILBENEDISULFONIC ACID4,4'-Dinitro-2,2'-disulfostilbene4,4’-dinitro-2’-stilbenedisulfonicacid4,4-dinitrostilbene-2,2-disulphonicacid

4,4'-dinitro-stilbene-2,2'-disulphonic acidQ271162076,6'-(Ethene-1,2-diyl)bis-(3-nitrobenzenesulfonic acid)2,2'-(Ethene-1,2-diyl)bis(5-nitrobenzene-1-sulfonic acid)

Database identifiers

CAS: 128-42-7
PubChem CID: 19459
DTXSID: DTXSID7047019
ChEMBL: CHEMBL3306254

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 217 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 10
Rotatable bonds: 4
Heavy atoms: 28
Formal charge: 0
Complexity: 761

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section182.4 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7027542]

Physicochemical properties

Melting point: 266 °C · 266 °C
Density: 1.6705 · 1.6705 (rough estimate)
vapor pressure: 0 Pa · 0Pa at 25℃
refractive index: 1.7 · 1.7000 (estimate)
storage temp.: 2 · 2-8°C
solubility: 2.629 g/L · 2.629g/L in organic solvents at 20 ℃
pka: -1.61 · -1.61±0.45(Predicted)
Water Solubility: 105.4 g/L · 105.4g/L at 37℃
InChI: InChI=1S/C14H10N2O10S2/c17-15(18)11-5-3-9(13(7-11)27(21,22)23)1-2-10-4-6-12(16(19)20)8-14(10)28(24,25)26/h1-8H,(H,21,22,23)(H,24,25,26)
InChIKey: UETHPMGVZHBAFB-UHFFFAOYSA-N
SMILES: C(C1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O)=CC1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O
LogP: -0.248 at · -0.248 at 37℃
CAS DataBase Reference: 128 · 128-42-7(CAS DataBase Reference)
FDA UNII: 6 ND7PC82E2 · 6ND7PC82E2
EPA Substance Registry System: 2 · Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-nitro- (128-42-7)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H315
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
TSCA: TSCA listed
Hazardous Substances Data: 128 · 128-42-7(Hazardous Substances Data)
REACH Registrations: Active

Safety & regulation

Safety data

tsca: TSCA listed
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H319-H315
REACH Registrations: Active
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazardous Substances Data: 128-42-7(Hazardous Substances Data)

Chemistry & industry

Applications

Uses4,4'-Dinitrostilbene-2,2'-disulfonic acid is used as a chemical intermediate and a precursor of various textile dyes and fluorescent brighteners. It can also react with aniline derivatives to prepare Direct Yellow 12 azo dye.