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Sodium 4,4'-bis(p-hydroxyphenylazo)-2,2'-vinylenedibenzenesulphonate

HCID 18277
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Basic information

CAS
3051-11-4
Standard SMILES
O=S(=O)([O-])c1cc(N=Nc2ccc(O)cc2)ccc1C=Cc1ccc(N=Nc2ccc(O)cc2)cc1S(=O)(=O)[O-].[Na+].[Na+]
InChIKey
YLDIUICHQPKMNH-UHFFFAOYSA-L
Molecular formula
C26H18N4Na2O8S2
Average molar mass
624.6 g/mol
Monoisotopic mass
624.03614446

Names & identifiers

Preferred name
Sodium 4,4'-bis(p-hydroxyphenylazo)-2,2'-vinylenedibenzenesulphonate
IUPAC
disodium;5-[(4-hydroxyphenyl)diazenyl]-2-[2-[4-[(4-hydroxyphenyl)diazenyl]-2-sulfonatophenyl]ethenyl]benzenesulfonate
English name
BRILLIANT YELLOW
Molecular formula
C26H21N4NaO8S2
Molecular weight
604.58

Names & synonyms

DTXSID8062814Sodium 4,4'-bis(p-hydroxyphenylazo)-2,2'-vinylenedibenzenesulphonateRefChem:203044DTXCID00382093051-11-4Sodium 6,6'-(ethene-1,2-diyl)bis(3-((4-hydroxyphenyl)diazenyl)benzenesulfonate)CHLORAZOL BRILLIANT YELLOW 3GS4,4'-Bis[(4-hydroxyphenyl)azo]stilbene-2,2'-disulfonic acid,sodiumBenzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[2-(4-hydroxyphenyl)diazenyl]-, sodium salt (1:2)B0783orb1944606orb2900424
Show more names
DIRECT YELLOW 4DIRECT YELLOWCI 24890CI NO 24890BrightyellowBrillantyellowBRILLIANT YELLOWDirect Yellow RCHC.I.DIRECTYELLOW4Fenamin Yellow 3G
orb3025840SCHEMBL1695301Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis(5-(2-(4-hydroxyphenyl)diazenyl)-, sodium salt (1:2)disodium;5-[(4-hydroxyphenyl)diazenyl]-2-[2-[4-[(4-hydroxyphenyl)diazenyl]-2-sulfonatophenyl]ethenyl]benzenesulfonateDisodium 2,2'-(ethene-1,2-diyl)bis{5-[(4-hydroxyphenyl)diazenyl]benzene-1-sulfonate}

Properties

Computed structural properties

Topological polar surface area
221 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
12
Rotatable bonds
6
Heavy atoms
42
Formal charge
0
Complexity
1,000

Experimental & physicochemical properties

Chemical ClassesDyes -> Azo Dyes
Physical DescriptionYellow-orange odorless powder; [GFS Chemicals MSDS]

Physicochemical properties

Melting point
250 °C · >250°C
storage temp.
Amber Vial, Refrigerator
solubility
Solubility Soluble in water; slightly soluble in ethanol, acetone
Colour Index
24890 · 24890
form
powder
color
Orange
PH Range
Yellow (6.4) to red-orange (8.0)
Odor
Odorless
Water Solubility
Partially soluble in water
ε(extinction coefficient)
37000 at · ≥37000 at 260-268nm≥37000 at 486-494nm
λmax
497 nm · 497nm
BRN
4122338 · 4122338

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS ClassificationNot Classified

Hazard information

Regulatory InformationChemical: Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[(4-hydroxyphenyl)azo]-, disodium salt
Hazards SummaryMay cause irritation; [GFS Chemicals MSDS]
Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
32041400
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H227
Precautionary statements
P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235

Chemistry & industry

Uses & manufacturing

UsesUsed as a water soluble pH indicator; [GFS Chemicals MSDS]
General Manufacturing InformationBenzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[2-(4-hydroxyphenyl)diazenyl]-, sodium salt (1:2): ACTIVE

Applications

UsesBrilliant yellow is an organic diazo dye and a ground water pollutant. Removal processes for brilliant yellow include nanofibrous membrane filtration and nanoplatelet adsorption. Dyes and metabolites.

Preparation methods

Preparation1,2-Bis(4-amino-2-sulfophenyl)ethene double nitriding, and phenol (2 Moore) coupled.

Upstream & downstream products

Upstream raw materials

4,4'-Diamino-2,2'-stilbenedisulfonic acidPhenol

Downstream products

DIRECT YELLOW 293-Methyl-2-benzothiazolinone hydrazone hydrochlorideDirect Yellow 19

Related reactions

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Compound notes

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Database identifiers

CAS
3051-11-4
PubChem CID
18277
DTXSID
DTXSID8062814
EC Number
221-267-1
Stability
Light Sensitve
Major Application
Display device, sensors, photochromic materials, inks, detergent, cosmetics, biosensors, assay for enzyme activity, antifungal agent, antiAIDS agent
InChIKey
YLDIUICHQPKMNH-MAPAHAHLSA-L
SMILES
[Na+].[Na+].Oc1ccc(cc1)\N=N\c2ccc(\C=C\c3ccc(cc3S([O-])(=O)=O)\N=N\c4ccc(O)cc4)c(c2)S([O-])(=O)=O
CAS DataBase Reference
3051 · 3051-11-4(CAS DataBase Reference)
FDA UNII
7 L1ADIE · ZUN7L1ADIE
EPA Substance Registry System
4 · C.I. Direct Yellow 4, disodium salt (3051-11-4)
UNSPSC Code
12171500 · 12171500
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H227
Precautionary statements
501 · P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
PPE
95 · Eyeshields, Gloves, type N95 (US)
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
32041400 · 32041400
Storage Class
11 · 11 - Combustible Solids