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Disodium 2-(2,4-dinitrophenylazo)-1-hydroxynaphthalene-3,6-disulphonate

HCID 79465
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
5423-07-4
Standard SMILES
O=[N+]([O-])c1ccc(N=Nc2c(S(=O)(=O)[O-])cc3cc(S(=O)(=O)[O-])ccc3c2O)c([N+](=O)[O-])c1.[Na+].[Na+]
InChIKey
XBLIFEQTVVSTIM-UHFFFAOYSA-L
Molecular formula
C16H8N4Na2O11S2
Average molar mass
542.4 g/mol
Monoisotopic mass
541.942638

Overview

See also: Nitrazine Yellow (annotation moved to).

Names & identifiers

Preferred name
Disodium 2-(2,4-dinitrophenylazo)-1-hydroxynaphthalene-3,6-disulphonate
IUPAC
disodium;3-[(2,4-dinitrophenyl)diazenyl]-4-hydroxynaphthalene-2,7-disulfonate
English name
Nitrazine Yellow
Molecular formula
C16H11N4NaO11S2
Molecular weight
522.39

Names & synonyms

Disodium 2-(2,4-dinitrophenylazo)-1-hydroxynaphthalene-3,6-disulphonate2,7-Naphthalenedisulfonic acid, 3-(2-(2,4-dinitrophenyl)diazenyl)-4-hydroxy-, sodium salt (1:2)2,7-Naphthalenedisulfonic acid, 3-[2-(2,4-dinitrophenyl)diazenyl]-4-hydroxy-, sodium salt (1:2)RefChem:589300Nitrazine Yellow5423-07-4Nitrazine paperPhenaphthazineNitrazol Yellowdelta Paper, indicatorstarbld00096314U1WVN6KUX
Show more names
CI 14890CI NO 14890Delta PaperNitramine yellowDeltadye indicatorNitrate nitrogen yellow
Nitrazine yellow IndicatorSCHEMBL155287Sodium 3-((2,4-dinitrophenyl)diazenyl)-4-hydroxynaphthalene-2,7-disulfonateSCHEMBL8380112NSC-9360disodium;3-[(2,4-dinitrophenyl)diazenyl]-4-hydroxynaphthalene-2,7-disulfonateMFCD00003938AKOS015903448

Database identifiers

Properties

Computed structural properties

Topological polar surface area
268 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
13
Rotatable bonds
2
Heavy atoms
35
Formal charge
0
Complexity
969

Physicochemical properties

Melting point
250 °C · >250°C
storage temp.
2 · 2-8°C
solubility
Solubility Soluble in water, acetic acid ethanol
Colour Index
14890 · 14890
form
Powder
color
Brown to yellow to orange
PH Range
Bright yellow (6.0) to bright blue (7.2)
Water Solubility
1 mg/ml · Dissolve in water at 1mg/ml
λmax
586 nm · 586nm
ε(extinction coefficient)
35000 at · ≥35000 at 587-591nm in 0.1 M NaOH at 0.01g/L
Major Application
Sensors, display devices, sol-gel matrix, electrorheological materials, diesel feuls/kerosines, detergent, fabric softner, food storage, method for identifying fresh & stale rice, in dialysis solution, screening of NAD-binding, monitoring secreted body fluids, lymph node, diagnostic pads, vaginal infection test method, assay for esterolyticenzyme activity, detecting pathogenic bacteria, diagnosis of bacterial vaginosis, detecting dysfunctional pregnancy, drugs screening
InChIKey
XBLIFEQTVVSTIM-QIKYXUGXSA-L

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 Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29270000
risk_code
5
Signal word
Danger
Symbol(GHS)
GHS07,GHS08
hazard_code
F
safety_code
15-22-24/25
Storage Class
11 - Combustible Solids
Hazard statements
H317-H340-H413
Precautionary statements
P501-P261-P273-P272-P202-P201-P280-P302+P352-P308+P313-P362+P364-P333+P313-P405

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2,7-Naphthalenedisulfonic acid, 3-[2-(2,4-dinitrophenyl)diazenyl]-4-hydroxy-, sodium salt (1:2): ACTIVE

Applications

UsesNitrazine Yellow is a pH-sensitive azo dye. It changes color from yellow to blue in pH range 6.0–7.0 and is widely used in microscopy. Dyes and metabolites.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
CAS
5423-07-4
PubChem CID
79465
DTXSID
DTXSID0063866
ChEMBL
CHEMBL2105392、CHEMBL2110712
UNII
4U1WVN6KUX
EC Number
226-549-8
SMILES
[Na+].[Na+].Oc1c(\N=N\c2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)c(cc3cc(ccc13)S([O-])(=O)=O)S([O-])(=O)=O
CAS DataBase Reference
5423 · 5423-07-4(CAS DataBase Reference)
FDA UNII
4 U1WVN6KUX · 4U1WVN6KUX
EPA Substance Registry System
2 · 2,7-Naphthalenedisulfonic acid, 3-[(2,4-dinitrophenyl)azo]-4-hydroxy-, disodium salt (5423-07-4)
UNSPSC Code
12171500 · 12171500
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07,GHS08
Signal word
Danger
Hazard statements
317 · H317-H340-H413
Precautionary statements
501 · P501-P261-P273-P272-P202-P201-P280-P302+P352-P308+P313-P362+P364-P333+P313-P405
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
F
Risk Statements
5 · 5
Safety Statements
15 · 15-22-24/25
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
29270000 · 29270000
Storage Class
11 · 11 - Combustible Solids