Benzenesulfonic acid, 2,2′-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl-, sodium salt (1:2) (CAS 4403-90-1) — Citrus N/A Note Fragrance Ingredient
Benzenesulfonic acid, 2,_2'-_[(9,_10-_dihydro-_9,_10-_dioxo-_1,_4-_anthracenediyl)_diimino]_bis[5-_methyl-_, sodium salt (1:2)
CAS 4403-90-1
What Is Benzenesulfonic acid, 2,_2'-_[(9,_10-_dihydro-_9,_10-_dioxo-_1,_4-_anthracenediyl)_diimino]_bis[5-_methyl-_, sodium salt (1:2)?
This synthetic compound is an industrial dye intermediate rarely encountered in consumer products. It’s primarily used in textile and paper manufacturing. Due to its specialized nature, non-industrial users would only encounter it in trace amounts if at all from certain synthetic processes.
Safety Profile
PROFESSIONAL USEWhat Does Benzenesulfonic acid, 2,_2'-_[(9,_10-_dihydro-_9,_10-_dioxo-_1,_4-_anthracenediyl)_diimino]_bis[5-_methyl-_, sodium salt (1:2) Smell Like?
As an industrial intermediate, this compound lacks notable olfactory characteristics. In pure form, it would likely present as a sharp, chemical odor typical of sulfonated aromatic compounds – imagine hot printer toner with metallic undertones. No discernible top/heart/base evolution given its functional rather than fragrant purpose.
2D Molecular Structure
SMILES: [Na+].[Na+].CC1=CC(=C(NC2=C3C(=O)C4=CC=CC=C4C(=O)C3=C(NC3=C(C=C(C)C=C3)S([O-])(=O)=O)C=C2)C=C1)S([O-])(=O)=O
Chemistry, Properties & Perfumer Guide
The Chemistry
This anthraquinone derivative belongs to the sulfonated aromatic dye class. The structure features two sulfonic acid groups conjugated to an anthraquinone core, creating a highly polar molecule. Industrial synthesis typically involves sulfonation of anthraquinone precursors followed by amination. The sodium salt form improves water solubility for dye applications.
Physical & Chemical Properties
| Appearance | Dark-colored powder |
|---|---|
| Solubility | Water soluble |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Industrial Dyes | 0.1-5% | Varies by process | Textile/paper coloring intermediate |
Classic Accords
Tip: Not applicable for perfumery applications.
Alternatives & Comparisons
Similar anthraquinone dye with established safety profile for limited applications.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not evaluated by IFRA – industrial compound outside scope.
GHS Classification
RIFM Assessment
No RIFM assessment – industrial material.
Sustainability
As an industrial intermediate, environmental impact primarily relates to manufacturing wastewater treatment. Sulfonated aromatics require specialized degradation processes.
Explore Benzenesulfonic acid, 2,_2'-_[(9,_10-_dihydro-_9,_10-_dioxo-_1,_4-_anthracenediyl)_diimino]_bis[5-_methyl-_, sodium salt (1:2)
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
Ingredient Data Sheet
CAS 4403-90-1Physical Properties
| Molecular Weight | 622.6 g/mol🔬 PubChem |
| Boiling Point | 441 °C🔬 EPA CompTox |
| Vapor Pressure | 7.3 mmHg @ 25°C📊 OPERA |
| Involatility Index | 0.3153💻 Calculated |
| SMILES | CC1=CC(=C(C=C1)NC2=C3C(=C(C=C2)NC4=C(C=C(C=C4)C)S(=O)(=O)[O-])C(=O)C5=CC=CC=C5C3=O)S(=O)(=O)[O-].[Na+].[Na+]🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Moderate💻 Calculated |
| Persistence Score | 0.5 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | ketonearomaticamine💻 RDKit |
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.
Physicochemical Properties
DTXSID: DTXSID2024903
Physical Properties
| Molecular Weight | 622.57 g/mol🔬 EPA CompTox |
| Boiling Point | 441 °C📊 OPERA |
| Melting Point | 270.963 °C🔬 EPA CTX |
Partition & Solubility
| LogP (Octanol-Water) | -0.977 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.1 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 1.45 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 9.54 Log10 unitless📊 OPERA |
| Water Solubility | 0.049 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg🔬 EPA CTX |
Molecular Descriptors
| Topological Polar Surface Area | 172.6 Ų💻 Computed |
| H-Bond Donors | 2 count💻 Computed |
| H-Bond Acceptors | 10 count💻 Computed |
| Rotatable Bonds | 6 count💻 Computed |
| Aromatic Rings | 4 count💻 Computed |
| Molar Refractivity | 144.6 cm^3/mol💻 Computed |
Data Sources:
🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.
