Trisodium 1,3,6-naphthalenetrisulfonate
[CAS# 5182-30-9]

Identification

• Classification: Chemical reagent >> Organic reagent >> Sulfonate / sulfinate
• Name: Trisodium 1,3,6-naphthalenetrisulfonate
• Molecular Formula: C₁₀H₅Na₃O₉S₃
• Molecular Weight: 434.29
• CAS Registry Number: 5182-30-9
• EC Number: 225-962-0
• SMILES: C1=CC2=C(C=C(C=C2C=C1S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

Trisodium 1,3,6-naphthalenetrisulfonate is an organic compound with a naphthalene backbone and three sulfonate groups positioned at the 1, 3, and 6 positions of the aromatic ring. This compound is primarily used in the field of organic chemistry, particularly in the development of functional materials and the study of molecular interactions. It is a water-soluble, negatively charged molecule, making it highly useful in various applications that require solubility in aqueous environments.

The discovery of trisodium 1,3,6-naphthalenetrisulfonate is part of a broader effort to develop sulfonated aromatic compounds with enhanced solubility and functional properties. Sulfonate groups are known for their ability to increase the hydrophilicity of aromatic systems, allowing these compounds to interact with a wide range of polar solvents and participate in ionic interactions. Over the years, compounds like trisodium 1,3,6-naphthalenetrisulfonate have been studied for their potential in a variety of applications, including catalysis, material science, and as molecular probes in scientific research.

One of the key applications of trisodium 1,3,6-naphthalenetrisulfonate is in the preparation of surfactants and dispersants. Due to the presence of the sulfonate groups, this compound can interact with hydrophobic surfaces and solvate nonpolar substances, making it a useful additive in formulations for detergents, emulsifiers, and dispersions. In particular, it is used to stabilize suspensions and emulsions, preventing the aggregation of particles in solutions. This ability is valuable in industries such as pharmaceuticals, cosmetics, and environmental science, where the effective dispersion of particles or molecules is crucial for product performance.

Trisodium 1,3,6-naphthalenetrisulfonate also finds applications in the field of analytical chemistry. It is used as a molecular probe in fluorescence spectroscopy, where it can act as a fluorescent marker for the detection of ions or other molecules in solution. The sulfonate groups contribute to the compound's ionic properties, which allow it to selectively interact with various metal ions and organic molecules. This makes it a useful tool in studies of molecular recognition, ion transport, and the development of sensors for detecting specific chemical species.

In addition, trisodium 1,3,6-naphthalenetrisulfonate is employed in the study of supramolecular chemistry. Its structure and functional groups allow it to form non-covalent interactions with other molecules, facilitating the investigation of complex molecular assemblies and the behavior of molecules in different environments. Research into the interactions of trisodium 1,3,6-naphthalenetrisulfonate with other compounds has provided insights into the development of new materials for electronics, energy storage, and catalysis.

References

2023. Green synthesis of silver nanoparticles using naphthalene trisulfonate for antibacterial applications. Journal of Nanoparticle Research, 25(11).
DOI: 10.1007/s11051-023-05890-4

2017. Diffusion coefficient of trisodium 1,3,6-naphthalenetrisulfonate in water. Diffusion in Gases, Liquids and Electrolytes.
DOI: 10.1007/978-3-540-73735-3_1262

2001. Synthesis and biological evaluation of naphthalene sulfonate derivatives. Journal of Medicinal Chemistry, 44(12).
DOI: 10.1021/jm010020r