Sodium 2,3-dihydroxynaphthalene-6-sulfonate

• CAS: 135-53-5
• Catalog Number: ACM135535
• Category: Main Products
• Molecular Weight: 262.21
• Molecular Formula: C₁₀H₇NaO₅S
• Synonyms: Monosodium 6,7-Dihydroxynaphthalene-2-sulfonate; DS Acid Monosodium Salt; 2,3-Dihydroxynaphthalene-6-sulfonic Acid Monosodium Salt; sodium,6,7-dihydroxynaphthalene-2-sulfonate; Sodium 6,7-Dihydroxynaphthalene-2-sulfonate
• IUPAC Name: sodium;6,7-dihydroxynaphthalene-2-sulfonate
• Canonical SMILES: C1=CC(=CC2=CC(=C(C=C21)O)O)S(=O)(=O)[O-].[Na+]
• InChI Key: JFXDYPLHFRYDJD-UHFFFAOYSA-M
• Density: 1.677g/cm³
• EC Number: 205-198-4
• Exact Mass: 261.99100
• Hazard Statements: Xi
• Safety Description: S24/25:Avoid contact with skin and eyes .; S22:Do not breathe dust .
• WGK Germany: 3

Case Study

Sodium 2,3-Dihydroxynaphthalene-6-Sulfonate for the Synthesis of Intercalated Zinc-Aluminum Layered Double Hydroxides

Chai, Hao, et al. Polymer Degradation and stability, 2009, 94(4), 744-749.

2,3-Dihydroxynaphthalene-6-sulfonic acid (DNSA) is an excellent UV absorber. In this work, organic UV absorbers were intercalated into layered double hydroxide (LDH) hosts by ion exchange between Zn-Al-LDH-nitrate precursor and 2,3-dihydroxynaphthalene-6-sulfonic acid (DNSA) sodium salt aqueous solution. The prepared DNSA anion pillared LDHs showed excellent thermal stability and can be used as a light stabilizer for PP composites
Preparation of ZnAl-DNSA-LDHs
· The anion-pillared LDHs (ZnAl-DNSA-LDHs) were synthesized using the anion-exchange method, with ZnAl-NO3-LDH serving as the precursor.
· A suspension was created by thoroughly dispersing 4.90 g of the ZnAl-NO3-LDH filter cake in 75 mL of CO2-free deionized water.
· Meanwhile, an aqueous solution was prepared by dissolving 2.40 g of DNSA in 75 mL of CO2-free deionized water. The solution's pH was adjusted to approximately 4 through the addition of a suitable amount of NaOH.
· The DNSA solution was then gradually added to the precursor slurry while maintaining a pH of 4 or higher. This mixture was allowed to age at 100 °C for 6 hours under a nitrogen atmosphere.
· The resultant precipitate was then centrifuged, thoroughly washed with CO2-free deionized water and anhydrous ethanol, and subsequently dried overnight at 70 °C before being stored in a sample bottle.

Sodium 2,3-Dihydroxynaphthalene-6-Sulfonate Used in The Synthesis of 2,3-Dihydroxynaphthalene

Monier, Mohamed, et al. Synthetic Communications, 2018, 48(18), 2305-2332.

Compounds derived from 2,3-dihydroxynaphthalene are located in the basic skeleton of several natural drugs. These products are used in the fields of polymer chemistry, physical chemistry and medicinal chemistry. 2,3-dihydroxynaphthalene can be successfully synthesized using sodium 2,3-dihydroxynaphthalene-6-sulfonate as a raw material.
Specifically, 2,3-Dihydroxynaphthalene (1) was synthesized with a yield of 92% from sodium 2,3-dihydroxynaphthalene-6-sulfonate using 1,3,5-trimethylbenzene as a solvent during a hydrolysis reaction at temperatures between 150 and 165 °C. The reaction was facilitated by catalytic ionic liquids, including 3-methyl-1-(4-sulfobutyl)-1H-imidazol-3-ium dihydrogen phosphate and 3-methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium dihydrogen phosphate. This approach is characterized by a straightforward procedure, minimal equipment wear, and the absence of hazardous acid byproducts, alongside a high product yield.
The cyclization of 2,3-dihydroxynaphthalene (1) was performed by reacting it with 1,3-dibromopropane in an ethanol solution containing potassium carbonate, resulting in the formation of 3,4-dihydro-2H-naphtho[2,3-b][1,4]dioxepine (2). The compound 2 underwent hydrolysis in a benzene solution with aluminum chloride, producing the intended 2,3-dihydroxynaphthalene (1) with a yield of 92% through a deprotection process.

Custom Q&A

What is the molecular formula of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The molecular formula of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is C10H7NaO5S.

What is the molecular weight of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The molecular weight of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is 262.22 g/mol.

What is the IUPAC name of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The IUPAC name of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is sodium;6,7-dihydroxynaphthalene-2-sulfonate.

What is the InChIKey of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The InChIKey of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is JFXDYPLHFRYDJD-UHFFFAOYSA-M.

What is the canonical SMILES of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The canonical SMILES of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is C1=CC(=CC2=CC(=C(C=C21)O)O)S(=O)(=O)[O-].[Na+].

What is the CAS number of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The CAS number of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is 135-53-5.

What is the hydrogen bond donor count of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The hydrogen bond donor count of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is 2.

What is the hydrogen bond acceptor count of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The hydrogen bond acceptor count of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is 5.

What is the topological polar surface area of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

The topological polar surface area of Sodium 2,3-dihydroxynaphthalene-6-sulfonate is 106Ų.

What is the physical description of Sodium 2,3-dihydroxynaphthalene-6-sulfonate?

Sodium 2,3-dihydroxynaphthalene-6-sulfonate is described as a solid.