1,5-Naphthalenedisulfonic acid

Base Information

• Chemical Name: 1,5-Naphthalenedisulfonic acid
• CAS No.: 81-04-9
• Deprecated CAS: 46874-44-6,1431794-74-9
• Molecular Formula: C10H8O6S2
• Molecular Weight: 288.302
• Hs Code.: 2904100000
• European Community (EC) Number: 201-317-9,608-396-2
• NSC Number: 9588
• UNII: E8FPK78470
• DSSTox Substance ID: DTXSID5046982
• Nikkaji Number: J90.817G
• Wikipedia: Armstrong%27s_acid,Armstrong's_acid
• Wikidata: Q3306063
• Metabolomics Workbench ID: 54279
• Mol file: 81-04-9.mol

Synonyms:1,5-naphthalenedisulfonic acid

Chemical Property of 1,5-Naphthalenedisulfonic acid

Chemical Property:

• Appearance/Colour: Light yellow crystale
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 242.5°C (rough estimate)
• Refractive Index: 1.695
• Boiling Point: 400.53°C (rough estimate)
• PKA: -0.60±0.40(Predicted)
• PSA: 125.50000
• Density: 1.704 g/cm³
• LogP: 3.49480
• Storage Temp.: Store below +30°C.
• Water Solubility.: 90.52g/L at 25℃
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 287.97623032
• Heavy Atom Count: 18
• Complexity: 450

Purity/Quality:

99% ^*data from raw suppliers

1,5-NaphthalenedisulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-24/25-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=C2S(=O)(=O)O)C(=C1)S(=O)(=O)O

Technology Process of 1,5-Naphthalenedisulfonic acid

There total 22 articles about 1,5-Naphthalenedisulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → naphthalene-1,5-disulfonate (81-04-9)

Guidance literature:

With sulfuric acid; at 30 ℃;

Reference yield:

naphthalene (91-20-3,71998-51-1,72931-45-4) → naphthalene-1,6-disulfonic acid (525-37-1) + naphthalene-1,5-disulfonate (81-04-9)

Guidance literature:

With sulfuric acid; sulfur trioxide;

Reference yield:

naphthalene (91-20-3,71998-51-1,72931-45-4) → naphthalene-2-sulfonate (120-18-3) + 1-naphthalenesulfonic acid (85-47-2) + naphthalene-1,6-disulfonic acid (525-37-1) + naphthalene-1,5-disulfonate (81-04-9)

Guidance literature:

With sulfur trioxide; water; Multistep reaction. Further byproducts given. Title compound not separated from byproducts; 1.) CH₂Cl₂, 22 deg C, 60 min, 2.) 70 - 80 deg C, 30 min;

DOI:10.1002/recl.19941130906

upstream raw materials:

naphthalene

ethanol

4,8-disulfo-naphthalene-2-diazonium-betaine

1-naphthalenesulfonic acid

Downstream raw materials:

1,5-dichloronaphthalene

1-hydroxynaphthalene-5-sulphonic acid

1,5-dihydroxynaphthalene

2,7-naphthalenedisulfonic acid

Refernces

• 1、 -. "A 1,5-dihydroxynaphthalene preparation method". Paragraph 0047-0049. . Retrieved 2017/03/14.
• 2、 Corby, Brian W.,Gray, Anthony D.,Meaney, Padraig J.,Falvey, Michael J.,Lawrence, Gregory P.,Smyth, Timothy P.. "Clean-chemistry sulfonation of aromatics". . p. 326 - 327. Retrieved 2007/10/03.