2,4-Diaminobenzenesulfonic acid

Base Information

• Chemical Name: 2,4-Diaminobenzenesulfonic acid
• CAS No.: 88-63-1
• Molecular Formula: C6H8N2O3S
• Molecular Weight: 188.207
• Hs Code.: 29309090
• European Community (EC) Number: 201-846-5
• NSC Number: 7835
• UNII: 863X637R5Q
• DSSTox Substance ID: DTXSID3044465
• Nikkaji Number: J54.504J
• Wikidata: Q27269698
• ChEMBL ID: CHEMBL3184102
• Mol file: 88-63-1.mol

Synonyms:1,3-phenylenediamine-4-sulfo acid;2,4-diaminobenzenesulfonic acid;2,4-diaminobenzenesulfonic acid, calcium salt;2,4-diaminobenzenesulfonic acid, monosodium salt;2,4-diaminobenzenesulfonic acid, sulfate

Chemical Property of 2,4-Diaminobenzenesulfonic acid

Chemical Property:

• Appearance/Colour: Slight grayish brown powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 260-266 °C (dec.)
• Refractive Index: 1.6490 (estimate)
• Boiling Point: 313ºC
• PKA: 2.99±0.10(Predicted)
• PSA: 114.79000
• Density: 1.611 g/cm³
• LogP: 2.34090
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• Water Solubility.: 1000g/L at 25℃
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 188.02556330
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Diaminobenzenesulfonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-43-36/37/38
• Safety Statements: 26-36/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)N)S(=O)(=O)O
• Uses: 2,4-Diaminobenzenesulfonic acid (cas# 88-63-1) is a useful reagent for improving the chlorine resistance and water permeability of polyamide (PA) membrane in water treatment. 2,4-Diaminobenzenesulfonic acid was used in preparation of series of sulfonated homo- and random co-polyimides.

Technology Process of 2,4-Diaminobenzenesulfonic acid

There total 21 articles about 2,4-Diaminobenzenesulfonic 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: 96.0%

5-aminobenzothiazole (1123-93-9) → 2,4-Diaminobenzenesulfonic acid (88-63-1)

Guidance literature:

With [RuCl(P(C₆H₅)3)2(O(C₆H₄)NCH(C₄H₃N))]; bromamine B; sodium hydroxide; In water; acetonitrile; at 39.84 ℃; for 4.41667h;

DOI:10.1016/j.molcata.2010.06.006

Reference yield: 95.96%

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → 2,4-Diaminobenzenesulfonic acid (88-63-1)

Guidance literature:

With sulfur trioxide; In 1,2-dichloro-ethane; at 20 - 60 ℃; for 10h; Solvent; Temperature;

Reference yield: 60.0%

2,4-dinitrobenzenesulfonic acid (89-02-1) → 2,4-Diaminobenzenesulfonic acid (88-63-1)

Guidance literature:

2,4-dinitrobenzenesulfonic acid; With hydrogenchloride; In water; at 95 - 100 ℃; pH=2;

In water; pH=7; Product distribution / selectivity;

upstream raw materials:

3-nitroaniline-6-sulphonic acid

4-amino-2-nitrobenzene sulfonic acid

o-phenylenediamine dihydrochloride

m-phenylenediamine

Downstream raw materials:

C₁₇H₁₇ClN₆O₉S₃

2,4-diamino-5[2-sulfo-4-(2-sulfooxyethanesulfonyl)phenyl-azo]benzenesulfonic acid

C₁₂H₁₂N₄O₆S₂

C₁₄H₁₆N₄O₉S₃

Refernces

• 1、 Jagadeesh, Rajenahally V.,Sandhya, Y. Sree,Karthikeyan,Reddy, S. Sudhakar,Reddy, P. Pradeep Kumar,Kumar, M. Viniod,Charan, K. T. Prabhu,Narender,Bhagat. "The efficient palladium-catalyzed selective t synthesis of benzenesulfonic acids". experimental part. p. 2343 - 2349. Retrieved 2011/09/12.
• 2、 Jagadeesh,Karthikeyan,Nithya,Sandhya, Y. Sree,Reddy, S. Sudhaker,Reddy, P. Pradeep Kumar,Kumar, M. Vinod,Charan, K.T. Prabhu,Narender,Bhagat. "Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids". experimental part. p. 99 - 107. Retrieved 2010/12/18.