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Sigma-Aldrich

2,5-Diaminobenzenesulfonic acid

≥97.0% (T)

Synonym(s):

1,4-Diamino-2-benzenesulfonic acid, 1,4-Phenylenediamine-2-sulfonic acid, 1,4-Phenylenediamine-3-sulfonic acid, 2-Sulfo-1,4-phenylenediamine, p-Phenylenediamine-2-sulfonic acid

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About This Item

Linear Formula:
(H2N)2C6H3SO3H
CAS Number:
88-45-9
Molecular Weight:
188.20
Beilstein:
2970398
EC Number:
201-832-9
MDL number:
MFCD00007904
UNSPSC Code:
12352100
PubChem Substance ID:
57648717
NACRES:
NA.22

Assay

≥97.0% (T)

mp

298-300 °C (dec.) (lit.)

SMILES string

Nc1ccc(N)c(c1)S(O)(=O)=O

InChI

1S/C6H8N2O3S/c7-4-1-2-5(8)6(3-4)12(9,10)11/h1-3H,7-8H2,(H,9,10,11)

InChI key

HEAHMJLHQCESBZ-UHFFFAOYSA-N

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General description

2,5-Diaminobenzenesulfonic acid is a dye precursor. Electrochemical copolymerization of 2,5-diaminobenzensulfonic acid and aniline by cyclic voltammetry on IrO2 coated titanium electrodes was reported.

Application

2,5-Diaminobenzenesulfonic acid was used in preparation of a polymeric dye, required for laccase-mediated dyeing of cotton.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Polyaniline Derivative with External and Internal Doping via Electrochemical Copolymerization of Aniline and 2, 5-Diaminobenzenesulfonic Acid on IrO2-Coated Titanium Electrode.
Yang C-H and Wen T-C.
Journal of the Electrochemical Society, 141(10), 2624-2632 (1994)
Tzanko Tzanov et al.
Applied biochemistry and biotechnology, 111(1), 1-13 (2003-10-21)
This article reports on the dyeing of wool using an enzymatic system comprising laccase; dye precursor, 2,5-diaminobenzenesulfonic acid; and dye modifiers, catechol and resorcinol. Enzymatic dyeing was performed as a batchwise process at the temperature and pH of maximum enzyme
Shengmei Song et al.
Materials science & engineering. C, Materials for biological applications, 118, 111478-111478 (2020-12-02)
The fluorescent boron, nitrogen and sulfur co-doped carbon dots (BNSCDs) were prepared by simple hydrothermal reaction of 4-carboxyphenylboronic acid and 2,5-diaminobenzenesulfonic acid at 200 °C for 8 h. The fluorescence of the BNSCDs could be quenched by Fe3+ based on the electron
Hristina Hadzhiyska et al.
Biotechnology letters, 28(10), 755-759 (2006-06-23)
Cotton cellulose was dyed "in situ" with a polymeric dye generated by oxidative coupling of colourless 2,5-diaminobenzenesulfonic acid and 1-hydroxyphenol (catechol) with laccase. Up to 70% dye fixation was obtained increasing the concentration of catechol less soluble upon oxidation from
S Chaskes et al.
Mycopathologia, 74(3), 143-148 (1981-06-05)
A simple melanin assay using DL.DOPA as the substrate was developed to aid in the identification of Cryptococcus neoformans. The DL-DOPA drop test was simple and efficient. The best results (100% of the C. neoformans isolates were positive) occurred when

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