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32776

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

Quality Level

200

Assay

≥97.0% (T)

mp

298-300 °C (dec.) (lit.)

functional group

sulfonic acid

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0692
BCCC8621
BCBZ5695
BCBW7781
BCBT5443

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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
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
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

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