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32741

Sigma-Aldrich

3,3′-Diaminobenzidine

purum, ≥98.0% (CHN)

Synonym(s):

3,3′,4,4′-Biphenyltetramine, 3,3′,4,4′-Tetraaminobiphenyl, DAB

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About This Item

Linear Formula:
(NH2)2C6H3C6H3(NH2)2
CAS Number:
91-95-2
Molecular Weight:
214.27
Beilstein:
1212988
EC Number:
202-110-6
MDL number:
MFCD00007725
UNSPSC Code:
12352100
PubChem Substance ID:
329754306

grade

purum

Assay

≥98.0% (CHN)

form

solid

mp

173-176 °C
175-177 °C (lit.)

solubility

dioxane: soluble 0.1 g/10 mL, clear, colorless

storage temp.

2-8°C

SMILES string

NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1

InChI

1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2

InChI key

HSTOKWSFWGCZMH-UHFFFAOYSA-N

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General description

The photooxidation of 3,3′-diaminobenzidine by Chlamydomonas reinhardii and blue-green algae has been investigated. Electropolymerization of 3,3′-diaminobenzidine on solid substrate electrode (Platinum, Gold and Glassy Electrode) affords stable and water insoluble films.

Application

3,3′-Diaminobenzidine, a dark brown dye, was used as an antibody-specific stain to identify the paired antibodies in breast tissue. 3,3′-Diaminobenzidine may be used for the determination of selenium and for the synthesis of a useful, linear, Schiff-base coordination polymer.
Peroxidase substrate; reagent for spectrophotometric determination of selenium.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H319,H341,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 2

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 1

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
291626/1V
WE291626
291626/1

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Determination of traces of selenium 3, 3-diaminobenzidine as selenium (lV) organic reagent.
Cheng K L.
Analytical Chemistry, 28(11), 1738-1742 (1956)
Poly (3, 3'-diaminobenzidine) film on a gold electrode for selective preconcentration and stripping analysis of selenium (IV).
Cai Q and Khoo SB.
Analytical Chemistry, 66(24), 4543-4550 (1994)
Synthesis and characterization of the thermally stable copolymer of tetrakis (salicylaldehydato-O, O') zirconium (IV) and 3, 3'-diaminobenzidine.
Archer RD and Wang B.
Inorganic Chemistry, 29(1), 39-39 (1990)
Photooxidation of 3,3'-diaminobenzidine by blue-green algae and Chlamydomonas reinhardii.
N H Chua
Biochimica et biophysica acta, 267(1), 179-189 (1972-04-20)
Jimmy C Azar et al.
Computational and mathematical methods in medicine, 2014, 647273-647273 (2014-07-26)
Comparing staining patterns of paired antibodies designed towards a specific protein but toward different epitopes of the protein provides quality control over the binding and the antibodies' ability to identify the target protein correctly and exclusively. We present a method
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