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D12384

Sigma-Aldrich

3,3′-Diaminobenzidine

97%

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/REAXYS Number:
1212988
EC Number:
202-110-6
MDL number:
MFCD00007725
UNSPSC Code:
12352100
PubChem Substance ID:
24893384
NACRES:
NA.22

Quality Level

200

assay

97%

form

powder

mp

175-177 °C (lit.)

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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Application

3,3′-Diaminobenzidine can be used as a starting material to prepare:
  • Aromatic poly(imide) networks for hydrogen storage applications.
  • Various derivatives of quinoxalines by condensation with diketones.
  • Mesitylene-containing poly(benzimidazolium) analogs (Mes-PBI) for alkali anion-exchange membrane.
Peroxidase substrate; reagent for spectrophotometric determination of selenium.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD5912V
WXBD5777V
WXBD4314V
WXBD3217V
WXBD0415V

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A stable hydroxide-conducting polymer.
Thomas OD, et al.
Journal of the American Chemical Society, 134(26), 10753-10756 (2012)
n-Type conjugated oligoquinoline and oligoquinoxaline with triphenylamine endgroups: efficient ambipolar light emitters for device applications.
Hancock JM, et al.
Chemistry of Materials, 18(20), 4924-4932 (2006)
Microporous networks of high-performance polymers: Elastic deformations and gas sorption properties.
Weber J, et al.
Macromolecules, 41(8), 2880-2885 (2008)
Muqing Cao et al.
Pediatric research, 78(2), 137-144 (2015-04-29)
Preterm infants show delayed development of motor function after birth. This may relate to functional immaturity of many organs, including the gut and brain. Using pigs as model for preterm infants, we hypothesized that early initiation of enteral feeding stimulates
Cerium (IV) ammonium nitrate (CAN) as a catalyst in tap water: A simple, proficient and green approach for the synthesis of quinoxalines.
More SV, et al.
Green Chemistry, 8(1), 91-95 (2006)
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