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

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

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

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

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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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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