D12384

Sigma-Aldrich

3,3′-Diaminobenzidine

98%

Synonym(s):
3,3′,4,4′-Tetraaminobiphenyl, 3,3′,4,4′-Biphenyltetramine, DAB
Linear Formula:
(NH2)2C6H3C6H3(NH2)2
CAS Number:
Molecular Weight:
214.27
Beilstein/REAXYS Number:
1212988
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

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.

Packaging

1, 5, 25 g in glass bottle

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Microporous networks of high-performance polymers: Elastic deformations and gas sorption properties.
Weber J, et al.
Macromolecules, 41(8), 2880-2885 (2008)
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)
A stable hydroxide-conducting polymer.
Thomas OD, et al.
Journal of the American Chemical Society, 134(26), 10753-10756 (2012)
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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