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Key Documents

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:
Molecular Weight:
214.27
Beilstein:
1212988
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

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

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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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