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379298

Sigma-Aldrich

N,N-Dimethyl-4,4′-azodianiline

97%

Synonym(s):

4-(4-Dimethylaminophenylazo)aniline, 4-Amino-4′-(dimethylamino)azobenzene, 4-Amino-4′-dimethylaminoazobenzene, p,p′-DMPA-aniline, p,p′-Dimapa-aniline, Disperse Black 3

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About This Item

Linear Formula:
(CH3)2NC6H4N=NC6H4NH2
CAS Number:
539-17-3
Molecular Weight:
240.30
Beilstein/REAXYS Number:
748253
EC Number:
208-712-5
MDL number:
MFCD00010204
UNSPSC Code:
12171500
PubChem Substance ID:
24863235
NACRES:
NA.47

assay

97%

form

powder, crystals or chunks

mp

190 °C (dec.) (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)c1ccc(cc1)\N=N\c2ccc(N)cc2

InChI

1S/C14H16N4/c1-18(2)14-9-7-13(8-10-14)17-16-12-5-3-11(15)4-6-12/h3-10H,15H2,1-2H3/b17-16+

InChI key

BVRIUXYMUSKBHG-WUKNDPDISA-N

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General description

N,N-Dimethyl-4,4′-azodianiline, also knows as Disperse Black 3 is a disperse azo dye.

Application

N,N-Dimethyl-4,4′-azodianiline has been used in a condensation reaction for the systhesis of azo-based phenylthiophene Schiff bases.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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
MKBC7840V
MKBC7840
14819MD
10814TC
12317MD

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H Towbin et al.
Analytical biochemistry, 173(1), 1-9 (1988-08-15)
Oligosaccharides from human milk were derivatized with 4'-N,N-dimethylamino-4-amino-azobenzene (DAAB) by reductive amination and purified by affinity chromatography on immobilized antibodies followed by resolution of the retained antigenic molecules by adsorption chromatography on HPLC. The visibility to the naked eye and
G Rosenfelder et al.
Analytical biochemistry, 147(1), 156-165 (1985-05-15)
Twenty-three monosaccharides, e.g., D- or L-pentoses, D- or L-hexoses, heptose, 2- or 6-deoxyhexoses, 2-deoxy-2-aminohexoses, hexuronic acids, and N-acetylmuramic acid, were coupled to the azo dye 4'-N,N-dimethylamino-4-aminoazobenzene by reductive amination using sodium cyanoborohydride as reducing agent and in the presence of

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