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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:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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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