4-[(E)-2-(4-aminophenyl)diazen-1-yl]-N,N-dimethylaniline

• ChemBase ID: 8440
• Molecular Formular: C14H16N4
• Molecular Mass: 240.30364
• Monoisotopic Mass: 240.13749653
• SMILES: CN(C)c1ccc(cc1)/N=N/c1ccc(cc1)N
• Canonical SMILES: Nc1ccc(cc1)/N=N/c1ccc(cc1)N(C)C
• InChI: 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+
• InChIKey: BVRIUXYMUSKBHG-WUKNDPDISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(4-aminophenyl)diazen-1-yl]-N,N-dimethylaniline; 4-[2-(4-aminophenyl)diazen-1-yl]-N,N-dimethylaniline
• IUPAC Traditional name: C.I. disperse black 3; 4-[2-(4-aminophenyl)diazen-1-yl]-N,N-dimethylaniline
• Synonyms: N,N-Dimethyl-4,4'-azodianiline; 4-Amino-4′-(dimethylamino)azobenzene; p,p′-DMPA-aniline; p,p′-Dimapa-aniline; Disperse Black 3; 4-(4-Dimethylaminophenylazo)aniline; 4-Amino-4′-dimethylaminoazobenzene; N,N-Dimethyl-4,4′-azodianiline; N,N-Dimethyl-4,4′-azodianiline; 4-(4-Dimethylaminophenylazo)aniline; N,N-二甲基-4,4-偶氮二苯胺; 4-氨基-4′-二甲氨基偶氮苯; p,p′-DMPA-苯胺; N,N-二甲基-4,4-偶氮二苯胺

Database IDs

• CAS Number: 539-17-3
• EC Number: 208-712-5
• MDL Number: MFCD00010204
• Beilstein Number: 748253
• PubChem SID: 24863235; 24846109; 160971747
• PubChem CID: 10872

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.6514132
• LogD (pH = 7.4): 3.6581707
• Log P: 3.6582575
• Molar Refractivity: 79.506 cm^3
• Polarizability: 27.531908 Å^3
• Polar Surface Area: 53.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189°C(dec); 190 °C (dec.)(lit.); 190-195 °C (dec.)

Safety Information

• RTECS: BX5020000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 95%; 97%
• Grade: purum
• Linear Formula: (CH3)2NC6H4N=NC6H4NH2
• Empirical Formula (Hill Notation): C14H16N4

DETAILS

Sigma Aldrich - 379298

Packaging
1 g in glass bottle

Sigma Aldrich - 07730

Other Notes
Chromogenic reagent for labeling carboxylic groups in peptides.; Derivatized peptides can be separated chromatographically1,2