4-dimethylaminophenylazobenzene (PAMDB120085)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120085
Identification
Name: 4-dimethylaminophenylazobenzene
Description:4-(Dimethylamino)azobenzene is formerly used as a food dye, use discontinued.Methyl yellow, or C.I. 11020, is a chemical compound which may be used as a pH indicator. In aqueous solution at low pH, methyl yellow appears red. Between pH 2.9 and 4.0, methyl yellow undergoes a transition, to become yellow above pH 4.0. As "butter yellow" the agent had been used as a food additive before its toxicity was recognized (Opie EL). (Wikipedia) 4-(dimethylamino)azobenzene belongs to the family of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 4-(Dimethylamino)azobenzene
  • 4-(dimethylamino)azobenzene
  • 4-(Dimethylamino)phenylazobenzene
  • 4-(N,N-Dimethylamino)azobenzene
  • 4-(Phenylazo)-N,N-dimethylaniline
  • Dimethyl yellow
  • Methyl yellow
  • N,N-dimethyl-4-(phenylazo)aniline
  • N,N-Dimethyl-4-(phenylazo)benzenamine
  • N,N-dimethyl-4-(phenylazo)benzenamine
Chemical Formula: C14H15N3
Average Molecular Weight: 225.293
Monoisotopic Molecular Weight: 225.1266
InChI Key: JCYPECIVGRXBMO-FOCLMDBBSA-N
InChI:InChI=1S/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15+
CAS number: 60-11-7
IUPAC Name:N,N-dimethyl-4-(phenyldiazenyl)aniline
Traditional IUPAC Name: N,N-dimethyl-4-[(Z)-2-phenyldiazen-1-yl]aniline
SMILES:CN(C)C1(C=CC(=CC=1)N=NC2(C=CC=CC=2))
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a bezene ring.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Azobenzenes
Sub ClassNot Available
Direct Parent Azobenzenes
Alternative Parents
Substituents
  • Azobenzene
  • Substituted aniline
  • Dialkylarylamine
  • Aniline
  • Benzenoid
  • Monocyclic benzene moiety
  • Tertiary amine
  • Azo compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular Framework Aromatic homomonocyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:0
Melting point: 117 °C
Experimental Properties:
PropertyValueReference
Melting Point117 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00023 mg/mL at 25 °CNot Available
LogP4.58Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.038 mg/mLALOGPS
logP4.63ALOGPS
logP4.49ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)3.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area27.96 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.81 m3·mol-1ChemAxon
Polarizability25.02 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
N,N'-dimethyl-p-phenylenediamine + aniline + NADP+ → 4-dimethylaminophenylazobenzene + NADPH + Hydrogen ion
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    HMDBHMDB32141
    CHEMSPIDER5829
    PUBCHEM6053
    LIGAND-CPDC03764
    CHEBI17903
    NCI6236