p-Nitroaniline (CHEM004105)

Record Information
Version1.0
Creation Date2016-05-19 01:34:50 UTC
Update Date2026-08-23 12:50:49 UTC
Accession NumberCHEM004105
Identification
Common Namep-Nitroaniline
ClassSmall Molecule
Description
A nitroaniline carrying a nitro group at position 4.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • OSHA Hazardous Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Amino-4-nitrobenzeneChEBI
4-NitranilineChEBI
4-NitrobenzeneamineChEBI
p-AminonitrobenzeneChEBI
p-NitranilineChEBI
p-NitroanilineChEBI
p-NitrophenylamineChEBI
4-Nitroaniline monohydrochlorideMeSH
4-Nitroaniline sulfate (2:1)MeSH
4-Nitroaniline, mercury (2+) salt (2:1)MeSH
Para-nitroanilineMeSH
ParanitronanilineMeSH
Chemical FormulaC6H6N2O2
Average Molecular Mass138.124 g/mol
Monoisotopic Mass138.043 g/mol
CAS Registry Number100-01-6
IUPAC Name4-nitroaniline
Traditional Namep-nitroaniline
SMILESNC1=CC=C(C=C1)N(=O)=O
InChI IdentifierInChI=1S/C6H6N2O2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H,7H2
InChI KeyTYMLOMAKGOJONV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Aniline or substituted anilines
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic nitrogen compound
  • Organic zwitterion
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.5 g/LALOGPS
logP1.5ALOGPS
logP1.08ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)0.91ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area71.84 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.08 m³·mol⁻¹ChemAxon
Polarizability12.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc ID4-NITROANILINE
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link4-Nitroaniline
Chemspider ID13846959
ChEBI ID17064
PubChem Compound ID7475
Kegg Compound IDC02126
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23090935
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24116023