4,4'-Diazenediyldianiline

HCID 10855

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 538-41-0
Standard SMILES: Nc1ccc(N=Nc2ccc(N)cc2)cc1
InChIKey: KQIKKETXZQDHGE-UHFFFAOYSA-N
Molecular formula: C12H12N4
Average molar mass: 212.25 g/mol
Monoisotopic mass: 212.1061964

Names & identifiers

Preferred name: 4,4'-Diazenediyldianiline
IUPAC: 4-[(4-aminophenyl)diazenyl]aniline
English name: 4,4'-AZODIANILINE
Molecular formula: C12H12N4
Molecular weight: 212.25

Names & synonyms

4,4'-DiazenediyldianilineDTXSID50859469RefChem:1069282DTXCID308097404,4'-Azodianiline538-41-04,4-Azodianilinep-Diaminoazobenzene4,4'-DIAMINOAZOBENZENEp-AzoanilineAzodianilinep'-Amino-p-aminoazobenzene

Show more names

4,4'-(Diazene-1,2-diyl)dianiline4,4’-azodi-anilin4,4'-Azobisaniline4,4'-Azodianiline,95%paradiaminoazabenzene4,4’-azobisbenzenamine

4,4'-AzobisbenzenamineBenzenamine, 4,4'-azobis-4-[(4-aminophenyl)diazenyl]anilineAniline, 4,4'-azodi-4,4'-diazenediylbisaniline(E)-4,4'-(diazene-1,2-diyl)dianiline4-[2-(4-aminophenyl)diazen-1-yl]aniline4-4'-Diaminoazobenzene

Database identifiers

CAS: 538-41-0、98043-56-2
PubChem CID: 10855
DTXSID: DTXSID50859469
ChEMBL: CHEMBL1337483、CHEMBL3186630
ChEBI: CHEBI:53616
UNII: RCK8POJ999
EC Number: 106-392-0
Nikkaji: J2.513.127D、J6.371A

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 76.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 16
Formal charge: 0
Complexity: 201

Physicochemical properties

Melting point: 245 °C · 245 °C
Boiling point: 342.09 °C · 342.09°C (rough estimate)
Density: 1.2046 · 1.2046 (rough estimate)
refractive index: 1.5 · 1.5000 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
form: Powder
pka: 3.7 · 3.70±0.10(Predicted)
color: Brown
Water Solubility: Very soluble in ethanol. Insoluble in water.
Merck: 14 · 14,2977
BRN: 745553 · 745553
Stability: Light Sensitive
InChI: InChI=1S/C12H12N4/c13-9-1-5-11(6-2-9)15-16-12-7-3-10(14)4-8-12/h1-8H,13-14H2
InChIKey: KQIKKETXZQDHGE-UHFFFAOYSA-N
SMILES: N(C1=CC=C(N)C=C1)=NC1=CC=C(N)C=C1
FDA UNII: 8 POJ999 · RCK8POJ999
EPA Substance Registry System: 4 · Benzenamine, 4,4'-azobis- (538-41-0)
Symbol(GHS): 6 · GHS06
Signal word: Warning
Hazard statements: 301 · H301
Precautionary statements: 264 · P264-P270-P301+P310a-P321-P405-P501a
Hazard Codes: T
Risk Statements: 40 · 40-25
Safety Statements: 45 · 45-28A
RIDADR: 2811 · 2811
RTECS: 7450000 · BW7450000
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29270000 · 29270000
Toxicity: 50 intravenous · LD50 intravenous in mouse: 180mg/kg

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (100%)

Safety data

tsca: TSCA listed
rtecs: BW7450000
ridadr: 2811
hs_code: 29270000
Toxicity: LD50 intravenous in mouse: 180mg/kg
risk_code: 40-25
Signal word: Warning
Symbol(GHS): GHS06
hazard_code: T
safety_code: 45-28A
hazard_class: 6.1
packing_group: III
Hazard statements: H301
Precautionary statements: P264-P270-P301+P310a-P321-P405-P501a

Chemistry & industry

Applications

Uses4,4’Azodianiline is used in cross-linking studies of epoxy resins and the synthesis of surface relief holographic materials.

Uses4,4'-Diaminoazobenzene is used in cross-linking studies of epoxy resins and the synthesis of surface relief holographic materials. It is used in synthesis of anthraquinone reactive dyes.