4-(4-aminophenyl)aniline

• ChemBase ID: 34672
• Molecular Formular: C12H12N2
• Molecular Mass: 184.23708
• Monoisotopic Mass: 184.10004839
• SMILES: c1(c2ccc(N)cc2)ccc(N)cc1
• Canonical SMILES: Nc1ccc(cc1)c1ccc(cc1)N
• InChI: InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2
• InChIKey: HFACYLZERDEVSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-aminophenyl)aniline
• IUPAC Traditional name: benzidine
• Synonyms: [1,1'-Biphenyl]-4,4'-diamine; 4,4'-Bianiline; 4,4'-Biphenyldiamine; 4,4'-Diamino-1,1'-biphenyl; 4,4'-Diaminobiphenyl; 4,4'-Diaminodiphenyl; NSC 146476; Benzidine, 95%; 4,4′-Diaminobiphenyl; 1,1'-Biphenyl-4,4'-diamine; Benzidine; Benzidine; di-phenylamine; diphenylamine; Benzidine; 4,4'-二氨基联苯; 联苯胺

Database IDs

• CAS Number: 92-87-5
• EC Number: 202-199-1
• MDL Number: MFCD00039765
• Beilstein Number: 742770
• PubChem SID: 24869744; 24891617; 160997979; 24872014; 24891724; 24847449
• PubChem CID: 7111
• CHEMBL: 15901
• Chemspider ID: 6844
• KEGG ID: C16444
• Wikipedia Title: Benzidine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.8946791
• LogD (pH = 7.4): 1.9617064
• Log P: 1.9626193
• Molar Refractivity: 60.595 cm^3
• Polarizability: 23.672102 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.94 g/100 mL at 100 °C in water; DMSO; Methanol
• Apperance: Off-White Solid; white solid
• Melting Point: 122-125 °C; 127-128°C
• Boiling Point: 400°C
• Density: 1.250

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Light Sensitive
• RTECS: DC9625000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 1885; UN1885
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 45-22-50/53
• Safety Statements: 53-45-60-61
• TSCA Listed: false; 是
• GHS Pictograms: GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• Main Hazard: carcinogenic
• GHS Hazard statements: H302-H350-H410; H350-H400-H410-H302
• GHS Precautionary statements: P201-P273-P308 + P313-P501; P281-P273-P301+P312-P308+P313-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1885 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... UGT1A4(54657)

Product Information

• Purity: ≥95%; ≥98.0% (N); 98%
• Grade: analytical standard; analytical standard, for environmental analysis; purum p.a.
• Packaging: ampule of 100 mg
• Empirical Formula (Hill Notation): C12H12N2

DETAILS

Sigma Aldrich - B1883

Biochem/physiol Actions
Tumor initiator in mammalian liver and urinary bladder.
Caution
OSHA′s Safety and Health Standard 29 CFR 1910 does not apply to a solution or mixture containing less than 0.1%. Injecting a compatible solvent permits preparation of any desired strength solution without exposure to benzidine.
包装
Packaged in a 100 mL serum bottle with butyl rubber stopper and aluminum tear seal.
Reconstitution
Dissolving the contents in 100 mL of solvent yields a 0.1% solution.
法律信息
Isopac is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - B3503

Biochem/physiol Actions
Initiates tumors in the bladder under experimental conditions.1

Sigma Aldrich - 12115

Other Notes
Reagent for the det. of blood1; Reagent for the det. of peroxidases.; Reagent for the spectrophotometric det. of CN-, NO2-, ClO3-, etc.2,3
Sales restrictions may apply
Application
Benzidine can be used to study bioactive small molecules and cell biology. Benzidine has been used to determine pollen viability and stigma receptivity of Angelica dahurica. Benzidine has also been used to study cross-linking of horseradish peroxidase adsorbed on polycationic films.

Sigma Aldrich - 31614

Caution
Restricted to professional users. Attention - Avoid exposure - obtain special instructions before use.

Sigma Aldrich - 46080

Caution
Restricted to professional users. Attention - Avoid exposure - obtain special instructions before use.

Toronto Research Chemicals - B121000

Potentially mutagenic compound.

REFERENCES

• Dairou, J., et al.: Toxicol. App. Pharmacol., 236, 366 (2009)
• Toropov, A., et al.: Chem. Biol. Drug Design, 73, 482 (2009)