N-phenylaniline

• ChemBase ID: 102973
• Molecular Formular: C12H11N
• Molecular Mass: 169.22244
• Monoisotopic Mass: 169.08914936
• SMILES: N(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)Nc1ccccc1
• InChI: InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H
• InChIKey: DMBHHRLKUKUOEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-phenylaniline
• IUPAC Traditional name: diphenylamine
• Synonyms: N-phenylaniline; DIPHENYLAMINE; N-PhenylbenzenamineN-Phenyl AnilineDPAAnilinobenzene(phenylamino)benzeneN,N-diphenylaminebig dipperC.I. 10355PhenylbenzenamineDiphenylamine;; N-Phenylbenzenamine; Diphenylamine, ACS; N-Phenylbenzeneamine; DIPHENYLAMINE ACS REAGENT GRADE; Diphenylamine; 二苯胺, ACS; 二苯胺

Database IDs

• CAS Number: 122-39-4
• EC Number: 204-539-4
• MDL Number: MFCD00003014
• Beilstein Number: 508755
• Merck Index: 143317
• PubChem SID: 24868935; 24899229; 24859966; 24847114; 24854569; 162090316
• PubChem CID: 11487
• CHEBI ID: 4640
• CHEMBL: 38688
• Chemspider ID: 11003
• KEGG ID: C11016
• Unique Ingredient Identifier: 9N3CBB0BIQ
• Wikipedia Title: Diphenylamine

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.4131632
• LogD (pH = 7.4): 3.4131715
• Log P: 3.4131715
• Molar Refractivity: 54.5442 cm^3
• Polarizability: 21.139719 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohol: passes test; Slightly in water; Soluble in benzene, ether, glacial acetic acid, CS2
• Apperance: Solid; tan crystalline; White crystals
• Melting Point: 50-53 °C(lit.); 50-55 °C; 52.5 - 55.5 °C; 52.5-54.0 °C; 52-55°C; 53 °C (326 K)
• Boiling Point: 302 °C at 1013 hPa; 302 °C (575 K); 302 °C(lit.); 302°C
• Flash Point: 152°C; 152°C(305°F); 153 °C (closed cup and DIN 51758); 153 °C; 307.4 °F
• Auto Ignition Point: 1175 °F; ca. 630 °C (DIN 51794)
• Density: 1.16; 1.2 g/cm3; ca. 1.16 g/cm^3 at 20 °C
• Vapor Pressure: .000215 hPa at 20 °C; 1 mmHg ( 108 °C)
• Vapor Density: 5.82 (air = 1); 5.82 (vs air)

Safety Information

• Storage Condition: Room Temperature (15-30°C); Room Temperature (15-30°C), Protect from light
• Storage Warning: Air & Light Sensitive
• RTECS: 9; JJ7800000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2811; 3077; UN3077
• German water hazard class: 3
• Hazard Class: 6.1; 9
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 23/24/25-33-50/53; R:23/24/25-33-50/53; R23 R24 R25 R33 R50 R53
• Safety Statements: 1/2-28-36/37-45-60-61; 28-36/37-45-60-61; S:28-45-60-61-36/37; S36 S37 S45 S60 S61
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• Main Hazard: Toxic. Possible mutagen. Possible teratogen. Harmful in contact with skin, and if swallowed or inhaled. Irritant.
• NFPA704:
  

  1

  3

  0
• GHS Hazard statements: H301 + H311 + H331-H373-H410; H301-H311-H331-H373-H400-H410; H301-H311-H331-H373-H410
• GHS Precautionary statements: P260-P301+P310-P361-P302+P352-P405-P501A; P261-P273-P280-P301 + P310-P311-P501; P280H-P273-P302+P352-P309-P310-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

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

Product Information

• Purity: ~99%; ≥98%; ≥98% (GC); ≥98.0% (GC); ≥99%; 98%; 98+%; 99%
• Grade: ACS; ACS reagent; analytical standard; PESTANAL®, analytical standard; puriss. p.a.; purum; REAGENT; ReagentPlus®
• Packaging: ampule of 1000 mg
• Suitability: passes test for sensitivity to nitrate
• Ignition Residue: ≤0.03%; ≤0.03% (as SO4)
• Impurities: ≤0.01% insoluble in ethanol
• Cation Traces: Fe: ≤10 mg/kg
• Antion Traces: nitrate (NO3-): in accordance; nitrate (NO3-): passes test
• Linear Formula: (C6H5)2NH

DETAILS

MP Biomedicals - 02150124

Free Base
Purity: ~99%
Purified, White crystals. Analytical reagent used to detect nitrates and chlorates.
NOT FOR EXPORT.

MP Biomedicals - 02150971

Free Base
Tan Crystals
NOT FOR EXPORT

MP Biomedicals - 02191416

ACS Reagent Grade
m.p. 52.5-54.0°C.
NOT FOR EXPORT.

Sigma Aldrich - 42761

Caution
may discolor to brown on storage

Sigma Aldrich - 45456

Packaging
bottled under inert gas
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 33149

Packaging
bottled under inert gas

Sigma Aldrich - 242586

Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 112763

Packaging
1 kg in glass bottle
100 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - D2385

Quality
Purified

REFERENCES

• Redox indicator.
• An improved procedure for Ullmann-type coupling of aryl iodides with diarylamines to give triarylamines uses K₂CO₃/18-crown-6, in the presence of Cu powder in o-dichlorobenzene: Synthesis, 383 (1987).