N-[2-(phenylamino)ethyl]aniline

• ChemBase ID: 104898
• Molecular Formular: C14H16N2
• Molecular Mass: 212.29024
• Monoisotopic Mass: 212.13134852
• SMILES: C(CNc1ccccc1)Nc1ccccc1
• Canonical SMILES: C(Nc1ccccc1)CNc1ccccc1
• InChI: InChI=1S/C14H16N2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10,15-16H,11-12H2
• InChIKey: NOUUUQMKVOUUNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(phenylamino)ethyl]aniline
• IUPAC Traditional name: diphenylethylenediamine
• Synonyms: 1,2-Dianilinoethane; N,N′-Ethylenedianiline; Wanzlick’s Reagent for aldehydes; N,N′-Diphenylethylenediamine; N,N'-Diphenylethylenediamine; 1,2-DIANILINOETHANE; Wanzlick's Reagent; 1,2-Dianilinoethane; N-[2-(phenylamino)ethyl]aniline; 1,2-双苯胺基乙烷; N,N′-乙烯基二苯胺; 醛的 Wanzlick 试剂; N,N′-二苯基乙二胺; 1,2-双苯胺基乙烷

Database IDs

• CAS Number: 150-61-8
• EC Number: 205-765-6
• MDL Number: MFCD00003019
• Beilstein Number: 646740
• Merck Index: 142990
• PubChem SID: 162092112; 24893708
• PubChem CID: 67422

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6163318
• LogD (pH = 7.4): 2.7190452
• Log P: 2.7205229
• Molar Refractivity: 70.5346 cm^3
• Polarizability: 25.94363 Å^3
• Polar Surface Area: 24.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64-68°C; 65-67 °C; 65-67 °C(lit.); 65-67°C; 67 - 69°C
• Boiling Point: 228°C/12mm
• Hydrophobicity(logP): 3.124

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: KV4800000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/21/22; 36/37/38
• Safety Statements: 26-36; 9-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H311-H332; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P361-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (NT); 95%; 98%; 98+%
• Grade: purum
• Linear Formula: C6H5NHCH2CH2NHC6H5

DETAILS

MP Biomedicals - 05217902

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02157604

Off-white to tan crystals.

Sigma Aldrich - D27004

Other Notes
Remainder mainly 1,4-diphenylpiperazine
Packaging
25, 100 g in poly bottle
5 g in glass bottle
Application
Forms crystalline imidazolidines with aldehydes.1 N-donating ligand.2

Sigma Aldrich - 42747

Other Notes
Protecting group reagent leading to crystallizing derivatives1,2,3

REFERENCES

• Forms crystalline imidazolidines with aldehydes in the presence of AcOH; ketones are unreactive: Chem. Ber., 86, 1463 (1953). Can be used as a trapping agent for aldehydes where further reaction could occur: Chem. Ber., 92, 530 (1959); the free aldehyde can be released by acid hydrolysis. Imidazolidine formation can also be catalyzed by 2,3-Dichloro-5,6-dicyanobenzoquinone, A11879: Tetrahedron, 51, 5813 (1995). See also N,N'-Dimethylethylenediamine, L02204.