1,2-Dianilinoethane Property

Melting point:

65-67 °C(lit.)

Boiling point:

228°C 12mm

Density 

1.0799 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

228°C/12mm

pka

4.67±0.50(Predicted)

form 

powder to crystal

color 

White to Light yellow to Light red

Water Solubility 

Sparingly soluble in water 0.072 g/L @ 25°C.

Merck 

14,2990

BRN 

646740

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

SMILES

C(NC1=CC=CC=C1)CNC1=CC=CC=C1

CAS DataBase Reference

150-61-8(CAS DataBase Reference)

EPA Substance Registry System

N,N'-Diphenylethylenediamine (150-61-8)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

KV4800000

F 

34

TSCA 

Yes

HS Code 

29214200

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1,2-Dianilinoethane Chemical Properties,Usage,Production

Chemical Properties

BEIGE TO LIGHT BROWN CRYSTALLINE POWDER

Uses

1,2-Dianilinoethane can forms crystalline imidazolidines with aldehydes in the presence of AcOH. N-donating ligand. Can be used as a trapping agent for aldehydes.

Application

N,N′-Diphenylethylenediamine can be used:
To prepare nickel(II) chelates to study their chemical reactivities.
To prepare N-heterocyclic carbene (NHC) adducts by reacting with substituted benzaldehydes.
As a starting material to prepare substituted cyclic poly(methyl methacrylate)s.

Synthesis Reference(s)

Synthetic Communications, 22, p. 1081, 1992 DOI: 10.1080/00397919208019300

Purification Methods

Crystallise the reagent from aqueous EtOH or MeOH. [Beilstein 12 H 543, 12 IV 986.]