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D27004

Sigma-Aldrich

N,N′-Diphenylethylenediamine

98%

Synonym(s):

1,2-Dianilinoethane, N,N′-Ethylenedianiline, Wanzlick’s Reagent for aldehydes

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About This Item

Linear Formula:
C6H5NHCH2CH2NHC6H5
CAS Number:
150-61-8
Molecular Weight:
212.29
Beilstein:
646740
EC Number:
205-765-6
MDL number:
MFCD00003019
UNSPSC Code:
12352100
PubChem Substance ID:
24893708
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

98%

form

powder

mp

65-67 °C (lit.)

SMILES string

C(CNc1ccccc1)Nc2ccccc2

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

InChI key

NOUUUQMKVOUUNR-UHFFFAOYSA-N

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Application

N,N′-Diphenylethylenediamine can be used:
  • To prepare nickel(II) chelates to study their chemical reactivities.[1]
  • To prepare N-heterocyclic carbene (NHC) adducts by reacting with substituted benzaldehydes.[2]
  • As a starting material to prepare substituted cyclic poly(methyl methacrylate)s.[3]

Other Notes

Remainder mainly 1,4-diphenylpiperazine

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7446
STBH4958
STBH4548
STBB6174V
STBB6174

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Takashi Yoshitake et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 807(2), 177-183 (2004-06-19)
A highly selective and sensitive column liquid chromatographic method for fluorescence determination of serotonin (5-HT), dopamine (DA), noradrenaline (NA) and their related metabolites 5-hydroxyindole-3-acetic acid (5-HIAA) and 3,4-dihydroxyphenylacetic acid (DOPAC) following derivatization with benzylamine and 1,2-diphenylethylenediamine (DPE) is described. The
J. Korean Chem. Soc., 36, 872-872 (1992)
Yoshitane Imai et al.
Chemical communications (Cambridge, England), (10)(10), 1070-1072 (2006-03-04)
By using (1R,2R)-1,2-diphenylethylenediamine as a single enantiopure compound, we achieved a novel successive optical resolution of more than one kind of racemic compound through supramolecular crystallization.
P J Bednarski et al.
Drug metabolism and disposition: the biological fate of chemicals, 22(3), 419-427 (1994-05-01)
The cisplatin analog [meso-1,2-bis(2,6-dichloro-4-hydroxyphenyl) ethylenediamine]dichloroplatinum(II) [PtCl2(1)], by virtue of its estrogenic 1,2-diphenylethylenediamine ligand 1, was intended to function as a cytotoxic estrogen. This article reports on the reversible and irreversible interactions of this compound with plasma and plasma proteins in
Irina L Tourkova et al.
Laboratory investigation; a journal of technical methods and pathology, 97(9), 1072-1083 (2017-07-25)
To improve definition of the physical and hormonal support of bone formation, we studied differentiation of human osteoblasts in vitro at varying combinations of ACTH, 1α,25-dihydroxyvitamin D
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