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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

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.
  • To prepare N-heterocyclic carbene (NHC) adducts by reacting with substituted benzaldehydes.
  • As a starting material to prepare substituted cyclic poly(methyl methacrylate)s.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of cyclic poly (methyl methacrylate) by the intramolecular cyclization of α-amino, ω-carboxyl heterodifunctional poly (methyl methacrylate)
Kubo M, et al.
Polymer Bull., 47(1), 25-30 (2001)
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.
Robert N Garner et al.
Inorganic chemistry, 50(10), 4384-4391 (2011-04-21)
The series of complexes [Ru(bpy)(2)(L)](2+), where bpy = 2,2'-bipyridine and L = 3,6-dithiaoctane (bete, 1), 1,2-bis(phenylthio)ethane (bpte, 2), ethylenediamine (en, 3), and 1,2-dianilinoethane (dae, 4), were synthesized, and their photochemistry was investigated. Photolysis experiments show that the bisthioether ligands in
Chemische Berichte, 86, 1463-1463 (1953)
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
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