D27004
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:
Molecular Weight:
212.29
Beilstein:
646740
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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Yoshitane Imai et al.
Organic letters, 10(3), 469-471 (2008-01-11)
In a two-component columnar host system composed of racemic (rac)-1,2-diphenylethylenediamine and rac-1,1'-binaphthyl-2,2'-dicarboxylic acid, a cavity tuning mechanism resulted from changes in the structure of the columns using a specific combination of the following four molecules: (1R,2R)-1, (1S,2S)-1, (R)-2, and (S)-2.
Determination of plasma catecholamines via condensation with diphenylethylenediamine: simplification of the procedure.
P Husek et al.
Journal of chromatography, 533, 166-170 (1990-11-30)
Yangzhou Li et al.
Organic & biomolecular chemistry, 3(14), 2513-2518 (2005-07-07)
Polymer-supported chiral ligands 9 and 17 were prepared based on Noyori's (1S,2S)- or (1R,2R)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine. The combination with [RuCl2(p-cymene)]2 has been shown to exhibit high activities and enantioselectivities for heterogeneous asymmetric transfer hydrogenation of aromatic ketones (19a-c) with formic acid-triethylamine azeotrope
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)
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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