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
Quality Level
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
Regulatory Information
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J. Korean Chem. Soc., 36, 872-872 (1992)
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
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
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.
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)
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