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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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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Synthesis and spectroscopic investigation of some nickel (II) chelates containing β-ketoenolates and N,N′-diphenylethylenediamine
Tsiamis C and Themeli M
Polyhedron, 13(2), 281-289 (1994)
Wen-Juan Wei et al.
Chirality, 22(6), 604-611 (2009-11-10)
L-Dibenzoyl tartaric acid was mono-esterified with benzyl alcohol, and then chlorinated with SOCl(2) to give (2S,3S)-1-(benzyloxy)-4-chloro-1,4-dioxobutane-2,3-diyl dibenzoate (Selector 1). (1R,2R)-1,2-Diphenylethylenediamine was mono-functionalized with phenyl isocyanate and phenylene diisocyanate in sequence to give (1R,2R)-1,2-diphenyl-2-(3-phenylureido)ethyl 4- isocyanatophenylurea (Selector 2). Two brush-type chiral
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
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.
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