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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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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)
A Mitsui et al.
Journal of chromatography, 344, 61-70 (1985-11-08)
A simple, rapid and highly sensitive method for the determination of catecholamines (norepinephrine, epinephrine and dopamine) in human plasma is described which employs high-performance liquid chromatography with fluorescence detection. After cation-exchange chromatography on a Toyopak SP cartridge, the catecholamines and
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
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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