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Safety Information

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

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D27004-VAR:
D27004-25G:
D27004-BULK:
D27004-100G:
D27004-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7446
STBH4958
STBH4548
STBB6174V
STBB6174

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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
M Noji et al.
Chemico-biological interactions, 51(1), 37-48 (1984-09-01)
A series of Pt(II) complexes containing 1,2-diphenylethylenediamine (stien) isomers were synthesized and tested for their antitumor activity against leukemia L1210. Among the Pt(II) complexes examined water-soluble Pt(II) complexes with sulfate, nitrate and D-glucuronate ions as leaving groups exhibited relatively high
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
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