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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
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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.[1]
  • To prepare N-heterocyclic carbene (NHC) adducts by reacting with substituted benzaldehydes.[2]
  • As a starting material to prepare substituted cyclic poly(methyl methacrylate)s.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7446
STBH4958
STBH4548
STBB6174V
STBB6174

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Robert N Garner et al.
Inorganic chemistry, 50(10), 4384-4391 (2011-04-21)
The series of complexes [Ru(bpy)(2)(L)](2+), where bpy = 2,2'-bipyridine and L = 3,6-dithiaoctane (bete, 1), 1,2-bis(phenylthio)ethane (bpte, 2), ethylenediamine (en, 3), and 1,2-dianilinoethane (dae, 4), were synthesized, and their photochemistry was investigated. Photolysis experiments show that the bisthioether ligands in
Chemische Berichte, 86, 1463-1463 (1953)
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
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)
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