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Merck

241393

N-Phenyl-p-phenylenediamine

98%

Synonym(s):

4-Aminodiphenylamine, Variamine Blue RT Base

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About This Item

Linear Formula:
C6H5NHC6H4NH2
CAS Number:
Molecular Weight:
184.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-951-9
Beilstein/REAXYS Number:
908935
MDL number:
Assay:
98%
Form:
powder, flakes, or chunks
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assay

98%

form

powder, flakes, or chunks

mp

68-72 °C (lit.)

solubility

ethanol: 10 mg/mL, clear, very dark red (Violet to brown to black solution)

SMILES string

Nc1ccc(Nc2ccccc2)cc1

InChI

1S/C12H12N2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,14H,13H2

InChI key

ATGUVEKSASEFFO-UHFFFAOYSA-N

General description

N-Phenyl-p-phenylenediamine is an industrial intermediate and a component of hair dye.

Application

N-Phenyl-p-phenylenediamine was used in the determination of trace amounts of nitrite by a sensitive, rapid and selective flow-injection colorimetry method.


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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

390.2 °F

flash_point_c

199 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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R Kadowaki et al.
Talanta, 48(1), 103-107 (2008-10-31)
A rapid, sensitive and selective flow-injection colorimetry method is proposed for the determination of trace amounts of nitrite. It is based on the nitrite's catalytic effect on the oxidative coupling of N-phenyl-p-phenylenediamine with N,N-dimethylaniline to produce a green dye (lambda(max)=735
S K Khanna et al.
International journal of cosmetic science, 9(3), 137-147 (1987-06-01)
Synopsis N-phenyl-p-phenylenediamine (N-PPDA), an industrial intermediate and hair dye ingredient, has been implicated in a variety of toxic symptoms including cutaneous manifestations. However, the role of physiological factors that may determine and modify its absorption and transport within and through
Aleksandra Janoševic Ležaić et al.
Scientific reports, 6, 30724-30724 (2016-08-27)
We report about the first Raman spectroscopy study of a vesicle-assisted enzyme-catalyzed oligomerization reaction. The aniline dimer N-phenyl-1,4-phenylenediamine (= p-aminodiphenylamine, PADPA) was oxidized and oligomerized with Trametes versicolor laccase and dissolved O2 in the presence of sodium bis(2-ethylhexyl)sulfosuccinate (AOT) vesicles (80-100 nm