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241393

Sigma-Aldrich

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
Beilstein:
908935
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

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

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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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

390.2 °F

Flash Point(C)

199 °C

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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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
Shu-Chian Yang et al.
Polymers, 11(9) (2019-09-05)
Cancer has been one of the leading causes of human death for centuries. Magnetic hyperthermia is a promising technique to confine and control cancers. However, particles used in magnetic hyperthermia leaking from where the cancers are located could compromise human
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
Bi-Sheng Huang et al.
Polymers, 12(1) (2020-01-18)
A novel aniline tetramer (AT) capped electroactive imide oligomer (EIO) for metal corrosion protection was successfully synthesized in this study. The chemical structure of the EIO was characterized by liquid chromatography-mass spectrometry and Fourier-transform infrared spectroscopy. Furthermore, the redox behavior
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

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