Skip to Content
Merck
All Photos(5)

Documents

P6001

Sigma-Aldrich

p-Phenylenediamine

98% (GC)

Synonym(s):

1,4-Benzenediamine, 1,4-Diaminobenzene, 1,4-Phenylenediamine

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Linear Formula:
C6H4(NH2)2
CAS Number:
106-50-3
Molecular Weight:
108.14
Beilstein:
742029
EC Number:
203-404-7
MDL number:
MFCD00007901
UNSPSC Code:
12352204
PubChem Substance ID:
24898724
NACRES:
NA.83

vapor density

3.7 (vs air)

vapor pressure

1.08 mmHg ( 100 °C)

description

anti-fade reagent

Assay

98% (GC)

bp

267 °C (lit.)

mp

138-143 °C (lit.)

SMILES string

Nc1ccc(N)cc1

InChI

1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2

InChI key

CBCKQZAAMUWICA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

p-Phenylenediamine has been used:
  • to evaluate its sensitization potential in vitro in langerhans-like dendritic cells and autologous T cells
  • to treat the dorsal sides of the ears of mice, to study its systemic immunological effects
  • in glycerol to coverslip coronal sections in the attempt to count Aβ plaques

Anti-fade reagent is added to the mounting medium in fluorescence microscopy to retard photobleaching of fluorescein and other fluorescent dyes.

Biochem/physiol Actions

p-Phenylenediamine causes allergic reactions with skin. It is widely used in hair dyes. It eventually forms Bandrowski′s base, which is found to be the primary cause for allergy. p-Phenylenediamine exposure results in dermatitis, urticaria and anaphylaxis. It acts as an electron donor and is known to reduce cytochrome c.

Caution

Darkens in storage.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1 - STOT SE 1 Oral

Target Organs

Kidney,Heart,Musculo-skeletal system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

p-Phenylenediamine
DeLeo VA
Dermatitis : Contact, Atopic, Occupational, Drug : Official Journal of the American Contact Dermatitis Society, North American Contact Dermatitis Group, 17(2), 53-55 (2006)
In vitro evaluation of the sensitization potential of weak contact allergens using Langerhans-like dendritic cells and autologous T cells
Rougier N, et al.
Toxicology, 145(1), 73-82 (2000)
p-Phenylenediamine allergy: the role of Bandrowski's base
White JML, et al.
Clinical and Experimental Allergy, 36(10), 1289-1293 (2006)
Identification and quantification of para-phenylenediamine in a temporary black henna tattoo
Brancaccio RR, et al.
American Journal of Contact Dermatitis : Official Journal of the American Contact Dermatitis Society, 13(1), 15-18 (2002)
Jesper Dyrendom Svalgaard et al.
Immunologic research, 58(1), 40-50 (2014-01-05)
p-Phenylenediamine (PPD) and Diphenylcyclopropenone (DPCP) are two potent haptens. Both haptens are known to cause delayed-type hypersensitivity, involving a cytokine response and local infiltration of T-cell subpopulations, resulting in contact dermatitis. We investigated the systemic immune effects of PPD and
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service