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P6001

Sigma-Aldrich

p-Phenylenediamine

98% (GC)

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Synonym(s):
1,4-Benzenediamine, 1,4-Diaminobenzene, 1,4-Phenylenediamine
Linear Formula:
C6H4(NH2)2
CAS Number:
Molecular Weight:
108.14
Beilstein:
742029
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

vapor density

3.7 (vs air)

Quality Level

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

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1 of 4

This Item
784296951068.07246
p-Phenylenediamine 98% (GC)

Sigma-Aldrich

P6001

p-Phenylenediamine

p-Phenylenediamine ≥99.0% (GC/NT)

Sigma-Aldrich

78429

p-Phenylenediamine

p-Phenylenediamine sublimed, ≥99%

Sigma-Aldrich

695106

p-Phenylenediamine

1,4-Phenylenediamine for synthesis

Sigma-Aldrich

8.07246

1,4-Phenylenediamine

bp

267 °C (lit.)

bp

267 °C (lit.)

bp

267 °C (lit.)

bp

267 °C/1013 hPa

mp

138-143 °C (lit.)

mp

138-143 °C (lit.)

mp

138-143 °C (lit.)

mp

139-141 °C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor density

-

vapor pressure

1.08 mmHg ( 100 °C)

vapor pressure

1.08 mmHg ( 100 °C)

vapor pressure

1.08 mmHg ( 100 °C)

vapor pressure

0.01 hPa ( 20 °C)

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

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

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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)
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)
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)
Ying-Zhi Xu et al.
NAR cancer, 2(4), zcaa029-zcaa029 (2020-10-24)
Diffuse large B-cell lymphoma (DLBCL) is a molecularly heterogeneous group of malignancies with frequent genetic abnormalities. G-quadruplex (G4) DNA structures may facilitate this genomic instability through association with activation-induced cytidine deaminase (AID), an antibody diversification enzyme implicated in mutation of

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