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Merck
CN

P6001

p-Phenylenediamine

98% (GC)

Synonym(s):

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

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About This Item

Linear Formula:
C6H4(NH2)2
CAS Number:
106-50-3
Molecular Weight:
108.14
UNSPSC Code:
12352204
NACRES:
NA.83
PubChem Substance ID:
24898724
EC Number:
203-404-7
Beilstein/REAXYS Number:
742029
MDL number:
MFCD00007901
Assay:
98% (GC)

Key Documents

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vapor density

3.7 (vs air)

Quality Level

200

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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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.

Disclaimer

Darkens in storage.

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK0472
BCCH8019
BCCG9062
BCCF0173
BCCD8657

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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
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)
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)
p-Phenylenediamine allergy: the role of Bandrowski's base
White JML, et al.
Clinical and Experimental Allergy, 36(10), 1289-1293 (2006)
A TgCRND8 mouse model of Alzheimer?s disease exhibits sexual dimorphisms in behavioral indices of cognitive reserve
Granger MW, et al.
Journal of Alzheimer'S Disease, 51(3), 757-773 (2016)
View All Related Papers

Global Trade Item Number

SKUGTIN
P6001-1KG04061834392767
P6001-100G04061835558469
P6001-250G04061835558476
P6001-50G04061835558483

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