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Merck
CN

275158

p-Phenylenediamine

purified by sublimation, ≥99%

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
EC Number:
203-404-7
UNSPSC Code:
12352100
PubChem Substance ID:
24856630
Beilstein/REAXYS Number:
742029
MDL number:
MFCD00007901

Key Documents

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InChI key

CBCKQZAAMUWICA-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccc(N)cc1

vapor density

3.7 (vs air)

vapor pressure

1.08 mmHg ( 100 °C)

description

anti-fade reagent

assay

≥99%

purified by

sublimation

bp

267 °C (lit.)

mp

138-143 °C (lit.)

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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

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Certificates of Analysis (COA)

Lot/Batch Number
02708EH
05615KW
03821TD
11906TD
13028BO

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Jacob Pontoppidan Thyssen et al.
Contact dermatitis, 59(6), 327-343 (2008-12-17)
Many women and men now dye their hair. p-Phenylenediamine (PPD) is a frequent and important component of permanent hair dye products; exposure to it may cause allergic contact sensitization, acute dermatitis, and severe facial oedema. To increase our understanding of
Daniel P Poole et al.
American journal of physiology. Gastrointestinal and liver physiology, 309(4), G248-G259 (2015-07-04)
Activated G protein-coupled receptors traffic to endosomes and are sorted to recycling or degradative pathways. Endosomes are also a site of receptor signaling of sustained and pathophysiologically important processes, including inflammation. However, the mechanisms of endosomal sorting of receptors and
Laura M Pot et al.
Contact dermatitis, 68(4), 193-207 (2013-03-21)
Although p-phenylenediamine (PPD) has been recognized as an extreme sensitizer for many years, the exact mechanism of sensitization has not been elucidated yet. Penetration and the ability to bind to proteins are the first two hurdles that an allergen has
Fabiola Kind et al.
Pediatrics, 131(6), e1974-e1976 (2013-05-22)
Allergic contact dermatitis from nonpermanent black henna tattoos has been frequently reported, particularly in children. Contamination or adulteration of the dyes with para-phenylendiamine has been identified as major cause of active sensitization and elicitation of severe allergic contact dermatitis. Sequelae
Eva Helaskoski et al.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology, 112(1), 46-52 (2013-12-18)
Oxidative hair dyes commonly contain paraphenylene diamine (PPD) and its derivatives, a well-known cause of delayed hypersensitivity among both consumers and hairdressers. They are also considered possible causes of occupational respiratory diseases. Despite the widespread use of hair dyes, there
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