P-Phenylenediamine

HCID 7814CAS 106-50-3

Basic information

Standard SMILES
Nc1ccc(N)cc1
InChIKey
CBCKQZAAMUWICA-UHFFFAOYSA-N
Molecular formula
C6H8N2
Average molar mass
108.14 g/mol
Monoisotopic mass
108.06874826

Names & identifiers

Preferred name
P-Phenylenediamine
IUPAC
benzene-1,4-diamine
English name
p-Phenylenediamine
Molecular formula
C6H8N2
Molecular weight
108.14

Names & synonyms

p-Phenylenediamine106-50-31,4-BENZENEDIAMINE1,4-Diaminobenzene1,4-Phenylenediamine4-Aminoanilinepara-phenylenediaminep-Aminoanilinep-DiaminobenzeneOrsinParaphenylenediamineUrsol D
Show more names
BENZENE-1,4-DIAMINEPARA PHENYLENE DIAMINEJAROCOL PPDP-Phene Diamine
4-Phenylenediaminep-BenzenediamineFouramine DFutramine DBenzofur DDeveloper PFFourrine DFur Yellow

Database identifiers

CAS
106-50-3
PubChem CID
7814
DTXSID
DTXSID9021138
ChEMBL
CHEMBL403741
ChEBI
CHEBI:51403
UNII
U770QIT64J
EC Number
203-404-7
Nikkaji
J4.035E

Properties

Computed structural properties

XLogP
-0.3
Topological polar surface area
52 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
8

Physicochemical properties

Melting point
138 · 138-143 °C (lit.)
Boiling point
267 °C · 267 °C (lit.)
Density
1.135 g/cm3 · 1.135 g/cm3 (20℃)
bulk density
600 kg/m3 · 600kg/m3
vapor density
3.7 · 3.7 (vs air)
vapor pressure
1.08 mm · 1.08 mm Hg ( 100 °C)

Safety & regulation

Safety data

F
8-10-23
OEB
D
OEL
TWA: 0.1 mg/m3 [skin]
PPE
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
3
IDLA
25 mg/m3

Chemistry & industry

Applications · 7 items

DescriptionP-phenylenediamine is one of the simplest aromatic diamine with the pure product being white to purple red crystals. It turns purple or dark brown color when being exposed to the air. It is slightly soluble in cold water, soluble in alcohol, ether, chloroform and benzene. It can be used for making azo dyes, high-molecule polymers and can also be used for the production of fur dyes, rubber antioxidants and photo developer and is mainly used for Kevlar, azo dyes, sulfur dyes, acid dyes as well as being used for the production of black fur D, black fur DB, brown fur N2 as well as rubber antioxidant DNP, DOP and MB. It can also be used as the raw material of cosmetic hair p-Phenylenediamine series, gasoline polymerization inhibitor and developer. P-phenylenediamine, as a chemical dye, is currently permitted for use in hair dye production, but there is a clear usage limits. According to China "Hygienic Standard for Cosmetics," the content of p-phenylenediamine in hair dyes should not exceed 6%. According to the introduction of experts, although five kinds of "Yixihei" shampoo have their p-phenylenediamine content being within 1.1% to 1.4%. However, the shampoo has high frequency of usage with long-term accumulation being prone to pose a threat to the health and safety of consumers. There is still no literatures regarding to whether phenylenediamine is carcinogenic or not; but there is literature basis regarding to that p-phenylenediamine drug is toxic organic. We can refer to Shanghai Science and technology press (November 1985) "reagent Handbook" (second edition), page 980. Overseas research has shown that for population being subject to frequent hair dying has the incidence of breast cancer, skin cancer and leukemia increased. In addition, p-phenylenediamine is also a common sensitive reagent for testing iron and copper. In the international arena, it is also used for aircraft coatings, bullet-proof clothing intima and walls paint. p-phenylenediamine structure

UsesP-phenylenediamine is important dye intermediates and is mainly used in the manufacture of dyes and sulfur dyes; it can also be used for the production of fur black D and rubber antioxidant DNP, 288, DOP, DBP etc. P-phenylenediamine can also be used as the raw material of cosmetic hair dye “WuErsi D”, gasoline polymerization inhibitor and developer.

DescriptionParaphenylenediamine (PPD) is a colorless compound oxidized by hydrogen peroxide in the presence of ammonia. It is then polymerized by a coupling agent to produce a color.

Usesp-Phenylenediamine is used for dyeing hairand fur, in the manufacture of azo dyes, inaccelerating vulcanization of rubber, and inantioxidants.

Uses4-Phenylenediamine is an azo-dye intermediate; photographic-developing agent; photo-chemical measurements; intermediate in manufacture of antioxidants and accelerators for rubber; laboratory reagent; dye for hair and fur; lithography; photocopying; oils; greases; gasoline; antioxidant/accelerator in the rubber and plastic industry; the hydrochloride is used as blood reagent.

UsesA hair dye component, paraphenylenediamine, as a contact allergen for treatment of inflammatory diseases.

General DescriptionA white to purple crystalline solid (melting point 234 F) that turns purple to black in air. Flash point 309 F. Toxic by skin absorption, inhalation or ingestion. Used for production of aramid fiber, antioxidants, as a laboratory reagent, in photographic developing, and as a dye for hair and furs.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: A phenylenediamine in which the amino functions are at positions 1 and 4 of the benzene nucleus.

Related reactions

209 records

Linked notes

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