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
Show more names
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
- Formal charge
- 0
- Complexity
- 54
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)
- refractive index
- 1.6339 · 1.6339 (estimate)
- Flash point
- 156 °C · 156 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Soluble in alcohol, chloroform, ether and hot benzene.
- form
- Powder or Flakes
- Colour Index
- 76060 · 76060
- pka
- 4.17 · 4.17(at 25℃)
- color
- White, gray, or purple to brown
- PH Range
- NonQ uorescence (3.1) to orange/yellow Q uorescence (4.4)
- PH
- 9 · 9 (50g/l, H2O, 20℃)
- Water Solubility
- 47 g/L · 47 g/L (25 ºC)
- Merck
- 14 · 14,7285
- BRN
- 742029 · 742029
- Henry's Law Constant
- 7.1 · 7.1×102 mol/(m3Pa) at 25℃, Yaws (2003)
- Exposure limits
- 0.1 mg/m3OSHA:PEL-TWA · ACGIH:TLV-TWA 0.1 mg/m3OSHA:PEL-TWA 0.1 mg/m3NIOSH:REL-TWA 0.1 mg/m3
- Stability
- Stable, but oxidizes when exposed to air. Incompatible with oxidizing agents. Store under inert atmosphere.
- Major Application
- Nanoparticles, liquid crystal displays, chemical mechanical polishing, bottom antireflective coatings, electrochromic materials, inks, rubber, hair dyes, cosmetics, treatment of virus skin infection
- Cosmetics Ingredients Functions
- HAIR DYEING
- InChI
- 1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2
- InChIKey
- CBCKQZAAMUWICA-UHFFFAOYSA-N
- SMILES
- Nc1ccc(N)cc1
- LogP
- -0.84 at · -0.84 at 20℃
- Indirect Additives used in Food Contact Substances
- P-PHENYLENEDIAMINE
- CAS DataBase Reference
- 106 · 106-50-3(CAS DataBase Reference)
- FDA 21 CFR
- 177.1632 · 177.1632
- EWG's Food Scores
- 5 · 5-7
- FDA UNII
- 770 QIT64J · U770QIT64J
- IARC
- 3 · 3 (Vol. 16, Sup 7) 1987
- NIST Chemistry Reference
- 1 · 1,4-Benzenediamine(106-50-3)
- EPA Substance Registry System
- p-Phenylenediamine (106-50-3)
- UNSPSC Code
- 12352204 · 12352204
- NACRES
- 83 · NA.83
- Symbol(GHS)
- 6 · GHS06,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H319-H370-H372-H373-H317-H334-H410
- Precautionary statements
- 501 · P501-P273-P272-P260-P270-P271-P264-P280-P284-P391-P337+P313-P305+P351+P338-P308+P311-P361+P364-P333+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
- target organs
- Kidney,Heart,Musculo-skeletal system
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T,N,T+,Xn
- Risk Statements
- 23 · 23/24/25-36-43-50/53-63-36/37/38-45-40-48/22-67-52/53
- Safety Statements
- 28 · 28-36/37-45-60-61-28A-24/25-23-53-26
- OEB
- D
- OEL
- 0.1 mg/m3 · TWA: 0.1 mg/m3 [skin]
- RIDADR
- 1673 · UN 1673 (PHENYLENEDIAMINES (o-, m-, p-))
- WGK Germany
- 3 · 3
- RTECS
- 8050000 · SS8050000
- F
- 8 · 8-10-23
- Autoignition Temperature
- 567 °C · 567 °C
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29215119 · 29215119
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Sens. 1STOT SE 1 Oral
- Hazardous Substances Data
- 106 · 106-50-3(Hazardous Substances Data)
- Toxicity
- 50 in · LD50 in rats (mg/kg): 80 orally, 37 i.p. (Burnett)
- IDLA
- 25 mg/m3 · 25 mg/m3
- REACH Registrations
- Active
- Limited Quantities
- 5 kg · 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
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
- tsca
- TSCA listed
- rtecs
- SS8050000
- ridadr
- UN 1673 (PHENYLENEDIAMINES (o-, m-, p-))
- hs_code
- 29215119
- Toxicity
- LD50 in rats (mg/kg): 80 orally, 37 i.p. (Burnett)
- risk_code
- 23/24/25-36-43-50/53-63-36/37/38-45-40-48/22-67-52/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- T,N,T+,Xn
- safety_code
- 28-36/37-45-60-61-28A-24/25-23-53-26
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- target organs
- Kidney,Heart,Musculo-skeletal system
- Hazard statements
- H301+H311+H331-H319-H370-H372-H373-H317-H334-H410
- Limited Quantities
- 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Sens. 1STOT SE 1 Oral
- Autoignition Temperature
- 567 °C
- Precautionary statements
- P501-P273-P272-P260-P270-P271-P264-P280-P284-P391-P337+P313-P305+P351+P338-P308+P311-P361+P364-P333+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
- Hazardous Substances Data
- 106-50-3(Hazardous Substances Data)
Chemistry & industry
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: A phenylenediamine in which the amino functions are at positions 1 and 4 of the benzene nucleus.
Related reactions
Linked notes
Loading…