N,N-Diphenyl-p-phenylenediamine

N,N-Diphenyl-p-phenylenediamine Basic information
Product Name:N,N-Diphenyl-p-phenylenediamine
Synonyms:Antage DP;antagedp;antigenep;AntioxidantH;DFFD;Diafen;Diafen FF;diafenff
CAS:74-31-7
MF:C18H16N2
MW:260.33
EINECS:200-806-4
Product Categories:Organics;Diphenylamines (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Mol File:74-31-7.mol
N,N-Diphenyl-p-phenylenediamine Structure
N,N-Diphenyl-p-phenylenediamine Chemical Properties
Melting point 143-145 °C(lit.)
Boiling point 220-225 °C0.5 mm Hg(lit.)
density 1.2
refractive index 1.6300 (estimate)
Fp 220-225°C/1mm
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka1.85±0.20(Predicted)
color Pale Grey to Very Dark Grey
Water Solubility <0.1 g/100 mL at 20 ºC
Merck 14,3329
BRN 2215944
Stability:Stable. Incompatible with strong acids, strong oxidizing agents
LogP4.536 (est)
CAS DataBase Reference74-31-7(CAS DataBase Reference)
NIST Chemistry Reference1,4-Benzenediamine, N,N'-diphenyl-(74-31-7)
EPA Substance Registry SystemN,N'-Diphenyl-p-phenylenediamine (74-31-7)
Safety Information
Hazard Codes Xi
Risk Statements 43-52/53
Safety Statements 24-37-61
WGK Germany 1
RTECS ST2275000
TSCA Yes
HS Code 2921 51 90
Hazardous Substances Data74-31-7(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 2370 mg/kg LD50 dermal Rat 4500 mg/kg
MSDS Information
ProviderLanguage
N,N'-Diphenyl-1,4-phenylenediamine English
SigmaAldrich English
ACROS English
ALFA English
N,N-Diphenyl-p-phenylenediamine Usage And Synthesis
DescriptionN,N'-Diphenyl-4-phenylenediamine (DPPD) is a rubber accelerant, formerly contained in the "black rubber mix". The most frequent occupational categories are in metal industry, homemakers, health services and laboratories, and building industries.
Chemical Propertiesgrey powder
UsesPolymerization inhibitor. Antioxidant for rubber, petroleum oils, feedstuffs.
UsesN1,N4-Diphenylbenzene-1,4-diamine can be used to prepare low pressure change, high temperature resistant flame retardant silicone rubber.
UsesN,N'-Diphenyl-4-phenylene diamine is an antioxidant for rubber, petroleum oils, and feed stuffs; stabilizer; a polymerization inhibitor; used to retard copper degradation; as an intermediate for dyes, drugs, plasties and detergents; antidegradant for nitrile-butadiene rubber, natural, styrene-butadiene, isoprene, butadiene, and ehloroprene rubbers.
DefinitionChEBI: An N-substituted diamine that is 1,4-phenylenediamine in which one hydrogen from each amino group is replaced by a phenyl group.
General DescriptionGray or dark gray powder or flakes.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileN,N-Diphenyl-p-phenylenediamine may react with oxidizing materials . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Fire HazardN,N-Diphenyl-p-phenylenediamine is combustible. N,N-Diphenyl-p-phenylenediamine may form explosive dust-air mixtures.
Contact allergensA rubber accelerant, formerly contained in “blackrubber mix.” The most frequent occupational categories are in the metal industry, homemakers, health services and laboratories, and the building industry.
Purification MethodsCrystallise the diamine from EtOH, chlorobenzene/pet ether or *benzene. It has also been crystallised from aniline, then extracted three times with absolute EtOH. [Beilstein 13 H 80.]
N,N-Diphenyl-p-phenylenediamine Preparation Products And Raw materials
Raw materialsAniline
Preparation Products1 4-BIS(DIPHENYLAMINO)BENZENE-->N,N'-Bis-(4-bromo-phenyl)-N,N'-diphenyl-benzene-1,4-diamine
N,N'-BIS(4-CHLOROPHENYL)-N,N'-DIPHENYL-1,4-PHENYLENEDIAMINE N,N-Diethyl-1,4-phenylenediamine 1,4-Diamino-2-nitrobenzene N,N,N',N'-Tetramethyl-1,4-phenylenediamine Biphenyl Ethylbenzene Chlorodiphenylphosphine Benzene p-Phenylenediamine dihydrochloride N,N-Diphenyl-p-phenylenediamine m-Phenylenediamine Dichlorodiphenylsilane Allylbenzene N,N-Dimethyl-1,4-phenylenediamine Triphenylamine 4-Aminodiphenylamine p-Phenylenediamine o-Phenylenediamine

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