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

bulk density

560kg/m3

refractive index 

1.6300 (estimate)

Flash point:

220-225°C/1mm

storage temp. 

Store below +30°C.

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

1.85±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

LogP

4.536 (est)

CAS DataBase Reference

74-31-7(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Benzenediamine, N,N'-diphenyl-(74-31-7)

EPA Substance Registry System

N,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 Data

74-31-7(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 2370 mg/kg LD50 dermal Rat 4500 mg/kg

MSDS

• Language:English Provider:N,N'-Diphenyl-1,4-phenylenediamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N,N-Diphenyl-p-phenylenediamine Usage And Synthesis

Description

N,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 Properties

grey powder

Uses

Polymerization inhibitor. Antioxidant for rubber, petroleum oils, feedstuffs.

Uses

N1,N4-Diphenylbenzene-1,4-diamine can be used to prepare low pressure change, high temperature resistant flame retardant silicone rubber.

Uses

N,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.

Definition

ChEBI: An N-substituted diamine that is 1,4-phenylenediamine in which one hydrogen from each amino group is replaced by a phenyl group.

General Description

Gray or dark gray powder or flakes.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

N,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 Hazard

N,N-Diphenyl-p-phenylenediamine is combustible. N,N-Diphenyl-p-phenylenediamine may form explosive dust-air mixtures.

Contact allergens

A 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 Methods

Crystallise 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(74-31-7)Related Product Information

• p-Phenylenediamine dihydrochloride
• Chlorodiphenylphosphine
• Ethylbenzene
• Dichlorodiphenylsilane
• m-Phenylenediamine
• p-Phenylenediamine
• Biphenyl
• 1,4-Diamino-2-nitrobenzene
• o-Phenylenediamine
• N,N,N',N'-Tetramethyl-1,4-phenylenediamine
• Allylbenzene
• 4-Aminodiphenylamine
• N,N-Dimethyl-1,4-phenylenediamine
• N,N-Diethyl-1,4-phenylenediamine
• Benzene
• Triphenylamine
• N,N'-BIS(4-CHLOROPHENYL)-N,N'-DIPHENYL-1,4-PHENYLENEDIAMINE
• N,N-Diphenyl-p-phenylenediamine