N-Isopropyl-N'-phenyl-1,4-phenylenediamine

Synonym(s):Dopamine- and cAMP-regulated neuronal phosphoprotein;IPPD;Neuronal phosphoprotein DARPP-32;PPP1R1B

CAS NO.：101-72-4
Empirical Formula: C15H18N2
Molecular Weight: 226.32
MDL number: MFCD00026348
EINECS: 202-969-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-08 13:40:43

N-Isopropyl-N'-phenyl-1,4-phenylenediamine Structural

What is N-Isopropyl-N'-phenyl-1,4-phenylenediamine ?

Chemical properties

dark grey to black solid

The Uses of N-Isopropyl-N'-phenyl-1,4-phenylenediamine

Protection of rubbers against oxidation, ozone, flex-cracking, and poisoning by copper and manganese.

The Uses of N-Isopropyl-N'-phenyl-1,4-phenylenediamine

N-Isopropyl-N-phenyl-4-phenyle-nediamine is used in protection of rubber against oxidation, ozone, flex-cracking, and poisoning by copper and manganese; antidegradant in natural rubber, styrene-butadiene, nitrile-butadiene, butadiene, and chloroprene rubber.

The Uses of N-Isopropyl-N'-phenyl-1,4-phenylenediamine

This rubber chemical is used as an antioxidant. The main occupational sources are tyres.

Background

4-(Isopropylamino)diphenylamine, also known as IPPD, is a chemical compound commonly used as an antiozonant in rubbers, particularly those used for tires. It is also a known allergen. Sensitivity to this compound may be identified with a clinical patch test.

Indications

4-(Isopropylamino)diphenylamine is approved for use within allergenic epicutaneous patch tests which are indicated for use as an aid in the diagnosis of allergic contact dermatitis (ACD) in persons 6 years of age and older.

Definition

ChEBI: The N-substituted diamine that is 1,4-phenylenediamine substituted at one N with an isopropyl group and at the other with a phenyl group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 29, p. 1265, 1964 DOI: 10.1021/jo01028a511

General Description

Dark gray to black flakes or brown-black small chip-like solid with an aromatic odor.

Air & Water Reactions

May be sensitive to heat, air, light and moisture during long term storage. Insoluble in water.

Reactivity Profile

N-Isopropyl-N'-phenyl-1,4-phenylenediamine reacts with oxidizing agents . 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-Isopropyl-N'-phenyl-1,4-phenylenediamine is combustible.

Flammability and Explosibility

Non flammable

Contact allergens

This rubber chemical is used as an antioxidant and antiozonant. The main occupational sources are tires.

Metabolism

Not Available

Properties of N-Isopropyl-N'-phenyl-1,4-phenylenediamine

Melting point:	72-76°C
Boiling point:	161°C
Density	1,17 g/cm³
vapor pressure	0.007Pa at 20℃
refractive index	1.5000 (estimate)
Flash point:	161°C/1mm
storage temp.	-20°C
solubility	Chloroform (Slightly), DMSO (Slightly, Sonicated)
form	Solid
pka	6.76±0.32(Predicted)
color	Grey to Very Dark Grey
Water Solubility	<0.1 g/100 mL at 18 ºC
Sensitive	Air Sensitive
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference	101-72-4(CAS DataBase Reference)
NIST Chemistry Reference	P-phenylenediamine, n-isopropyl-n'-phenyl-(101-72-4)
EPA Substance Registry System	N-Isopropyl-N'-phenyl-p-phenylenediamine (101-72-4)

Safety information for N-Isopropyl-N'-phenyl-1,4-phenylenediamine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H317:Sensitisation, Skin H400:Hazardous to the aquatic environment, acute hazard H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P262:Do not get in eyes, on skin, or on clothing. P273:Avoid release to the environment.