N -isopropyl- N ' -phenyl- p -phenylenediamine

Structural formula
General
Surname	N-isopropyl-N'-phenyl-p-phenylenediamine
other names	N -isopropyl- N ' -phenyl- p -phenylenediamine N -Isopropyl- N ' -phenyl-1,4-phenylenediamine 4-isopropylaminodiphenylamine IPPD
Molecular formula	C 15 H 18 N 2
Brief description	dark gray to black solid
External identifiers / databases
CAS number 101-72-4 EC number 202-969-7 ECHA InfoCard 100,002,700 PubChem 7573 ChemSpider 7292 Wikidata Q21009595
properties
Molar mass	226.32 g mol −1
Physical state	firmly
density	1.07 g cm −3
Melting point	72-76 ° C
boiling point	312 ° C
solubility	practically insoluble in water (0.015 g l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-317-410 P: 273-280-501
Toxicological data	720 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N -isopropyl- N ' -phenyl- p -phenylenediamine is a chemical compound from the aminobenzenes group .

Extraction and presentation

N -Isopropyl- N ' -phenyl- p -phenylenediamine can be prepared by reductive amination of acetone with 4-aminodiphenylamine are obtained.

properties

N -isopropyl- N ' -phenyl- p -phenylenediamine is a flammable, difficult to ignite, dark gray to black solid that is present in flakes and is practically insoluble in water.

use

N -Isopropyl- N ' -phenyl- p -phenylenediamine is used in concentrations of 1-2% as stabilizer ( antioxidant ) in rubber used. The main area of ​​application is tire production, but it is also used in other rubber products, e.g. B. used for ( squash ) balls, respirators, motorcycle grips, boots, watch straps, rubber bracelets, glasses straps or orthopedic bandages.

safety instructions

N -Isopropyl- N ' -phenyl- p phenylenediamine is a strong contact allergen known and its use is largely limited to industrial manufacturing processes.

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on N-isopropyl-N'-phenyl-p-phenylenediamine in the GESTIS substance database of the IFA , accessed on October 20, 2019(JavaScript required) .
2. ↑ Entry on 4- (iso-propylamino) diphenylamine in the Hazardous Substances Data Bank , accessed on October 20, 2019.
3. ↑ Data sheet N-Isopropyl-N'-phenyl-p-phenylenediamine, 95% from AlfaAesar, accessed on October 20, 2019 ( PDF )(JavaScript required) .
4. ↑ ^{a b} (2012). N-Isopropyl-N′-phenyl-p-phenylenediamine MAK Value Documentation in German language, 2011. In The MAK Collection for Occupational Health and Safety (eds and). doi : 10.1002 / 3527600418.mb10172d0051 .