6PPD

6PPD
Names
Preferred IUPAC name
N1-(4-Methylpentan-2-yl)-N4-phenylbenzene-1,4-diamine
Other names
N-(1,3-dimethylbutyl)-N'-phenyl-1,4-benzenediamine
  • N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine
  • 6PPD
  • HPPD
  • DMBPPD
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.011.222
EC Number
  • 212-344-0
UNII
UN number 3077
  • InChI=1S/C18H24N2/c1-14(2)13-15(3)19-17-9-11-18(12-10-17)20-16-7-5-4-6-8-16/h4-12,14-15,19-20H,13H2,1-3H3
    Key: ZZMVLMVFYMGSMY-UHFFFAOYSA-N
  • CC(C)CC(C)NC1=CC=C(C=C1)NC2=CC=CC=C2
Properties
C18H24N2
Molar mass 268.404 g·mol−1
Appearance brown or violet solid powder
Density 1.07
Melting point 45 °C (113 °F; 318 K)
Boiling point 260 °C (500 °F; 533 K)
log P 3.972
Hazards
GHS labelling:
Danger
H302, H317, H360, H410
P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P391, P405, P501
Flash point 204 °C (399 °F; 477 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

6PPD is an organic chemical widely used as stabilising additive (or antidegradant) in rubbers, such as natural rubber, styrene-butadiene and butyl rubber; all of which are common in vehicle tires. Although it is an effective antioxidant, it is primarily used because of its excellent antiozonant performance. It is one of several antiozonants based around p-phenylenediamine.

It has been used in rubber since the late 1970s, but has been the subject of increasing scrutiny since 2021, when it was determined that its oxidation product (6PPD-Q) causes pre-spawn mortality in coho salmon.