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N,N'-Di-2-butyl-1,4-phenylenediamine

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N,N'-Di-2-butyl-1,4-phenylenediamine
Names
IUPAC name
N,N'-Di-sec-butyl-benzene-1,4-diamine
Other names
N,N′-di-sec-butyl-1,4-phenylenediamine, N,N'-bis(1-methylpropyl)-1,4-benzenediamine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.721 Edit this at Wikidata
UNII
  • InChI=1S/C14H24N2/c1-5-11(3)15-13-7-9-14(10-8-13)16-12(4)6-2/h7-12,15-16H,5-6H2,1-4H3 ☒N
    Key: FSWDLYNGJBGFJH-UHFFFAOYSA-N ☒N
  • InChI=1/C14H24N2/c1-5-11(3)15-13-7-9-14(10-8-13)16-12(4)6-2/h7-12,15-16H,5-6H2,1-4H3
    Key: FSWDLYNGJBGFJH-UHFFFAOYAY
  • CCC(C)Nc1ccc(cc1)NC(C)CC
Properties
C14H24N2
Molar mass 220.360 g·mol−1
Density 0.942 g/mL at 20 °C[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N,N'-Di-2-butyl-1,4-phenylenediamine is an aromatic amine used industrially as an antioxidant to prevent degradation of turbine oils, transformer oils, hydraulic fluids, lubricants, waxes, and greases. It is particularly effective for hydrocarbon products produced by cracking or pyrolysis, which are characterized by high olefin content. It is also used as an polymerisation inhibitor in production of various vinyl monomers such as acrylates.

It has the appearance of a corrosive red liquid. It is a skin sensitizer and can be absorbed through skin. It is toxic.

It is the active component of e.g. AO-22, AO-24, AO-29, and VANLUBE antioxidant mixtures, and Santoflex 44PD inhibitor.

References

  1. ^ "N,N′-Di-sec-butyl-p-phenylenediamine". Sigma-Aldrich.
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