N,N'-Diphenyl-P-Phenylenediamine

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  • Identifiers

    CAS number
    74-31-7

    Molecular formula
    C18H16N2

    SMILES
    C1=CC=C(C=C1)NC2=CC=C(C=C2)NC3=CC=CC=C3

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 68.17%
    Sweet 51.63%
    Fruity 42.43%
    Animal 39.13%
    Grape 34.66%
    Honey 31.34%
    Rose 27.81%
    Cheesy 25.36%
    Orange 23.56%
    Burnt 22.32%

     

    Flavor
    Floral 27.7%
    Fruity 27.56%
    Green 25.91%
    Rose 24.29%
    Bitter 24.13%
    Sweet 22.21%
    Moth ball 21.23%
    Mild 21.12%
    Naphthelene 20.96%
    Animal 20.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    5.75 (weak acid)

    Molecular weight
    260.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 293 to 306 °F (NTP, 1992)
    • 150-151 °C
    • Specific gravity: 1.28; melting point: 145-152 °C

    Boiling point

    • 428 to 437 °F at 0.5 mmHg (NTP, 1992)
    • 220-225 °C @ 0.5 mm Hg

    Flash point

    • 231.89 ˚C est.
    • 400 °F (NTP, 1992)
    • 232 °C c.c.

    Solubility expt.

    • less than 1 mg/mL at 68 °F (NTP, 1992)
    • Sol in monochlorobenzene, benzene, DMF, ether, chloroform, acetone, ethyl acetate, isopropyl acetate, glacial acetic acid. Slightly sol in alcohol. Almost insol in petr ether, water.
    • Solubility in water: none

  • Synonyms

    • 74-31-7
    • N,N'-Diphenyl-p-phenylenediamine
    • N,N'-Diphenyl-1,4-phenylenediamine
    • DPPD
    • Diphenyl-p-phenylenediamine
    • AgeRite DPPD
    • 1,4-Dianilinobenzene
    • Flexamine G
    • Diafen FF
    • Nonox DPPD
    • Antioxidant H
    • DFFD
    • Nonflex H
    • Stabilizer DPPD
    • Altofane DIP
    • 1,4-Bis(phenylamino)benzene
    • Permanax 18
    • Usaf gy-2
    • p-Phenylaminodiphenylamine
    • Antigene P
    • 4-Phenylaminodiphenylamine
    • Naugard J
    • 1,4-Benzenediamine, N,N'-diphenyl-
    • Permanax DPPD
    • Antage DP
    • Ekaland DPPD
    • Nocrac DP
    • p-Bis(phenylamino)benzene
    • P-PHENYLENEDIAMINE, N,N'-DIPHENYL-
    • N,N'-Diphenyl-4-phenylenediamine
    • 4,4'-Diphenyl-p-phenylenediamine
    • N,N'-Difenyl-p-fenylendiamin
    • DTXSID9020538
    • N,N-Diphenyl-1,4-benzenediamine
    • DD517SCM92
    • N,N'-diphenyl-1,4-benzenediamine
    • N,N'-Diphenyl-1,4-diaminobenzene
    • NSC-5761
    • DTXCID50538
    • CHEBI:34860
    • n,n'-diphenyl-para-phenylenediamine
    • RefChem:821928
    • 200-806-4
    • AGERITE
    • N1,N4-Diphenylbenzene-1,4-diamine
    • N,N'-diphenylbenzene-1,4-diamine
    • MFCD00003015
    • NSC 5761
    • JZF
    • 1,4-Benzenediamine, N1,N4-diphenyl-
    • 1-N,4-N-diphenylbenzene-1,4-diamine
    • CCRIS 3500
    • HSDB 2894
    • EINECS 200-806-4
    • N,N'-Difenyl-p-fenylendiamin [Czech]
    • BRN 2215944
    • UNII-DD517SCM92
    • AI3-14323
    • Antiozonant H
    • DTPD-quinone
    • Antiozonant DPPD
    • Rubber antioxidant H
    • WLN: RMR DMR
    • SCHEMBL42930
    • 27137-31-1
    • MLS002152909
    • BIS(PHENYLAMINO)BENZENE
    • orb1306755
    • SCHEMBL9274501
    • n,n'-diphenyl-p-phenylendiamine
    • CHEMBL1333512
    • p-Phenylenediamine,N'-diphenyl-
    • N,N'-Diphenyl-p-phenylen-diamin
    • NSC5761
    • n,n'-di-phenyl-p-phenylenediamine
    • HMS3039G07
    • N,N' diphenyl-p-phenylene diamine
    • N,N'- Diphenyl-p-phenylenediamine
    • phenyl[4-(phenylamino)phenyl]amine
    • STR04517
    • Tox21_200354
    • N1, N4-diphenylbenzene-1,4-diamine
    • AKOS015840677
    • N,N'-diphenyl-1,4-phenylene diamine
    • CS-W012503
    • FD62295
    • CAS-74-31-7
    • N,N'-diphenyl-N,N'-p-phenylenediamine
    • N,N'-DIPHENYL 4-PHENYLENEDIAMINE
    • N,N'-Diphenyl-p-phenylenediamine, 98%
    • NCGC00090861-01
    • NCGC00090861-02
    • NCGC00090861-03
    • NCGC00090861-04
    • NCGC00257908-01
    • N,N'-DIPHENYL PARAPHENYLENEDIAMINE
    • SMR001224513
    • SY030281
    • N, N'-DIPHENYL PARAPHENYLENEDIAMINE
    • N~1~,N~4~-Diphenylbenzene-1,4-diamine
    • DB-055859
    • D0609
    • NS00019843
    • ST50319401
    • N,N'-DIPHENYL-P-PHENYLENEDIAMINE [MI]
    • N1,N4-Diphenylbenzene-1,4-diamine 74-31-7
    • O12014
    • P-PHENYLENEDIAMINE, N,N'-DIPHENYL- [HSDB]
    • Q22829255
    • N,N inverted exclamation mark -Diphenyl-p-phenylenediamine
    • N,N inverted exclamation marka-Diphenyl-p-phenylenediamine
    • 74-31-7

  • Applications

    N,N'-Diphenyl-P-Phenylenediamine (CAS 74-31-7) is primarily used as an antioxidant and stabilizer for polymers, notably in rubbers and plastics, to retard oxidative and thermal degradation during processing and service. It also serves as a chemical intermediate in the synthesis of dyes and pigments, and it is used as an additive in coatings and inks to improve aging stability. Additionally, it can function as an oxidation inhibitor in lubricants and hydraulic oils, and is sometimes incorporated into adhesive formulations to enhance long-term durability.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.15
    methanol 3.32
    isopropanol 1.72
    water 0.02
    ethyl acetate 29.01
    n-propanol 3.79
    acetone 37.23
    n-butanol 3.7
    acetonitrile 9.92
    DMF 105.88
    toluene 11.59
    isobutanol 2.43
    1,4-dioxane 56.59
    methyl acetate 29.04
    THF 298.69
    2-butanone 44.74
    n-pentanol 5.48
    sec-butanol 3.18
    n-hexane 1.31
    ethylene glycol 1.0
    NMP 84.41
    cyclohexane 0.93
    DMSO 121.66
    n-butyl acetate 25.02
    n-octanol 3.84
    chloroform 90.92
    n-propyl acetate 25.24
    acetic acid 12.96
    dichloromethane 91.98
    cyclohexanone 54.91
    propylene glycol 2.66
    isopropyl acetate 18.91
    DMAc 171.99
    2-ethoxyethanol 17.04
    isopentanol 3.63
    n-heptane 2.29
    ethyl formate 20.39
    1,2-dichloroethane 67.64
    n-hexanol 5.93
    2-methoxyethanol 18.12
    isobutyl acetate 19.17
    tetrachloromethane 4.75
    n-pentyl acetate 13.51
    transcutol 69.81
    n-heptanol 4.08
    ethylbenzene 9.99
    MIBK 18.17
    2-propoxyethanol 20.7
    tert-butanol 3.45
    MTBE 11.1
    2-butoxyethanol 12.41
    propionic acid 10.38
    o-xylene 7.16
    formic acid 3.11
    diethyl ether 14.16
    m-xylene 6.62
    p-xylene 11.47
    chlorobenzene 20.26
    dimethyl carbonate 31.1
    n-octane 1.0
    formamide 9.4
    cyclopentanone 156.65
    2-pentanone 29.92
    anisole 35.02
    cyclopentyl methyl ether 42.71
    gamma-butyrolactone 153.45
    1-methoxy-2-propanol 16.31
    pyridine 73.67
    3-pentanone 34.49
    furfural 99.23
    n-dodecane 0.83
    diethylene glycol 10.72
    diisopropyl ether 4.92
    tert-amyl alcohol 4.7
    acetylacetone 62.82
    n-hexadecane 0.96
    acetophenone 33.74
    methyl propionate 33.75
    isopentyl acetate 23.88
    trichloroethylene 146.5
    n-nonanol 4.87
    cyclohexanol 4.07
    benzyl alcohol 15.28
    2-ethylhexanol 7.2
    isooctanol 4.18
    dipropyl ether 29.62
    1,2-dichlorobenzene 23.61
    ethyl lactate 15.63
    propylene carbonate 59.91
    n-methylformamide 21.73
    2-pentanol 2.72
    n-pentane 0.48
    1-propoxy-2-propanol 19.94
    1-methoxy-2-propyl acetate 41.0
    2-(2-methoxypropoxy) propanol 24.8
    mesitylene 4.44
    ε-caprolactone 46.25
    p-cymene 8.26
    epichlorohydrin 173.96
    1,1,1-trichloroethane 35.09
    2-aminoethanol 2.79
    morpholine-4-carbaldehyde 74.63
    sulfolane 171.63
    2,2,4-trimethylpentane 0.91
    2-methyltetrahydrofuran 61.35
    n-hexyl acetate 15.29
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 25.8
    sec-butyl acetate 18.52
    tert-butyl acetate 22.18
    decalin 1.85
    glycerin 5.84
    diglyme 74.11
    acrylic acid 12.16
    isopropyl myristate 10.29
    n-butyric acid 16.03
    acetyl acetate 24.08
    di(2-ethylhexyl) phthalate 10.78
    ethyl propionate 29.77
    nitromethane 57.11
    1,2-diethoxyethane 35.62
    benzonitrile 17.41
    trioctyl phosphate 6.36
    1-bromopropane 19.81
    gamma-valerolactone 127.78
    n-decanol 3.96
    triethyl phosphate 19.7
    4-methyl-2-pentanol 2.86
    propionitrile 10.51
    vinylene carbonate 48.01
    1,1,2-trichlorotrifluoroethane 67.41
    DMS 25.8
    cumene 7.63
    2-octanol 2.97
    2-hexanone 29.08
    octyl acetate 11.42
    limonene 10.42
    1,2-dimethoxyethane 67.36
    ethyl orthosilicate 18.43
    tributyl phosphate 9.31
    diacetone alcohol 20.04
    N,N-dimethylaniline 23.21
    acrylonitrile 17.1
    aniline 14.47
    1,3-propanediol 4.22
    bromobenzene 23.18
    dibromomethane 42.44
    1,1,2,2-tetrachloroethane 111.05
    2-methyl-cyclohexyl acetate 23.37
    tetrabutyl urea 13.92
    diisobutyl methanol 6.5
    2-phenylethanol 13.5
    styrene 13.2
    dioctyl adipate 18.97
    dimethyl sulfate 60.91
    ethyl butyrate 31.74
    methyl lactate 17.23
    butyl lactate 12.37
    diethyl carbonate 22.62
    propanediol butyl ether 9.52
    triethyl orthoformate 27.85
    p-tert-butyltoluene 7.65
    methyl 4-tert-butylbenzoate 27.34
    morpholine 53.43
    tert-butylamine 2.18
    n-dodecanol 3.41
    dimethoxymethane 73.56
    ethylene carbonate 34.8
    cyrene 30.51
    2-ethoxyethyl acetate 26.2
    2-ethylhexyl acetate 20.66
    1,2,4-trichlorobenzene 30.68
    4-methylpyridine 40.37
    dibutyl ether 16.95
    2,6-dimethyl-4-heptanol 6.5
    DEF 44.35
    dimethyl isosorbide 61.85
    tetrachloroethylene 48.5
    eugenol 21.69
    triacetin 27.42
    span 80 17.22
    1,4-butanediol 2.39
    1,1-dichloroethane 28.6
    2-methyl-1-pentanol 6.19
    methyl formate 23.4
    2-methyl-1-butanol 3.88
    n-decane 1.46
    butyronitrile 10.25
    3,7-dimethyl-1-octanol 5.55
    1-chlorooctane 5.94
    1-chlorotetradecane 2.94
    n-nonane 1.26
    undecane 1.05
    tert-butylcyclohexane 1.91
    cyclooctane 0.59
    cyclopentanol 8.14
    tetrahydropyran 42.0
    tert-amyl methyl ether 13.05
    2,5,8-trioxanonane 52.24
    1-hexene 6.63
    2-isopropoxyethanol 13.21
    2,2,2-trifluoroethanol 6.33
    methyl butyrate 36.38

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction