N,N'-Di(2-naphthyl)-p-phenylenediamine

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  • Identifiers

    CAS number
    93-46-9

    Molecular formula
    C26H20N2

    SMILES
    C1=CC=C2C=C(C=CC2=C1)NC3=CC=C(C=C3)NC4=CC5=CC=CC=C5C=C4

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 68.21%
    Fruity 53.31%
    Sweet 39.44%
    Animal 36.67%
    Grape 35.4%
    Honey 28.0%
    Rose 26.48%
    Cheesy 24.54%
    Orange 24.49%
    Neroli 23.33%

     

    Flavor
    Bitter 34.61%
    Fruity 25.29%
    Animal 24.29%
    Moth ball 21.51%
    Very strong 21.51%
    Naphthelene 21.15%
    Indole 21.06%
    Floral 20.89%
    Nitrile 20.14%
    Tar 19.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.5

    pKa est.
    7.09 (neutral)

    Molecular weight
    360.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 437 to 444 °F (NTP, 1992)

    Boiling point

    • Decomposes at 450-453 °F (NTP, 1992)

    Flash point

    • 316.21 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 66 °F (NTP, 1992)

  • Synonyms

    • 93-46-9
    • Diafen NN
    • N,N'-Di-2-naphthyl-p-phenylenediamine
    • Antioxidant DNP
    • Antioxidant 123
    • DNPD
    • AgeRite W
    • Agerite White
    • ASM-DNT
    • Antigene F
    • Nonox CL
    • Aceto DIPP
    • Tisperse MB-2X
    • 1,4-Bis(2-naphthylamino)benzene
    • 2-Naphthyl-p-phenylenediamine
    • N,N'-Bis(2-naphthyl)-p-phenylenediamine
    • N,N'-Di-beta-naphthyl-p-phenylenediamine
    • Di-beta-naphthyl-p-phenylenediamine
    • N,N'-p-Phenylenebis(2-naphthylamine)
    • Di-beta-naphthyl-p-phenyldiamine
    • EWK9V6MZH6
    • DTXSID3020918
    • SANTOWHITE CI
    • N,N'-Bis(beta-naphthyl)-p-phenylenediamine
    • p-Phenylenediamine, N,N'-(di-2-naphthyl)-
    • DTXCID50918
    • N,N'-Di(2-naphthyl)-p-phenylenediamine
    • N,N'-p-Phenylenebis[2-naphthylamine]
    • RefChem:821871
    • sym-Di-beta-naphthyl-p-phenylenediamine
    • 202-249-2
    • Dnpda
    • N1,N4-Di(naphthalen-2-yl)benzene-1,4-diamine
    • N,N'-Di-2-naphthyl-1,4-phenylenediamine
    • Santowhite CL
    • 1,4-Benzenediamine, N,N'-di-2-naphthalenyl-
    • 1-N,4-N-dinaphthalen-2-ylbenzene-1,4-diamine
    • N,N-Di-2-naphthyl-1,4-phenylenediamine
    • MFCD00053487
    • N,N'-Di-2-naphthalenyl-1,4-benzenediamine
    • NSC 3410
    • 112721-02-5
    • N,N'-Bis-(2-naftyl)-p-fenylendiamin
    • sym.-dibeta-Naphthyl-p-phenylenediamine
    • N1,N4-bis(naphthalen-2-yl)benzene-1,4-diamine
    • NSC-3410
    • Di(.beta.-naphthyl)-p-phenyldiamine
    • Di(.beta.-naphthyl-p-phenylenediamine
    • s-Di(.beta.-naphthyl)-p-phenylenediamine
    • sym-Di-.beta.-naphthyl-p-phenylenediamine
    • N,N'-Di(.beta.-naphthyl-p-phenylenediamine
    • N,N'-Bis(.beta.-naphthyl)-p-phenylenediamine
    • 60005-69-8
    • CAS-93-46-9
    • DBNPD
    • CCRIS 6026
    • EINECS 202-249-2
    • UNII-EWK9V6MZH6
    • s-Di(beta-naphthyl)-p-phenylenediamine
    • BRN 2224419
    • AI3-14324
    • Dwu-beta-naftylo-p-fenylodwuamina [Polish]
    • Dwu-beta-naftylo-p-fenylodwuamina
    • N,N'-Bis-(2-naftyl)-p-fenylendiamin [Czech]
    • NONFLEX F
    • N,N'-dinaphthalen-2-ylbenzene-1,4-diamine
    • N1,N4-bis(2-naphthyl)benzene-1,4-diamine
    • SCHEMBL39488
    • 4-13-00-00119 (Beilstein Handbook Reference)
    • orb1702348
    • CHEMBL3184915
    • SCHEMBL29352988
    • NSC3410
    • N,N'-Dinaphthyl-p-phenylen-diamin
    • Dwu-.beta.-naftylo-p-fenylodwuamina
    • Tox21_202063
    • Tox21_302849
    • STK366640
    • WLN: L66J CMR DM- CL66J
    • AKOS005443333
    • p-Phenylenediamine,N'-di-2-naphthyl-
    • CS-W021016
    • FD62297
    • HY-W040276
    • NCGC00249157-01
    • NCGC00256568-01
    • NCGC00259612-01
    • AS-66172
    • p-Phenylenediamine, N,N'-di-2-naphthyl-
    • SY055410
    • 2-naphthyl[4-(2-naphthylamino)phenyl]amine
    • N,N'-Di-(2-naphthyl)-1,4-diaminobenzene
    • N,N\'-Di-2-naphthyl-1,4-phenylenediamine
    • N1,N4-Di(2-naphthyl)-1,4-benzenediamine
    • D0812
    • NS00021394
    • ST50000468
    • Benzene-1,4-diamine, N,N'-di(2-naphthyl)-
    • 1,4-Benzenediamine, N,N'-bis-2-naphthylenyl-
    • E78927
    • N,N'-di(naphthalen-2-yl)benzene-1,4-diamine
    • 1,4-Benzenediamine, N1,N4-di-2-naphthalenyl-
    • DI-2-NAPHTHYL-P-PHENYLENEDIAMINE, N,N'-
    • N,N'-Bis-(2-naphthyl)-p-phenylenediamine (DNPD)
    • N,N'-DI-.BETA.-NAPHTHYL-P-PHENYLENEDIAMINE
    • N~1~,N~4~-Di(naphthalen-2-yl)benzene-1,4-diamine
    • Q27277395
    • 93-46-9

  • Applications

    N,N'-Di(2-naphthyl)-p-phenylenediamine (CAS 93-46-9) is primarily used as an intermediate in the production of azo dyes and pigments, enabling color formation for coatings, inks, and plastics; it is also considered a colorant component in industrial color formulations and may be evaluated for cosmetic color applications (e.g., hair dyes) and for polymer coloring systems.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.06
    methanol 0.09
    isopropanol 0.04
    water 0.0
    ethyl acetate 0.65
    n-propanol 0.09
    acetone 0.38
    n-butanol 0.12
    acetonitrile 0.07
    DMF 1.84
    toluene 0.8
    isobutanol 0.06
    1,4-dioxane 1.99
    methyl acetate 0.62
    THF 12.69
    2-butanone 0.71
    n-pentanol 0.14
    sec-butanol 0.08
    n-hexane 0.04
    ethylene glycol 0.02
    NMP 2.7
    cyclohexane 0.02
    DMSO 2.15
    n-butyl acetate 1.21
    n-octanol 0.15
    chloroform 3.66
    n-propyl acetate 0.88
    acetic acid 0.32
    dichloromethane 4.25
    cyclohexanone 1.52
    propylene glycol 0.04
    isopropyl acetate 0.75
    DMAc 4.77
    2-ethoxyethanol 0.64
    isopentanol 0.12
    n-heptane 0.09
    ethyl formate 0.49
    1,2-dichloroethane 2.33
    n-hexanol 0.16
    2-methoxyethanol 0.58
    isobutyl acetate 0.77
    tetrachloromethane 0.33
    n-pentyl acetate 0.95
    transcutol 3.41
    n-heptanol 0.18
    ethylbenzene 0.69
    MIBK 0.67
    2-propoxyethanol 1.0
    tert-butanol 0.07
    MTBE 0.42
    2-butoxyethanol 0.77
    propionic acid 0.27
    o-xylene 0.49
    formic acid 0.13
    diethyl ether 0.4
    m-xylene 0.53
    p-xylene 0.65
    chlorobenzene 0.86
    dimethyl carbonate 1.05
    n-octane 0.05
    formamide 0.27
    cyclopentanone 4.38
    2-pentanone 0.69
    anisole 2.11
    cyclopentyl methyl ether 1.71
    gamma-butyrolactone 5.18
    1-methoxy-2-propanol 0.52
    pyridine 3.05
    3-pentanone 0.83
    furfural 5.16
    n-dodecane 0.04
    diethylene glycol 0.36
    diisopropyl ether 0.21
    tert-amyl alcohol 0.15
    acetylacetone 1.89
    n-hexadecane 0.05
    acetophenone 1.97
    methyl propionate 0.84
    isopentyl acetate 1.61
    trichloroethylene 7.58
    n-nonanol 0.23
    cyclohexanol 0.13
    benzyl alcohol 0.65
    2-ethylhexanol 0.28
    isooctanol 0.22
    dipropyl ether 1.44
    1,2-dichlorobenzene 1.36
    ethyl lactate 0.57
    propylene carbonate 2.06
    n-methylformamide 0.42
    2-pentanol 0.09
    n-pentane 0.02
    1-propoxy-2-propanol 0.89
    1-methoxy-2-propyl acetate 2.73
    2-(2-methoxypropoxy) propanol 2.05
    mesitylene 0.31
    ε-caprolactone 2.04
    p-cymene 0.58
    epichlorohydrin 8.95
    1,1,1-trichloroethane 1.38
    2-aminoethanol 0.06
    morpholine-4-carbaldehyde 3.22
    sulfolane 6.68
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 2.28
    n-hexyl acetate 0.91
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 1.79
    sec-butyl acetate 0.95
    tert-butyl acetate 1.34
    decalin 0.08
    glycerin 0.13
    diglyme 5.8
    acrylic acid 0.35
    isopropyl myristate 0.78
    n-butyric acid 0.48
    acetyl acetate 0.76
    di(2-ethylhexyl) phthalate 0.79
    ethyl propionate 1.24
    nitromethane 1.18
    1,2-diethoxyethane 2.49
    benzonitrile 0.54
    trioctyl phosphate 0.4
    1-bromopropane 0.8
    gamma-valerolactone 6.18
    n-decanol 0.17
    triethyl phosphate 1.77
    4-methyl-2-pentanol 0.11
    propionitrile 0.16
    vinylene carbonate 2.14
    1,1,2-trichlorotrifluoroethane 3.65
    DMS 1.56
    cumene 0.51
    2-octanol 0.14
    2-hexanone 0.97
    octyl acetate 0.72
    limonene 0.57
    1,2-dimethoxyethane 3.12
    ethyl orthosilicate 1.86
    tributyl phosphate 0.66
    diacetone alcohol 0.88
    N,N-dimethylaniline 1.68
    acrylonitrile 0.27
    aniline 0.57
    1,3-propanediol 0.12
    bromobenzene 1.21
    dibromomethane 1.78
    1,1,2,2-tetrachloroethane 5.25
    2-methyl-cyclohexyl acetate 1.86
    tetrabutyl urea 1.05
    diisobutyl methanol 0.33
    2-phenylethanol 0.68
    styrene 0.65
    dioctyl adipate 1.8
    dimethyl sulfate 2.4
    ethyl butyrate 1.96
    methyl lactate 0.49
    butyl lactate 0.75
    diethyl carbonate 1.38
    propanediol butyl ether 0.42
    triethyl orthoformate 2.57
    p-tert-butyltoluene 0.61
    methyl 4-tert-butylbenzoate 2.5
    morpholine 1.5
    tert-butylamine 0.05
    n-dodecanol 0.14
    dimethoxymethane 1.98
    ethylene carbonate 1.27
    cyrene 2.23
    2-ethoxyethyl acetate 2.14
    2-ethylhexyl acetate 1.59
    1,2,4-trichlorobenzene 1.99
    4-methylpyridine 1.67
    dibutyl ether 0.98
    2,6-dimethyl-4-heptanol 0.33
    DEF 1.31
    dimethyl isosorbide 7.25
    tetrachloroethylene 3.01
    eugenol 1.78
    triacetin 2.01
    span 80 1.25
    1,4-butanediol 0.05
    1,1-dichloroethane 0.77
    2-methyl-1-pentanol 0.23
    methyl formate 0.52
    2-methyl-1-butanol 0.14
    n-decane 0.07
    butyronitrile 0.18
    3,7-dimethyl-1-octanol 0.25
    1-chlorooctane 0.29
    1-chlorotetradecane 0.15
    n-nonane 0.05
    undecane 0.05
    tert-butylcyclohexane 0.09
    cyclooctane 0.03
    cyclopentanol 0.19
    tetrahydropyran 1.11
    tert-amyl methyl ether 0.73
    2,5,8-trioxanonane 4.75
    1-hexene 0.17
    2-isopropoxyethanol 0.54
    2,2,2-trifluoroethanol 0.2
    methyl butyrate 1.38

    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