Diphenylamine

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  • Identifiers

    CAS number
    122-39-4

    Molecular formula
    C12H11N

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 79.98%
    Sweet 68.5%
    Rose 46.84%
    Honey 41.37%
    Animal 38.58%
    Fruity 30.35%
    Balsamic 27.4%
    Grape 27.2%
    Orange 25.81%
    Waxy 25.78%

     

    Flavor
    Green 38.68%
    Rose 37.05%
    Floral 34.54%
    Sweet 30.39%
    Honey 28.43%
    Plastic 27.05%
    Geranium 26.43%
    Tar 23.06%
    Tarry 22.74%
    Moth ball 22.54%

     

    Odor impact est.
    Low

    Odor threshold

    • Odor Threshold Low: 0.02 [mmHg]. Odor threshold from AIHA
    • Odor perception threshold is 0.05 mg/L.

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    5.43 (weak acid)

    Molecular weight
    169.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 129 to 131 °F (NTP, 1992)
    • 53-54 °C
    • 52 - 54 °C
    • 53 °C
    • 127 °F

    Boiling point

    • 576 °F at 760 mmHg (NTP, 1992)
    • 302 °C
    • 302.00 °C. @ 760.00 mm Hg
    • 576 °F

    Flash point

    • 140.99 ˚C est.
    • 307 °F (NTP, 1992)
    • 307 °F
    • 153 °C OC
    • 153 °C c.c.

    Solubility expt.

    • less than 1 mg/mL at 61 °F (NTP, 1992)
    • 1 g dissolves in 2.2 ml of alcohol, 4 ml propyl alcohol; Freely sol in benzene, ether, glacial acetic acid, carbon disulfide.
    • Very sol in ethanol, acetone, benzene, carbon tetrachloride, pyridine, ethyl acetate; sol in ether, acetic acid; slightly sol in chloroform
    • Soluble in oxygenated and aromatic solvents
    • In water, 53 mg/liter @ 20 °C
    • 0.053 mg/mL at 20 °C
    • Solubility in water: very poor
    • 0.03%

  • Synonyms

    • Diphenylamine
    • N-Phenylaniline
    • 122-39-4
    • N,N-DIPHENYLAMINE
    • N-Phenylbenzenamine
    • Anilinobenzene
    • N-Phenylbenzeneamine
    • Phenylaniline
    • Scaldip
    • Big Dipper
    • Benzenamine, N-phenyl-
    • Styrenated diphenylamine
    • Aniline, N-phenyl-
    • No-Scald
    • Benzene, anilino-
    • Difenylamin
    • Deccoscald 282
    • Naugalube 428L
    • N-Fenylanilin
    • Shield DPA
    • No-Scald DPA 283
    • Benzene, (phenylamino)-
    • (phenylamino)benzene
    • Caswell No. 398
    • DIPHENYL-AMINE
    • No scald
    • C.I. 10355
    • C6H5-NH-C6H5
    • CCRIS 4699
    • CHEBI:4640
    • N-Phenylbenzenamine, styrenated
    • NSC 215210
    • HSDB 1108
    • UNII-9N3CBB0BIQ
    • 9N3CBB0BIQ
    • DFA
    • EINECS 204-539-4
    • MFCD00003014
    • EPA Pesticide Chemical Code 038501
    • CI 10355
    • DTXSID4021975
    • AI3-00781
    • NSC-215210
    • DTXCID001975
    • EC 204-539-4
    • Difenylamin [Czech]
    • DIPHENYL AMINE
    • N-Fenylanilin [Czech]
    • 25656-57-9
    • CAS-122-39-4
    • Diphenylamine indicator
    • DIPHENYLAMINE, ACS
    • phenyl aniline
    • Anilino-Benzene
    • n-phenyl-aniline
    • N-phenylbenzamine
    • N-(phenyl)aniline
    • n,n-diphenyl amine
    • EINECS 270-485-3
    • N,N-di-phenylamine
    • n-phenyl-benzenamine
    • Diphenylamine, p.a.
    • (phenylamino)-Benzene
    • No scald dpa 283
    • Ph2NH
    • Diphenylamine, >=98%
    • WLN: RMR
    • Diphenylamine, ACS grade
    • N-Phenylbenzenamine, 9CI
    • SCHEMBL229
    • DIPHENYLAMINE [MI]
    • Epitope ID:115002
    • Oprea1_815288
    • MLS002152913
    • BIDD:ER0338
    • CHEMBL38688
    • QSPL 033
    • SCHEMBL3685153
    • SCHEMBL6255037
    • SCHEMBL7527678
    • SCHEMBL10932134
    • 2-Biphenylyl-N-pyridyl-Acetamide
    • N,N-DIPHENYLAMINE [HSDB]
    • HMS1788N11
    • HMS3034E05
    • Tox21_201611
    • Tox21_301026
    • NSC215210
    • STK301666
    • Diphenylamine, ACS reagent, >=99%
    • Diphenylamine, ReagentPlus(R), 99%
    • AKOS000119099
    • NC-0220
    • USEPA/OPP Pesticide Code: 038501
    • NCGC00090889-01
    • NCGC00090889-02
    • NCGC00090889-03
    • NCGC00090889-04
    • NCGC00090889-05
    • NCGC00254928-01
    • NCGC00259160-01
    • AC-16417
    • SMR000777939
    • Diphenylamine 10 microg/mL in Cyclohexane
    • D0872
    • D1229
    • Diphenylamine 100 microg/mL in Acetonitrile
    • NS00010366
    • Diphenylamine, Vetec(TM) reagent grade, 98%
    • EN300-18732
    • Diphenylamine 1000 microg/mL in Dichloromethane
    • Diphenylamine, PESTANAL(R), analytical standard
    • A804887
    • AE-641/01947044
    • Q412265
    • Z90121252
    • F2190-0411
    • Diphenylamine, puriss. p.a., redox indicator, ACS reagent, reag. Ph. Eur., >=98% (GC)
    • InChI=1/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13
    • 204-539-4

  • Applications

    Diphenylamine (CAS 122-39-4) is widely used as an antioxidant and stabilizer in polymers and rubber, helping to retard thermo-oxidative aging in plastics, tires, and other molded products. It is also used as an antioxidant additive in lubricating oils and other industrial fluids to slow degradation and color formation. It serves as a key intermediate in the synthesis of dyes and pigment precursors, and may be employed in coatings and inks as a processing stabilizer or antioxidant additive to improve color stability and surface durability. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.87
    methanol 28.88
    isopropanol 24.11
    water 0.05
    ethyl acetate 182.88
    n-propanol 37.67
    acetone 321.57
    n-butanol 35.43
    acetonitrile 101.65
    DMF 443.1
    toluene 73.84
    isobutanol 24.63
    1,4-dioxane 335.42
    methyl acetate 147.65
    THF 883.47
    2-butanone 219.65
    n-pentanol 33.44
    sec-butanol 27.24
    n-hexane 33.3
    ethylene glycol 9.0
    NMP 360.02
    cyclohexane 36.63
    DMSO 412.26
    n-butyl acetate 139.73
    n-octanol 30.14
    chloroform 497.59
    n-propyl acetate 115.93
    acetic acid 90.53
    dichloromethane 456.87
    cyclohexanone 305.03
    propylene glycol 18.3
    isopropyl acetate 97.82
    DMAc 412.82
    2-ethoxyethanol 56.16
    isopentanol 30.44
    n-heptane 35.48
    ethyl formate 106.05
    1,2-dichloroethane 328.19
    n-hexanol 50.05
    2-methoxyethanol 88.04
    isobutyl acetate 82.27
    tetrachloromethane 36.75
    n-pentyl acetate 62.87
    transcutol 292.57
    n-heptanol 27.57
    ethylbenzene 52.8
    MIBK 90.28
    2-propoxyethanol 83.44
    tert-butanol 39.48
    MTBE 70.72
    2-butoxyethanol 51.29
    propionic acid 69.4
    o-xylene 42.29
    formic acid 13.53
    diethyl ether 127.22
    m-xylene 43.34
    p-xylene 63.15
    chlorobenzene 132.48
    dimethyl carbonate 121.06
    n-octane 12.84
    formamide 34.46
    cyclopentanone 605.01
    2-pentanone 176.65
    anisole 124.17
    cyclopentyl methyl ether 209.88
    gamma-butyrolactone 590.01
    1-methoxy-2-propanol 80.95
    pyridine 314.02
    3-pentanone 167.74
    furfural 325.5
    n-dodecane 9.86
    diethylene glycol 46.6
    diisopropyl ether 40.51
    tert-amyl alcohol 35.69
    acetylacetone 237.26
    n-hexadecane 11.21
    acetophenone 116.53
    methyl propionate 169.87
    isopentyl acetate 103.58
    trichloroethylene 588.44
    n-nonanol 31.02
    cyclohexanol 43.54
    benzyl alcohol 59.27
    2-ethylhexanol 48.16
    isooctanol 25.08
    dipropyl ether 165.21
    1,2-dichlorobenzene 115.46
    ethyl lactate 53.25
    propylene carbonate 276.34
    n-methylformamide 95.7
    2-pentanol 26.33
    n-pentane 13.51
    1-propoxy-2-propanol 84.75
    1-methoxy-2-propyl acetate 121.51
    2-(2-methoxypropoxy) propanol 75.03
    mesitylene 31.94
    ε-caprolactone 215.04
    p-cymene 36.95
    epichlorohydrin 473.78
    1,1,1-trichloroethane 215.94
    2-aminoethanol 18.8
    morpholine-4-carbaldehyde 277.05
    sulfolane 595.95
    2,2,4-trimethylpentane 9.05
    2-methyltetrahydrofuran 305.44
    n-hexyl acetate 86.41
    isooctane 7.49
    2-(2-butoxyethoxy)ethanol 95.63
    sec-butyl acetate 72.74
    tert-butyl acetate 98.17
    decalin 23.66
    glycerin 29.33
    diglyme 240.18
    acrylic acid 74.29
    isopropyl myristate 50.02
    n-butyric acid 105.57
    acetyl acetate 136.91
    di(2-ethylhexyl) phthalate 40.33
    ethyl propionate 122.05
    nitromethane 252.54
    1,2-diethoxyethane 146.48
    benzonitrile 89.64
    trioctyl phosphate 28.46
    1-bromopropane 145.59
    gamma-valerolactone 396.77
    n-decanol 25.09
    triethyl phosphate 62.59
    4-methyl-2-pentanol 22.18
    propionitrile 84.23
    vinylene carbonate 207.98
    1,1,2-trichlorotrifluoroethane 218.92
    DMS 102.77
    cumene 37.44
    2-octanol 19.82
    2-hexanone 126.1
    octyl acetate 56.98
    limonene 58.23
    1,2-dimethoxyethane 224.0
    ethyl orthosilicate 58.07
    tributyl phosphate 39.29
    diacetone alcohol 88.22
    N,N-dimethylaniline 85.46
    acrylonitrile 120.13
    aniline 76.73
    1,3-propanediol 27.03
    bromobenzene 149.56
    dibromomethane 293.15
    1,1,2,2-tetrachloroethane 465.17
    2-methyl-cyclohexyl acetate 85.61
    tetrabutyl urea 57.0
    diisobutyl methanol 37.85
    2-phenylethanol 56.64
    styrene 75.79
    dioctyl adipate 75.5
    dimethyl sulfate 184.68
    ethyl butyrate 131.48
    methyl lactate 71.12
    butyl lactate 47.85
    diethyl carbonate 91.87
    propanediol butyl ether 42.21
    triethyl orthoformate 93.28
    p-tert-butyltoluene 37.06
    methyl 4-tert-butylbenzoate 86.79
    morpholine 274.61
    tert-butylamine 28.24
    n-dodecanol 22.11
    dimethoxymethane 253.9
    ethylene carbonate 175.86
    cyrene 93.4
    2-ethoxyethyl acetate 88.12
    2-ethylhexyl acetate 91.86
    1,2,4-trichlorobenzene 136.55
    4-methylpyridine 196.49
    dibutyl ether 103.62
    2,6-dimethyl-4-heptanol 37.85
    DEF 197.76
    dimethyl isosorbide 166.04
    tetrachloroethylene 229.69
    eugenol 69.35
    triacetin 98.04
    span 80 72.06
    1,4-butanediol 13.01
    1,1-dichloroethane 226.31
    2-methyl-1-pentanol 32.7
    methyl formate 104.31
    2-methyl-1-butanol 28.63
    n-decane 15.48
    butyronitrile 83.82
    3,7-dimethyl-1-octanol 34.23
    1-chlorooctane 45.72
    1-chlorotetradecane 22.15
    n-nonane 15.06
    undecane 11.76
    tert-butylcyclohexane 20.06
    cyclooctane 15.33
    cyclopentanol 73.97
    tetrahydropyran 295.24
    tert-amyl methyl ether 64.05
    2,5,8-trioxanonane 158.91
    1-hexene 81.85
    2-isopropoxyethanol 45.15
    2,2,2-trifluoroethanol 34.42
    methyl butyrate 161.0

    Scent© AI

1 4

IFRA standard 51

Recommendation
Prohibition
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0 %
Category 2
Products applied to the axillae
 0 % Category 7B
Leave-on products applied to the hair with some hand contact
 0 %
Category 3
Products applied to the face/body using fingertips
 0 % Category 8
Products with significant anogenital exposure
 0 %
Category 4
Products related to fine fragrance
 0 % Category 9
Products with body and hand exposure, primarily rinse off
 0 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0 % Category 10A
Household care products with mostly hand contact
 0 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0 %
Category 5D
Baby Creams, baby Oils and baby talc
 0 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0 %
Category 6
Products with oral and lip exposure
 0 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 0 %

Prohibition
Diphenylamine should not be used as a fragrance ingredient.

Botanical

Name CAS Botanical Proportion
Artemisia monosperma Artemisia monosperma Del., fam. Asteraceae (Compositae) 2.0%
Daphne tangutica flower concrete (China) Daphne tangutica Maxim., fam. Thymelaeaceae 1.48%
Fenugreek 1b steamdistillate 84625-40-1 Trigonella foenum-graecum L., fam. Leguminosae 2.5%