1,2-Diphenylhydrazine

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  • Identifiers

    CAS number
    122-66-7

    Molecular formula
    C12H12N2

    SMILES
    C1=CC=C(C=C1)NNC2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fishy 37.42%
    Cheesy 33.89%
    Animal 31.81%
    Burnt 31.18%
    Ripe 28.13%
    Meaty 27.54%
    Fruity 27.3%
    Sweet 26.72%
    Cooked 24.6%
    Pungent 24.41%

     

    Flavor
    Mild 25.32%
    Floral 23.32%
    Bitter 22.19%
    Rose 21.82%
    Moth ball 21.73%
    Fruity 21.66%
    Metallic 21.48%
    Naphthelene 21.43%
    Nitrile 21.39%
    Meaty 21.39%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    4.65 (weak acid)

    Molecular weight
    184.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 268 °F (NTP, 1992)
    • 131 °C, decomposes
    • Decomposes at its melting point, into azobenzene and aniline.
    • Heat of fusion at melting point= 1.7630X10+7 J/kmol

    Boiling point

    • Decomposes (NTP, 1992)
    • 293 °C at 760 mm Hg

    Flash point

    • 152.69 ˚C est.

    Solubility expt.

    • less than 0.1 mg/mL at 64 °F (NTP, 1992)
    • Slightly sol in benzene, deuterated dimethyl sulfoxide; insol in acetic acid; very soluble in ethanol
    • In water, 221 mg/L at 25 °C
    • Solubility in water, g/100ml at 20 °C:

  • Synonyms

    • 1,2-DIPHENYLHYDRAZINE
    • Hydrazobenzene
    • 122-66-7
    • N,N'-Bianiline
    • N,N'-Diphenylhydrazine
    • Hydrazine, 1,2-diphenyl-
    • 1,2-diphenyldiazane
    • Hydrazobenzen
    • Benzene, hydrazodi-
    • (sym)-Diphenylhydrazine
    • RCRA waste number U109
    • Hydrazobenzen [Czech]
    • NCI-C01854
    • DIPHENYLHYDRAZINE
    • Benzene, 1,1'-hydrazobis-
    • 1,1'-Hydrazodibenzene
    • Diphenylhydrazine, 1,2-
    • NSC 3510
    • Symmetrical diphenyl hydrazine
    • CCRIS 337
    • HSDB 2882
    • EINECS 204-563-5
    • 1G3CS09TUK
    • BRN 0639793
    • 1,2-Diphenylhydrazine (9CI)
    • DTXSID7020710
    • AI3-15365
    • NSC-3510
    • 38622-18-3
    • HYDRAZOBENZENE [HSDB]
    • DTXCID90710
    • YBQZXXMEJHZYMB-UHFFFAOYSA-
    • NSC3510
    • 4-15-00-00056 (Beilstein Handbook Reference)
    • PHENYLBUTAZONE IMPURITY C [EP IMPURITY]
    • HYDRAZOBENZEN (CZECH)
    • hydrazodibenzene
    • CAS-122-66-7
    • 1,2-Diphenyldrazine
    • Hydrazine, diphenyl-
    • 1,2-Diphenyldiazane (1,2-Diphenylhydrazine)
    • PHENYLBUTAZONE IMPURITY C (EP IMPURITY)
    • sym-DIPHENYLHYDRAZINE
    • UNII-1G3CS09TUK
    • hydrazobenzol
    • n,n-Bianiline
    • N,N'Bianiline
    • Benzene, hydrazodi
    • 1,2-Diphenyldiazane; Phenylbutazone Imp. C (EP); 1,2-Diphenylhydrazine; Phenylbutazone Impurity C
    • N, N'-Bianiline
    • 1,2diphenylhydrazine
    • MFCD00003012
    • HydraZobenZene,98%
    • N,N'Diphenylhydrazine
    • (sym)Diphenylhydrazine
    • 1,1'Hydrazodibenzene
    • 1,1-Hydrazodibenzene
    • Hydrazine,2-diphenyl-
    • N,N'-biphenylhydrazine
    • 1,2-diphenyl-hydrazine
    • 1, 2-Diphenylhydrazine
    • Benzene,1'-hydrazobis-
    • Hydrazine, 1,2diphenyl
    • WLN: RMMR
    • Benzene, 1,1'hydrazobis
    • Mr-II-10
    • SCHEMBL51179
    • 1,2Diphenylhydrazine (9CI)
    • CHEMBL558459
    • BDBM233141
    • DTXSID201057573
    • Tox21_202323
    • Tox21_300492
    • STL283944
    • AKOS015889796
    • FD39588
    • NCGC00091240-01
    • NCGC00091240-02
    • NCGC00091240-03
    • NCGC00091240-04
    • NCGC00254433-01
    • NCGC00259872-01
    • DB-005623
    • H0180
    • NS00023998
    • EN300-83246
    • F15405
    • A804943
    • Q424993
    • 38622-18-3; 530-50-7(1,1-diphenylhydrazine)
    • 1,2-Diphenylhydrazine, analytical standard, ampule of 100 mg
    • 204-563-5

  • Applications

    1,2-Diphenylhydrazine, CAS 122-66-7, is a valuable intermediate in organic synthesis and industry, with practical applications primarily as: forming hydrazones by reaction with aldehydes or ketones to support synthetic routes and pharmaceutical development; serving as a precursor for azo dyes and pigments, and as a precursor to azobenzenes and related derivatives used in dyes, coatings, and printing; providing a building block for heterocyclic and hydrazone-containing compounds in pharmaceutical and agrochemical research; and acting as a versatile intermediate in routes to complex organic molecules, all applications subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.44
    methanol 3.98
    isopropanol 2.03
    water 0.03
    ethyl acetate 30.59
    n-propanol 3.66
    acetone 33.64
    n-butanol 4.07
    acetonitrile 16.4
    DMF 76.65
    toluene 9.45
    isobutanol 2.52
    1,4-dioxane 57.03
    methyl acetate 25.14
    THF 158.34
    2-butanone 32.85
    n-pentanol 5.26
    sec-butanol 3.0
    n-hexane 3.17
    ethylene glycol 1.33
    NMP 63.48
    cyclohexane 3.21
    DMSO 68.84
    n-butyl acetate 29.2
    n-octanol 4.08
    chloroform 76.93
    n-propyl acetate 25.84
    acetic acid 19.99
    dichloromethane 65.73
    cyclohexanone 48.0
    propylene glycol 2.56
    isopropyl acetate 20.02
    DMAc 103.96
    2-ethoxyethanol 14.87
    isopentanol 4.38
    n-heptane 5.19
    ethyl formate 21.11
    1,2-dichloroethane 55.65
    n-hexanol 7.3
    2-methoxyethanol 17.06
    isobutyl acetate 18.57
    tetrachloromethane 4.98
    n-pentyl acetate 12.78
    transcutol 98.9
    n-heptanol 4.78
    ethylbenzene 11.76
    MIBK 18.78
    2-propoxyethanol 19.52
    tert-butanol 4.73
    MTBE 10.76
    2-butoxyethanol 12.53
    propionic acid 11.86
    o-xylene 8.15
    formic acid 4.34
    diethyl ether 16.34
    m-xylene 7.51
    p-xylene 12.76
    chlorobenzene 22.69
    dimethyl carbonate 23.85
    n-octane 1.94
    formamide 11.61
    cyclopentanone 101.28
    2-pentanone 24.68
    anisole 30.65
    cyclopentyl methyl ether 30.79
    gamma-butyrolactone 109.97
    1-methoxy-2-propanol 14.54
    pyridine 57.54
    3-pentanone 28.38
    furfural 91.39
    n-dodecane 1.43
    diethylene glycol 12.44
    diisopropyl ether 6.8
    tert-amyl alcohol 5.37
    acetylacetone 54.24
    n-hexadecane 1.61
    acetophenone 32.17
    methyl propionate 26.8
    isopentyl acetate 25.72
    trichloroethylene 119.78
    n-nonanol 5.2
    cyclohexanol 4.76
    benzyl alcohol 13.19
    2-ethylhexanol 8.85
    isooctanol 4.94
    dipropyl ether 31.8
    1,2-dichlorobenzene 28.07
    ethyl lactate 15.42
    propylene carbonate 60.95
    n-methylformamide 18.35
    2-pentanol 3.13
    n-pentane 1.27
    1-propoxy-2-propanol 19.1
    1-methoxy-2-propyl acetate 37.56
    2-(2-methoxypropoxy) propanol 26.98
    mesitylene 6.48
    ε-caprolactone 40.33
    p-cymene 10.42
    epichlorohydrin 100.77
    1,1,1-trichloroethane 32.84
    2-aminoethanol 2.91
    morpholine-4-carbaldehyde 61.9
    sulfolane 121.81
    2,2,4-trimethylpentane 1.72
    2-methyltetrahydrofuran 43.62
    n-hexyl acetate 14.97
    isooctane 1.3
    2-(2-butoxyethoxy)ethanol 28.49
    sec-butyl acetate 18.29
    tert-butyl acetate 23.94
    decalin 4.06
    glycerin 6.08
    diglyme 81.75
    acrylic acid 15.35
    isopropyl myristate 10.68
    n-butyric acid 18.18
    acetyl acetate 31.31
    di(2-ethylhexyl) phthalate 10.85
    ethyl propionate 28.5
    nitromethane 68.44
    1,2-diethoxyethane 40.32
    benzonitrile 20.8
    trioctyl phosphate 6.61
    1-bromopropane 17.84
    gamma-valerolactone 92.16
    n-decanol 4.37
    triethyl phosphate 21.82
    4-methyl-2-pentanol 4.05
    propionitrile 13.61
    vinylene carbonate 53.41
    1,1,2-trichlorotrifluoroethane 55.56
    DMS 24.94
    cumene 9.4
    2-octanol 3.1
    2-hexanone 25.44
    octyl acetate 10.9
    limonene 13.99
    1,2-dimethoxyethane 64.44
    ethyl orthosilicate 20.81
    tributyl phosphate 10.32
    diacetone alcohol 21.25
    N,N-dimethylaniline 22.55
    acrylonitrile 22.86
    aniline 11.61
    1,3-propanediol 4.72
    bromobenzene 22.57
    dibromomethane 37.14
    1,1,2,2-tetrachloroethane 93.29
    2-methyl-cyclohexyl acetate 26.8
    tetrabutyl urea 14.04
    diisobutyl methanol 9.33
    2-phenylethanol 13.85
    styrene 14.39
    dioctyl adipate 19.73
    dimethyl sulfate 42.77
    ethyl butyrate 36.67
    methyl lactate 16.25
    butyl lactate 12.14
    diethyl carbonate 29.55
    propanediol butyl ether 9.95
    triethyl orthoformate 30.34
    p-tert-butyltoluene 9.96
    methyl 4-tert-butylbenzoate 26.38
    morpholine 42.98
    tert-butylamine 3.6
    n-dodecanol 3.92
    dimethoxymethane 49.03
    ethylene carbonate 37.15
    cyrene 27.93
    2-ethoxyethyl acetate 24.26
    2-ethylhexyl acetate 23.35
    1,2,4-trichlorobenzene 32.31
    4-methylpyridine 32.19
    dibutyl ether 17.3
    2,6-dimethyl-4-heptanol 9.33
    DEF 34.58
    dimethyl isosorbide 61.64
    tetrachloroethylene 43.5
    eugenol 21.88
    triacetin 29.63
    span 80 18.76
    1,4-butanediol 2.52
    1,1-dichloroethane 27.22
    2-methyl-1-pentanol 6.54
    methyl formate 20.94
    2-methyl-1-butanol 3.84
    n-decane 2.27
    butyronitrile 12.24
    3,7-dimethyl-1-octanol 6.79
    1-chlorooctane 6.49
    1-chlorotetradecane 3.69
    n-nonane 1.97
    undecane 1.73
    tert-butylcyclohexane 3.67
    cyclooctane 1.81
    cyclopentanol 7.72
    tetrahydropyran 38.63
    tert-amyl methyl ether 12.19
    2,5,8-trioxanonane 59.36
    1-hexene 8.74
    2-isopropoxyethanol 12.19
    2,2,2-trifluoroethanol 9.23
    methyl butyrate 36.95

    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