2,4-dihydro-5-methyl-2-phenyl-4-(phenylazo)-3H-pyrazol-3-one

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  • Identifiers

    CAS number
    4314-14-1

    Molecular formula
    C16H14N4O

    SMILES
    CC1=NN(C(=O)C1N=NC2=CC=CC=C2)C3=CC=CC=C3

    Safety labels

  • Odor profile

    Fragrance
    Roasted 36.45%
    Nutty 34.62%
    Fruity 31.03%
    Cooked 30.12%
    Burnt 27.29%
    Meaty 26.71%
    Odorless 25.97%
    Popcorn 25.82%
    Bitter 24.87%
    Musty 20.75%

     

    Flavor
    Bitter 78.13%
    Odorless 23.47%
    Roasted 21.7%
    Nitrile 20.83%
    Bread crust 20.02%
    Taco 19.95%
    Roasted peanuts 19.74%
    Very strong 19.69%
    Cereal 19.41%
    Indole 19.37%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    4.82 (weak acid)

    Molecular weight
    278.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    534°C

    Flash point

    • 193.96 ˚C est.

  • Synonyms

    • 2,4-Dihydro-5-methyl-2-phenyl-4-(phenylazo)-3H-pyrazol-3-one
    • RefChem:443614
    • 4314-14-1
    • Solvent Yellow 16
    • 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-4-(phenylazo)-
    • Disperse yellow 16
    • MFCD00068448
    • SUDAN YELLOW 146
    • 5-methyl-2-phenyl-4-phenyldiazenyl-4H-pyrazol-3-one
    • 119371-24-3
    • 5-methyl-2-phenyl-4-(phenyldiazenyl)-2,4-dihydro-3H-pyrazol-3-one
    • 3-METHYL-1-PHENYL-4-[(1E)-2-PHENYLDIAZEN-1-YL]-4,5-DIHYDRO-1H-PYRAZOL-5-ONE
    • 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-4-(2-phenyldiazenyl)-
    • 3H-pyrazol-3-one, 2,4-dihydro-5-methyl-2-phenyl-4-[2-phenyldiazenyl]-
    • EINECS 224-330-1
    • EC 224-330-1
    • 5-methyl-2-phenyl-4-phenylazo-4H-pyrazol-3-one
    • CBDivE_001861
    • CBDivE_002727
    • MLS000584191
    • SCHEMBL305974
    • SCHEMBL305975
    • UNII-N83897KOD7
    • orb1307161
    • CHEMBL1555840
    • DTXSID5052098
    • XCKGFJPFEHHHQA-ISLYRVAYSA-N
    • XCKGFJPFEHHHQA-UHFFFAOYSA-N
    • HMS2622N21
    • HY-D0370
    • MSK39001
    • 3-methyl-1-phenyl-4-(2-phenyldiazen-1-yl)-4,5-dihydro-1H-pyrazol-5-one
    • AKOS001484845
    • AKOS021984259
    • AKOS028108477
    • FS46413
    • NCGC00245816-01
    • DA-57996
    • MS-23949
    • PD127380
    • PD130463
    • SMR000203354
    • C.I.Solvent Yellow 16 (C.I.12700)
    • CS-0010372
    • NS00004338
    • G12183
    • AE-641/00367019
    • AE-848/32011001
    • AE-848/32730002
    • SR-01000106165
    • SR-01000106165-1
    • (E)-5-Methyl-2-phenyl-4-(phenyldiazenyl)-2,4-dihydro-3H-pyrazol-3-one
    • 5-methyl-2-phenyl-4-[(E)-phenyldiazenyl]-2,4-dihydro-3H-pyrazol-3-one
    • 4314-14-1

  • Applications

    2,4-dihydro-5-methyl-2-phenyl-4-(phenylazo)-3H-pyrazol-3-one (CAS 4314-14-1) is primarily used as an intermediate in dye and pigment chemistry, notably as a precursor for azo colors; in industrial manufacturing it is evaluated for applications in textile dyes, coatings and printing inks, and as a colorant additive in plastics and polymer formulations; it may also serve as a building block in the synthesis of specialty dyes and pigment masterbatches, subject to formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 27.91
    methanol 32.86
    isopropanol 15.39
    water 0.04
    ethyl acetate 145.96
    n-propanol 23.75
    acetone 360.92
    n-butanol 22.84
    acetonitrile 205.19
    DMF 498.7
    toluene 107.72
    isobutanol 17.81
    1,4-dioxane 148.31
    methyl acetate 185.75
    THF 441.56
    2-butanone 263.03
    n-pentanol 24.61
    sec-butanol 20.12
    n-hexane 0.94
    ethylene glycol 12.27
    NMP 420.96
    cyclohexane 2.83
    DMSO 463.35
    n-butyl acetate 69.61
    n-octanol 11.49
    chloroform 837.2
    n-propyl acetate 85.04
    acetic acid 121.03
    dichloromethane 1112.73
    cyclohexanone 346.89
    propylene glycol 16.39
    isopropyl acetate 66.04
    DMAc 463.65
    2-ethoxyethanol 68.94
    isopentanol 26.8
    n-heptane 1.17
    ethyl formate 128.48
    1,2-dichloroethane 606.59
    n-hexanol 22.59
    2-methoxyethanol 119.29
    isobutyl acetate 44.07
    tetrachloromethane 18.0
    n-pentyl acetate 37.74
    transcutol 302.84
    n-heptanol 13.32
    ethylbenzene 41.06
    MIBK 69.07
    2-propoxyethanol 72.39
    tert-butanol 18.57
    MTBE 22.2
    2-butoxyethanol 44.91
    propionic acid 73.87
    o-xylene 40.93
    formic acid 49.78
    diethyl ether 37.2
    m-xylene 41.73
    p-xylene 54.06
    chlorobenzene 267.61
    dimethyl carbonate 118.15
    n-octane 0.62
    formamide 129.07
    cyclopentanone 561.91
    2-pentanone 159.74
    anisole 105.41
    cyclopentyl methyl ether 98.55
    gamma-butyrolactone 538.43
    1-methoxy-2-propanol 80.68
    pyridine 446.62
    3-pentanone 130.58
    furfural 541.48
    n-dodecane 0.98
    diethylene glycol 69.2
    diisopropyl ether 7.73
    tert-amyl alcohol 21.18
    acetylacetone 260.83
    n-hexadecane 1.19
    acetophenone 141.14
    methyl propionate 159.05
    isopentyl acetate 58.6
    trichloroethylene 1555.83
    n-nonanol 12.56
    cyclohexanol 39.12
    benzyl alcohol 93.36
    2-ethylhexanol 19.61
    isooctanol 12.52
    dipropyl ether 23.85
    1,2-dichlorobenzene 216.35
    ethyl lactate 55.55
    propylene carbonate 245.71
    n-methylformamide 183.88
    2-pentanol 15.17
    n-pentane 0.69
    1-propoxy-2-propanol 49.06
    1-methoxy-2-propyl acetate 88.13
    2-(2-methoxypropoxy) propanol 64.72
    mesitylene 17.16
    ε-caprolactone 227.27
    p-cymene 18.55
    epichlorohydrin 839.88
    1,1,1-trichloroethane 220.86
    2-aminoethanol 20.86
    morpholine-4-carbaldehyde 312.55
    sulfolane 559.61
    2,2,4-trimethylpentane 1.03
    2-methyltetrahydrofuran 168.08
    n-hexyl acetate 51.57
    isooctane 0.65
    2-(2-butoxyethoxy)ethanol 78.08
    sec-butyl acetate 47.02
    tert-butyl acetate 54.64
    decalin 2.94
    glycerin 34.91
    diglyme 181.61
    acrylic acid 112.41
    isopropyl myristate 21.6
    n-butyric acid 89.17
    acetyl acetate 114.6
    di(2-ethylhexyl) phthalate 33.21
    ethyl propionate 85.01
    nitromethane 484.75
    1,2-diethoxyethane 65.05
    benzonitrile 175.84
    trioctyl phosphate 18.39
    1-bromopropane 128.57
    gamma-valerolactone 545.28
    n-decanol 10.11
    triethyl phosphate 37.12
    4-methyl-2-pentanol 12.53
    propionitrile 103.31
    vinylene carbonate 265.36
    1,1,2-trichlorotrifluoroethane 324.86
    DMS 102.49
    cumene 21.86
    2-octanol 8.02
    2-hexanone 91.14
    octyl acetate 29.2
    limonene 23.07
    1,2-dimethoxyethane 151.94
    ethyl orthosilicate 28.86
    tributyl phosphate 26.5
    diacetone alcohol 74.22
    N,N-dimethylaniline 52.85
    acrylonitrile 214.67
    aniline 127.4
    1,3-propanediol 32.52
    bromobenzene 292.02
    dibromomethane 506.02
    1,1,2,2-tetrachloroethane 788.69
    2-methyl-cyclohexyl acetate 51.78
    tetrabutyl urea 37.46
    diisobutyl methanol 11.81
    2-phenylethanol 67.09
    styrene 68.07
    dioctyl adipate 44.93
    dimethyl sulfate 225.73
    ethyl butyrate 62.29
    methyl lactate 88.71
    butyl lactate 41.18
    diethyl carbonate 52.29
    propanediol butyl ether 39.79
    triethyl orthoformate 38.58
    p-tert-butyltoluene 14.68
    methyl 4-tert-butylbenzoate 64.18
    morpholine 171.47
    tert-butylamine 9.19
    n-dodecanol 8.34
    dimethoxymethane 206.91
    ethylene carbonate 185.24
    cyrene 94.23
    2-ethoxyethyl acetate 71.76
    2-ethylhexyl acetate 44.82
    1,2,4-trichlorobenzene 266.9
    4-methylpyridine 330.32
    dibutyl ether 20.6
    2,6-dimethyl-4-heptanol 11.81
    DEF 166.92
    dimethyl isosorbide 125.59
    tetrachloroethylene 343.24
    eugenol 72.13
    triacetin 84.0
    span 80 46.29
    1,4-butanediol 16.71
    1,1-dichloroethane 362.24
    2-methyl-1-pentanol 28.76
    methyl formate 209.47
    2-methyl-1-butanol 24.67
    n-decane 1.33
    butyronitrile 86.55
    3,7-dimethyl-1-octanol 15.96
    1-chlorooctane 11.18
    1-chlorotetradecane 5.09
    n-nonane 1.03
    undecane 1.13
    tert-butylcyclohexane 1.98
    cyclooctane 0.85
    cyclopentanol 58.19
    tetrahydropyran 126.33
    tert-amyl methyl ether 22.85
    2,5,8-trioxanonane 116.67
    1-hexene 10.82
    2-isopropoxyethanol 45.3
    2,2,2-trifluoroethanol 68.04
    methyl butyrate 123.38

    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