Phenylhydrazine

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  • Identifiers

    CAS number
    100-63-0

    Molecular formula
    C6H8N2

    SMILES
    C1=CC=C(C=C1)NN

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fishy 59.3%
    Cheesy 43.11%
    Ripe 36.88%
    Animal 32.72%
    Meaty 30.82%
    Burnt 27.07%
    Odorless 26.74%
    Sulfurous 22.91%
    Cooked 22.55%
    Smoky 22.55%

     

    Flavor
    Sulfurous 40.79%
    Meaty 40.67%
    Fishy 35.24%
    Mild 29.08%
    Garlic 28.59%
    Onion 28.17%
    Sulfury 25.61%
    Ammoniacal 25.24%
    Roasted 24.58%
    Phenolic 23.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    4.55 (weak acid)

    Molecular weight
    108.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 68 °F (USCG, 1999)
    • 19.5 °C
    • MP: 243-6 °C, decomposes; molecular wt 144.60 /Phenylhydrazine hydrochloride/
    • Liquid Molar Volume= 0.098820 cu m/kmol; IG Heat of Formation= 2.0350X10+8 J/kmol; Heat of Fusion at the Melting Point= 1.6429X10+7 J/kmol.
    • 67 °F

    Boiling point

    • 471 °F at 760 mmHg (with decomposition) (USCG, 1999)
    • 243.5 °C, decomp (760 mm Hg); 173.5 °C at 100 mm Hg; 148.2 °C at 40 mm Hg; 131.5 °C at 20 mm Hg; 115.8 °C at 10 mm Hg; 101.6 °C at 5 mm Hg; 71.8 °C at 1 mm Hg
    • 470 °F (decomposes)
    • 470 °F (Decomposes)

    Flash point

    • 106.21 ˚C est.
    • 190 °F (USCG, 1999)
    • 88 °C
    • 190 °F, 88 °C (closed cup)
    • 88 °C c.c.
    • 190 °F

    Solubility expt.

    • Slight (NIOSH, 2024)
    • Sparingly sol petroleum ether, sol in dil acids. Miscible in alcohol, ether, chloroform, and benzene
    • Soluble in oxygenated, chlorinated, and aromatic solvents.
    • Very soluble in acetone.
    • In water, 1.27X10+5 mg/L at 25 °C
    • Solubility in water, g/100ml at 25 °C: 14.5
    • Slight

  • Synonyms

    • PHENYLHYDRAZINE
    • 100-63-0
    • Hydrazinobenzene
    • Hydrazine, phenyl-
    • 1-Phenylhydrazine
    • phenyl hydrazine
    • Monophenylhydrazine
    • Phenylhydrazin
    • Hydrazine-benzene
    • Fenilidrazina
    • Fenylhydrazine
    • Phenyldiazane
    • PhNHNH2
    • CCRIS 511
    • CHEBI:27924
    • phenyl-hydrazine
    • HSDB 1117
    • EINECS 202-873-5
    • UN2572
    • BRN 0606080
    • DTXSID8021147
    • UNII-064F424C9K
    • AI3-15399
    • HYDRAZINE,PHENYL
    • 064F424C9K
    • UN 2572
    • PHENYLHYDRAZINE [MI]
    • PHENYLHYDRAZINE [HSDB]
    • DTXCID301147
    • PHENYLHYDRAZINE [WHO-DD]
    • EC 202-873-5
    • 4-15-00-00050 (Beilstein Handbook Reference)
    • phenylhydrazide
    • Fenylhydrazine [Dutch]
    • Fenilidrazina [Italian]
    • Phenylhydrazin [German]
    • 1-phenylhydrazine hydrochloride
    • CAS-100-63-0
    • NCGC00159378-02
    • NCGC00159378-04
    • aminoaniline
    • penylhydrazine
    • phenyihydrazine
    • Hydrazinebenzene
    • anilino nitrogen
    • phenylhy-drazine
    • N-phenylhydrazine
    • 2-phenylhydrazine
    • hydrazine, phenyl
    • MFCD00007573
    • Phenylhydrazine, 97%
    • SCHEMBL7099
    • BIDD:ER0251
    • SCHEMBL491697
    • Phenylhydrazine Hydrazinobenzene
    • CHEMBL456807
    • Phenylhydrazine (ACGIH:OSHA)
    • YLVKIBKAGUPACT-UHFFFAOYSA-N
    • Tox21_201977
    • Tox21_303018
    • BBL011601
    • BDBM50444455
    • STL163333
    • AKOS000268993
    • AD-0218
    • FP34971
    • Phenylhydrazine [UN2572] [Poison]
    • NCGC00159378-03
    • NCGC00159378-05
    • NCGC00159378-06
    • NCGC00256354-01
    • NCGC00259526-01
    • BP-13438
    • Phenylhydrazine, purum, >=95.0% (GC)
    • NS00001148
    • P0183
    • EN300-32001
    • A23856
    • C02304
    • Q290862
    • Z1954801770
    • 202-873-5

  • Applications

    Phenylhydrazine (CAS 100-63-0) is commonly used as an intermediate in the synthesis of dyes and pigments, including hydrazone- and azo-colorant routes for coatings, inks, and specialty plastics. It also serves as a versatile reagent for forming phenylhydrazones with carbonyl compounds, a standard analytical approach for identifying aldehydes and ketones in qualitative tests and quality control. In pharmaceutical and chemical manufacturing, it acts as a building block for hydrazide and heterocyclic intermediates. In polymer and coatings applications, it is employed to introduce hydrazone functionalities for crosslinking and material functionalization. Handling and use are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 197.95
    methanol 319.65
    isopropanol 134.53
    water 14.61
    ethyl acetate 156.38
    n-propanol 154.44
    acetone 435.47
    n-butanol 127.95
    acetonitrile 261.15
    DMF 559.28
    toluene 32.7
    isobutanol 88.98
    1,4-dioxane 482.98
    methyl acetate 204.01
    THF 495.93
    2-butanone 223.9
    n-pentanol 82.19
    sec-butanol 82.18
    n-hexane 5.2
    ethylene glycol 80.9
    NMP 358.05
    cyclohexane 5.36
    DMSO 1029.5
    n-butyl acetate 106.87
    n-octanol 36.29
    chloroform 247.56
    n-propyl acetate 105.55
    acetic acid 378.95
    dichloromethane 165.39
    cyclohexanone 263.19
    propylene glycol 65.26
    isopropyl acetate 75.07
    DMAc 302.55
    2-ethoxyethanol 158.41
    isopentanol 81.59
    n-heptane 9.8
    ethyl formate 173.04
    1,2-dichloroethane 121.2
    n-hexanol 88.59
    2-methoxyethanol 281.47
    isobutyl acetate 64.46
    tetrachloromethane 47.96
    n-pentyl acetate 50.4
    transcutol 287.22
    n-heptanol 47.18
    ethylbenzene 13.82
    MIBK 84.34
    2-propoxyethanol 165.55
    tert-butanol 137.98
    MTBE 95.88
    2-butoxyethanol 94.45
    propionic acid 220.0
    o-xylene 23.5
    formic acid 202.48
    diethyl ether 105.41
    m-xylene 25.06
    p-xylene 21.69
    chlorobenzene 74.9
    dimethyl carbonate 86.98
    n-octane 4.29
    formamide 291.85
    cyclopentanone 460.13
    2-pentanone 167.61
    anisole 63.32
    cyclopentyl methyl ether 146.04
    gamma-butyrolactone 517.12
    1-methoxy-2-propanol 170.48
    pyridine 217.07
    3-pentanone 103.9
    furfural 355.61
    n-dodecane 3.56
    diethylene glycol 155.71
    diisopropyl ether 22.67
    tert-amyl alcohol 81.88
    acetylacetone 195.46
    n-hexadecane 3.83
    acetophenone 67.05
    methyl propionate 133.69
    isopentyl acetate 70.11
    trichloroethylene 276.68
    n-nonanol 33.31
    cyclohexanol 73.84
    benzyl alcohol 56.77
    2-ethylhexanol 45.97
    isooctanol 37.24
    dipropyl ether 66.54
    1,2-dichlorobenzene 57.76
    ethyl lactate 58.86
    propylene carbonate 212.95
    n-methylformamide 359.47
    2-pentanol 61.52
    n-pentane 5.24
    1-propoxy-2-propanol 108.96
    1-methoxy-2-propyl acetate 90.3
    2-(2-methoxypropoxy) propanol 68.15
    mesitylene 17.17
    ε-caprolactone 187.42
    p-cymene 17.5
    epichlorohydrin 344.06
    1,1,1-trichloroethane 129.87
    2-aminoethanol 125.28
    morpholine-4-carbaldehyde 331.2
    sulfolane 517.4
    2,2,4-trimethylpentane 4.53
    2-methyltetrahydrofuran 243.47
    n-hexyl acetate 58.28
    isooctane 4.44
    2-(2-butoxyethoxy)ethanol 99.97
    sec-butyl acetate 50.49
    tert-butyl acetate 80.49
    decalin 4.6
    glycerin 136.77
    diglyme 208.15
    acrylic acid 204.66
    isopropyl myristate 25.07
    n-butyric acid 243.31
    acetyl acetate 107.24
    di(2-ethylhexyl) phthalate 27.64
    ethyl propionate 74.29
    nitromethane 779.62
    1,2-diethoxyethane 92.84
    benzonitrile 86.58
    trioctyl phosphate 24.34
    1-bromopropane 55.12
    gamma-valerolactone 444.53
    n-decanol 25.99
    triethyl phosphate 34.01
    4-methyl-2-pentanol 37.56
    propionitrile 146.09
    vinylene carbonate 194.3
    1,1,2-trichlorotrifluoroethane 219.77
    DMS 55.6
    cumene 13.22
    2-octanol 26.56
    2-hexanone 106.75
    octyl acetate 34.79
    limonene 27.18
    1,2-dimethoxyethane 251.02
    ethyl orthosilicate 31.86
    tributyl phosphate 26.99
    diacetone alcohol 111.35
    N,N-dimethylaniline 40.08
    acrylonitrile 213.82
    aniline 83.08
    1,3-propanediol 158.86
    bromobenzene 59.29
    dibromomethane 98.58
    1,1,2,2-tetrachloroethane 198.49
    2-methyl-cyclohexyl acetate 46.87
    tetrabutyl urea 36.96
    diisobutyl methanol 29.22
    2-phenylethanol 57.8
    styrene 20.36
    dioctyl adipate 36.47
    dimethyl sulfate 167.37
    ethyl butyrate 77.15
    methyl lactate 95.56
    butyl lactate 46.95
    diethyl carbonate 48.43
    propanediol butyl ether 66.78
    triethyl orthoformate 47.59
    p-tert-butyltoluene 18.51
    methyl 4-tert-butylbenzoate 58.16
    morpholine 365.99
    tert-butylamine 65.69
    n-dodecanol 20.95
    dimethoxymethane 239.97
    ethylene carbonate 157.74
    cyrene 79.69
    2-ethoxyethyl acetate 69.89
    2-ethylhexyl acetate 51.69
    1,2,4-trichlorobenzene 72.56
    4-methylpyridine 167.32
    dibutyl ether 39.23
    2,6-dimethyl-4-heptanol 29.22
    DEF 164.98
    dimethyl isosorbide 114.91
    tetrachloroethylene 134.96
    eugenol 60.68
    triacetin 65.77
    span 80 59.95
    1,4-butanediol 70.39
    1,1-dichloroethane 133.8
    2-methyl-1-pentanol 53.52
    methyl formate 288.52
    2-methyl-1-butanol 73.41
    n-decane 5.5
    butyronitrile 142.62
    3,7-dimethyl-1-octanol 32.96
    1-chlorooctane 21.0
    1-chlorotetradecane 9.28
    n-nonane 5.17
    undecane 4.29
    tert-butylcyclohexane 5.64
    cyclooctane 2.75
    cyclopentanol 127.81
    tetrahydropyran 233.41
    tert-amyl methyl ether 56.37
    2,5,8-trioxanonane 138.08
    1-hexene 22.7
    2-isopropoxyethanol 95.18
    2,2,2-trifluoroethanol 154.91
    methyl butyrate 117.55

    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