4-Hexenenitrile, 2-ethenyl-2,5-dimethyl-

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  • Identifiers

    CAS number
    97384-47-9

    Molecular formula
    C10H15N

    SMILES
    CC(=CCC(C)(C=C)C#N)C

    Safety labels

  • Odor profile

    Fragrance
    Citrus 69.39%
    Herbal 66.87%
    Green 55.16%
    Lemon 47.7%
    Fresh 46.67%
    Sweet 45.47%
    Spicy 43.95%
    Woody 42.2%
    Fruity 35.56%
    Terpenic 34.82%

     

    Flavor
    Woody 22.45%
    Bitter 22.22%
    Oriental 21.78%
    Herbal 21.3%
    Wood 20.79%
    Herb 20.63%
    Low 19.88%
    Diterpene 19.82%
    Nitrile 19.76%
    Ocimene 19.74%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    7.94 (neutral)

    Molecular weight
    149.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    204°C

    Flash point

    • 82.75 ˚C est.

  • Synonyms

    • 4-Hexenenitrile, 2-ethenyl-2,5-dimethyl-
    • 97384-47-9
    • 2,5-Dimethyl-2-vinyl-4-hexenenitrile
    • DTXSID80869298
    • RefChem:523606
    • DTXCID90817301
    • 2-ethenyl-2,5-dimethylhex-4-enenitrile
    • SCHEMBL8465057
    • 2,5-dimethyl-2-vinyl-4-hexene nitrile
    • 2,5-Dimethyl-2-ethenyl-4-hexenenitrile
    • NS00123271
    • 97384-47-9

  • Applications

    4-Hexenenitrile, 2-ethenyl-2,5-dimethyl-, CAS number: 97384-47-9 is used as a vinyl nitrile monomer in the synthesis of specialty polymers and plastics, enabling incorporation of nitrile functionality into copolymers to tailor chemical and mechanical properties. It is also employed as a reactive monomer in coatings and inks to promote crosslinking and enhance chemical resistance. As an organic synthesis intermediate, it may be used to prepare pharmaceutical or agrochemical building blocks. In the realm of advanced materials, it can serve as a precursor for nitrile-containing polymers used in electronics encapsulation and other high-performance applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 80.52
    methanol 54.5
    isopropanol 101.77
    water 0.92
    ethyl acetate 228.22
    n-propanol 99.22
    acetone 286.95
    n-butanol 97.28
    acetonitrile 191.49
    DMF 405.09
    toluene 129.86
    isobutanol 99.27
    1,4-dioxane 261.44
    methyl acetate 281.53
    THF 411.5
    2-butanone 332.58
    n-pentanol 76.36
    sec-butanol 123.64
    n-hexane 33.55
    ethylene glycol 29.39
    NMP 426.15
    cyclohexane 55.63
    DMSO 236.32
    n-butyl acetate 256.72
    n-octanol 117.46
    chloroform 542.93
    n-propyl acetate 166.77
    acetic acid 121.69
    dichloromethane 429.91
    cyclohexanone 439.13
    propylene glycol 65.01
    isopropyl acetate 171.13
    DMAc 402.73
    2-ethoxyethanol 90.83
    isopentanol 101.7
    n-heptane 50.14
    ethyl formate 157.95
    1,2-dichloroethane 238.21
    n-hexanol 152.45
    2-methoxyethanol 137.47
    isobutyl acetate 132.07
    tetrachloromethane 111.57
    n-pentyl acetate 151.05
    transcutol 311.73
    n-heptanol 103.04
    ethylbenzene 110.71
    MIBK 161.87
    2-propoxyethanol 170.22
    tert-butanol 161.54
    MTBE 156.77
    2-butoxyethanol 130.34
    propionic acid 153.17
    o-xylene 120.59
    formic acid 31.98
    diethyl ether 109.83
    m-xylene 118.79
    p-xylene 166.32
    chlorobenzene 209.6
    dimethyl carbonate 120.32
    n-octane 24.16
    formamide 60.74
    cyclopentanone 551.7
    2-pentanone 223.2
    anisole 199.1
    cyclopentyl methyl ether 203.37
    gamma-butyrolactone 490.57
    1-methoxy-2-propanol 143.69
    pyridine 269.44
    3-pentanone 221.48
    furfural 414.62
    n-dodecane 24.57
    diethylene glycol 101.55
    diisopropyl ether 67.9
    tert-amyl alcohol 156.58
    acetylacetone 299.1
    n-hexadecane 27.49
    acetophenone 215.68
    methyl propionate 205.5
    isopentyl acetate 238.07
    trichloroethylene 532.26
    n-nonanol 107.41
    cyclohexanol 139.37
    benzyl alcohol 129.42
    2-ethylhexanol 136.47
    isooctanol 91.29
    dipropyl ether 144.53
    1,2-dichlorobenzene 217.93
    ethyl lactate 105.25
    propylene carbonate 344.07
    n-methylformamide 142.65
    2-pentanol 89.87
    n-pentane 25.99
    1-propoxy-2-propanol 170.38
    1-methoxy-2-propyl acetate 224.71
    2-(2-methoxypropoxy) propanol 180.09
    mesitylene 92.92
    ε-caprolactone 332.36
    p-cymene 108.76
    epichlorohydrin 365.86
    1,1,1-trichloroethane 367.63
    2-aminoethanol 56.55
    morpholine-4-carbaldehyde 328.86
    sulfolane 508.34
    2,2,4-trimethylpentane 25.12
    2-methyltetrahydrofuran 330.1
    n-hexyl acetate 234.91
    isooctane 22.07
    2-(2-butoxyethoxy)ethanol 183.77
    sec-butyl acetate 139.23
    tert-butyl acetate 203.78
    decalin 45.2
    glycerin 74.79
    diglyme 314.74
    acrylic acid 142.03
    isopropyl myristate 132.23
    n-butyric acid 184.46
    acetyl acetate 194.13
    di(2-ethylhexyl) phthalate 120.96
    ethyl propionate 160.84
    nitromethane 282.22
    1,2-diethoxyethane 154.46
    benzonitrile 210.64
    trioctyl phosphate 95.64
    1-bromopropane 160.42
    gamma-valerolactone 466.54
    n-decanol 90.06
    triethyl phosphate 118.83
    4-methyl-2-pentanol 73.66
    propionitrile 178.01
    vinylene carbonate 295.96
    1,1,2-trichlorotrifluoroethane 276.37
    DMS 207.99
    cumene 95.33
    2-octanol 87.66
    2-hexanone 202.46
    octyl acetate 155.69
    limonene 147.55
    1,2-dimethoxyethane 210.83
    ethyl orthosilicate 103.47
    tributyl phosphate 105.42
    diacetone alcohol 204.16
    N,N-dimethylaniline 160.01
    acrylonitrile 215.36
    aniline 135.11
    1,3-propanediol 74.92
    bromobenzene 230.22
    dibromomethane 282.34
    1,1,2,2-tetrachloroethane 415.47
    2-methyl-cyclohexyl acetate 195.74
    tetrabutyl urea 140.58
    diisobutyl methanol 96.2
    2-phenylethanol 160.58
    styrene 124.72
    dioctyl adipate 180.34
    dimethyl sulfate 193.81
    ethyl butyrate 213.95
    methyl lactate 121.11
    butyl lactate 130.7
    diethyl carbonate 165.36
    propanediol butyl ether 133.97
    triethyl orthoformate 141.44
    p-tert-butyltoluene 111.31
    methyl 4-tert-butylbenzoate 232.04
    morpholine 244.67
    tert-butylamine 108.6
    n-dodecanol 77.75
    dimethoxymethane 169.36
    ethylene carbonate 228.6
    cyrene 196.22
    2-ethoxyethyl acetate 179.2
    2-ethylhexyl acetate 202.29
    1,2,4-trichlorobenzene 262.96
    4-methylpyridine 286.85
    dibutyl ether 131.72
    2,6-dimethyl-4-heptanol 96.2
    DEF 217.43
    dimethyl isosorbide 335.83
    tetrachloroethylene 244.36
    eugenol 187.27
    triacetin 256.08
    span 80 187.19
    1,4-butanediol 40.06
    1,1-dichloroethane 303.58
    2-methyl-1-pentanol 88.64
    methyl formate 139.07
    2-methyl-1-butanol 100.92
    n-decane 34.1
    butyronitrile 166.38
    3,7-dimethyl-1-octanol 125.64
    1-chlorooctane 101.84
    1-chlorotetradecane 55.97
    n-nonane 32.22
    undecane 28.46
    tert-butylcyclohexane 45.69
    cyclooctane 25.3
    cyclopentanol 175.92
    tetrahydropyran 263.73
    tert-amyl methyl ether 132.8
    2,5,8-trioxanonane 254.77
    1-hexene 85.83
    2-isopropoxyethanol 95.77
    2,2,2-trifluoroethanol 71.74
    methyl butyrate 219.82

    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