3-Cyclohexene-1-carbonitrile, 3-(4-methyl-3-penten-1-yl)-

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  • Identifiers

    CAS number
    68084-04-8

    Molecular formula
    C13H19N

    SMILES
    CC(=CCCC1=CCCC(C1)C#N)C

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Citrus 67.8%
    Fresh 43.1%
    Aldehydic 41.63%
    Ozone 39.67%
    Lemon 38.92%
    Floral 36.26%
    Green 35.02%
    Spicy 31.53%
    Metallic 29.19%
    Herbal 28.65%

     

    Flavor
    Woody 48.04%
    Herbal 45.94%
    Wood 39.59%
    Spice 39.35%
    Spicy 30.93%
    Herb 28.61%
    Fresh 24.53%
    Diterpene 22.4%
    Low 22.23%
    Balsamic 21.99%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.41 (weak base)

    Molecular weight
    189.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    294°C

    Flash point

    • 126.89 ˚C est.

  • Synonyms

    • 3-(4-Methyl-3-pentenyl)cyclohex-3-ene-1-carbonitrile
    • 68084-04-8
    • EINECS 268-417-2
    • 3-(4-methylpent-3-enyl)cyclohex-3-ene-1-carbonitrile
    • 3-Cyclohexene-1-carbonitrile, 3-(4-methyl-3-pentenyl)-
    • DTXSID50867463
    • 3-(4'-Methyl-3'-pentenyl)-3-cyclohexene-1-carbonitrile
    • 3-Cyclohexene-1-carbonitrile, 3-(4-methyl-3-penten-1-yl)-
    • 3-(4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbonitrile
    • SCHEMBL3506657
    • DTXCID30815649
    • GEJOPKQYKGEUFA-UHFFFAOYSA-N
    • NS00063510
    • 3-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbonitrile
    • 268-417-2

  • Applications

    3-Cyclohexene-1-carbonitrile, 3-(4-methyl-3-penten-1-yl)- (CAS 68084-04-8) is primarily used as an industrial intermediate and functional monomer, serving as a ROMP-compatible building block for nitrile-containing polymers and copolymers used in advanced materials; it also functions as a reactive monomer or crosslinking agent in coatings and inks to improve cure performance and adhesion; in adhesives, it can act as a modifying monomer to tailor network formation; in fragrance chemistry, it may serve as an intermediate for synthesizing aroma compounds; and as a general building block in the synthesis of other nitrile-containing specialty chemicals, subject to formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 324.89
    methanol 334.15
    isopropanol 211.75
    water 0.18
    ethyl acetate 699.19
    n-propanol 264.87
    acetone 684.62
    n-butanol 276.44
    acetonitrile 394.06
    DMF 652.11
    toluene 380.47
    isobutanol 173.42
    1,4-dioxane 820.52
    methyl acetate 449.18
    THF 950.08
    2-butanone 543.96
    n-pentanol 184.11
    sec-butanol 175.88
    n-hexane 72.34
    ethylene glycol 53.45
    NMP 456.44
    cyclohexane 145.79
    DMSO 579.74
    n-butyl acetate 539.57
    n-octanol 106.66
    chloroform 1310.62
    n-propyl acetate 341.46
    acetic acid 298.26
    dichloromethane 1093.98
    cyclohexanone 712.32
    propylene glycol 92.85
    isopropyl acetate 380.95
    DMAc 504.67
    2-ethoxyethanol 239.76
    isopentanol 204.12
    n-heptane 58.94
    ethyl formate 283.19
    1,2-dichloroethane 694.29
    n-hexanol 291.85
    2-methoxyethanol 364.26
    isobutyl acetate 217.51
    tetrachloromethane 194.3
    n-pentyl acetate 238.2
    transcutol 1578.91
    n-heptanol 108.82
    ethylbenzene 147.57
    MIBK 270.88
    2-propoxyethanol 403.25
    tert-butanol 235.86
    MTBE 304.79
    2-butoxyethanol 214.84
    propionic acid 245.58
    o-xylene 154.72
    formic acid 88.41
    diethyl ether 587.7
    m-xylene 201.06
    p-xylene 169.63
    chlorobenzene 407.94
    dimethyl carbonate 183.34
    n-octane 19.78
    formamide 137.79
    cyclopentanone 723.36
    2-pentanone 519.79
    anisole 290.19
    cyclopentyl methyl ether 446.49
    gamma-butyrolactone 674.09
    1-methoxy-2-propanol 311.22
    pyridine 698.77
    3-pentanone 396.96
    furfural 588.63
    n-dodecane 14.88
    diethylene glycol 242.31
    diisopropyl ether 154.9
    tert-amyl alcohol 164.92
    acetylacetone 544.76
    n-hexadecane 17.48
    acetophenone 249.94
    methyl propionate 409.36
    isopentyl acetate 410.01
    trichloroethylene 1203.55
    n-nonanol 101.59
    cyclohexanol 267.86
    benzyl alcohol 192.8
    2-ethylhexanol 174.96
    isooctanol 90.29
    dipropyl ether 342.88
    1,2-dichlorobenzene 336.71
    ethyl lactate 134.36
    propylene carbonate 401.9
    n-methylformamide 246.56
    2-pentanol 179.47
    n-pentane 60.9
    1-propoxy-2-propanol 333.26
    1-methoxy-2-propyl acetate 423.45
    2-(2-methoxypropoxy) propanol 236.0
    mesitylene 122.44
    ε-caprolactone 500.39
    p-cymene 97.41
    epichlorohydrin 747.02
    1,1,1-trichloroethane 616.62
    2-aminoethanol 116.01
    morpholine-4-carbaldehyde 510.44
    sulfolane 606.77
    2,2,4-trimethylpentane 22.55
    2-methyltetrahydrofuran 608.04
    n-hexyl acetate 300.27
    isooctane 22.7
    2-(2-butoxyethoxy)ethanol 352.1
    sec-butyl acetate 233.68
    tert-butyl acetate 344.04
    decalin 50.5
    glycerin 117.21
    diglyme 720.06
    acrylic acid 214.28
    isopropyl myristate 124.39
    n-butyric acid 427.71
    acetyl acetate 409.5
    di(2-ethylhexyl) phthalate 112.1
    ethyl propionate 274.46
    nitromethane 554.12
    1,2-diethoxyethane 620.11
    benzonitrile 316.17
    trioctyl phosphate 78.62
    1-bromopropane 456.79
    gamma-valerolactone 760.25
    n-decanol 76.47
    triethyl phosphate 136.91
    4-methyl-2-pentanol 108.85
    propionitrile 349.38
    vinylene carbonate 391.98
    1,1,2-trichlorotrifluoroethane 506.4
    DMS 288.57
    cumene 91.8
    2-octanol 70.75
    2-hexanone 313.9
    octyl acetate 144.84
    limonene 149.97
    1,2-dimethoxyethane 490.99
    ethyl orthosilicate 139.5
    tributyl phosphate 105.88
    diacetone alcohol 280.69
    N,N-dimethylaniline 168.76
    acrylonitrile 366.6
    aniline 307.12
    1,3-propanediol 168.48
    bromobenzene 478.02
    dibromomethane 738.39
    1,1,2,2-tetrachloroethane 892.8
    2-methyl-cyclohexyl acetate 219.09
    tetrabutyl urea 123.54
    diisobutyl methanol 112.55
    2-phenylethanol 218.38
    styrene 206.67
    dioctyl adipate 177.11
    dimethyl sulfate 238.36
    ethyl butyrate 350.9
    methyl lactate 162.22
    butyl lactate 166.78
    diethyl carbonate 226.25
    propanediol butyl ether 197.42
    triethyl orthoformate 238.15
    p-tert-butyltoluene 99.28
    methyl 4-tert-butylbenzoate 202.67
    morpholine 791.0
    tert-butylamine 166.67
    n-dodecanol 62.18
    dimethoxymethane 426.49
    ethylene carbonate 342.78
    cyrene 195.75
    2-ethoxyethyl acetate 384.7
    2-ethylhexyl acetate 323.83
    1,2,4-trichlorobenzene 381.35
    4-methylpyridine 585.05
    dibutyl ether 231.85
    2,6-dimethyl-4-heptanol 112.55
    DEF 426.92
    dimethyl isosorbide 402.08
    tetrachloroethylene 566.87
    eugenol 193.99
    triacetin 321.42
    span 80 208.98
    1,4-butanediol 70.87
    1,1-dichloroethane 638.47
    2-methyl-1-pentanol 148.26
    methyl formate 204.59
    2-methyl-1-butanol 180.41
    n-decane 26.31
    butyronitrile 378.73
    3,7-dimethyl-1-octanol 121.65
    1-chlorooctane 106.58
    1-chlorotetradecane 45.78
    n-nonane 26.0
    undecane 18.9
    tert-butylcyclohexane 41.14
    cyclooctane 45.35
    cyclopentanol 218.07
    tetrahydropyran 901.15
    tert-amyl methyl ether 196.89
    2,5,8-trioxanonane 449.76
    1-hexene 215.98
    2-isopropoxyethanol 188.41
    2,2,2-trifluoroethanol 100.72
    methyl butyrate 344.72

    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