3-(4,7,7-Trimethylbicyclo(4.1.0)hept-3-ylidene)propiononitrile

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  • Identifiers

    CAS number
    68804-02-4

    Molecular formula
    C13H19N

    SMILES
    CC\1CC2C(C2(C)C)C/C1=C/CC#N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Woody 65.67%
    Floral 63.24%
    Spicy 36.61%
    Citrus 35.3%
    Sandalwood 35.15%
    Fresh 34.91%
    Dry 34.63%
    Amber 31.74%
    Rose 31.47%
    Ozone 31.38%

     

    Flavor
    Woody 43.81%
    Wood 28.45%
    Herbal 27.87%
    Bitter 26.08%
    Herb 24.16%
    Sandalwood 21.55%
    Fir needle 21.32%
    Spice 21.28%
    Balsam 20.8%
    Oriental 20.56%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.98 (weak base)

    Molecular weight
    189.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    309°C

    Flash point

    • 96.14 ˚C est.

  • Synonyms

    • 68804-02-4
    • 3-(4,7,7-Trimethylbicyclo(4.1.0)hept-3-ylidene)propiononitrile
    • EINECS 272-321-6
    • (3Z)-3-(4,7,7-trimethyl-3-bicyclo[4.1.0]heptanylidene)propanenitrile
    • 3-(4,7,7-TRIMETHYLBICYCLO[4.1.0]HEPT-3-YLIDENE)PROPIONONITRILE
    • WHPKEUKLQUSZBC-YHYXMXQVSA-N
    • 3-(4,7,7-Trimethylbicyclo(4.1.0)hept-3-ylidene)propanenitrile
    • Propanenitrile,3-(4,7,7-trimethylbicyclo[4.1.0]hept-3-ylidene)-
    • 272-321-6
    • 801-664-1

  • Applications

    3-(4,7,7-Trimethylbicyclo(4.1.0)hept-3-ylidene)propiononitrile, CAS 68804-02-4, is a norbornene-derived nitrile that is used as a specialized organic intermediate and building block in several industrial sectors. In practice, it is commonly employed as a monomer or comonomer in ROMP-based polymer systems to produce specialty polymers; as a functional or crosslinking component in coatings, inks, and adhesives; as a precursor for pharmaceutical or agrochemical synthesis; and, given its strained bicyclic core and nitrile functionality, as a precursor for functional materials in electronics and other advanced material applications, subject to applicable regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 259.6
    methanol 247.13
    isopropanol 230.54
    water 1.3
    ethyl acetate 535.4
    n-propanol 229.37
    acetone 799.91
    n-butanol 191.99
    acetonitrile 460.27
    DMF 650.54
    toluene 268.89
    isobutanol 160.61
    1,4-dioxane 770.62
    methyl acetate 542.99
    THF 1022.73
    2-butanone 561.49
    n-pentanol 116.46
    sec-butanol 146.22
    n-hexane 17.33
    ethylene glycol 108.61
    NMP 334.31
    cyclohexane 46.83
    DMSO 467.32
    n-butyl acetate 274.12
    n-octanol 92.32
    chloroform 847.98
    n-propyl acetate 255.09
    acetic acid 218.38
    dichloromethane 714.46
    cyclohexanone 527.99
    propylene glycol 132.11
    isopropyl acetate 364.6
    DMAc 466.16
    2-ethoxyethanol 226.48
    isopentanol 162.85
    n-heptane 20.1
    ethyl formate 253.9
    1,2-dichloroethane 475.63
    n-hexanol 170.88
    2-methoxyethanol 385.77
    isobutyl acetate 191.67
    tetrachloromethane 135.62
    n-pentyl acetate 174.42
    transcutol 852.11
    n-heptanol 91.14
    ethylbenzene 121.71
    MIBK 272.76
    2-propoxyethanol 342.92
    tert-butanol 236.38
    MTBE 296.2
    2-butoxyethanol 201.64
    propionic acid 229.28
    o-xylene 143.21
    formic acid 97.38
    diethyl ether 364.98
    m-xylene 180.33
    p-xylene 168.86
    chlorobenzene 322.35
    dimethyl carbonate 285.98
    n-octane 10.42
    formamide 185.23
    cyclopentanone 792.05
    2-pentanone 429.02
    anisole 294.13
    cyclopentyl methyl ether 356.22
    gamma-butyrolactone 695.75
    1-methoxy-2-propanol 350.85
    pyridine 512.94
    3-pentanone 368.83
    furfural 513.73
    n-dodecane 10.61
    diethylene glycol 305.11
    diisopropyl ether 126.93
    tert-amyl alcohol 144.84
    acetylacetone 636.3
    n-hexadecane 12.6
    acetophenone 244.88
    methyl propionate 435.81
    isopentyl acetate 262.4
    trichloroethylene 841.81
    n-nonanol 84.36
    cyclohexanol 169.94
    benzyl alcohol 176.0
    2-ethylhexanol 98.25
    isooctanol 76.42
    dipropyl ether 160.18
    1,2-dichlorobenzene 272.57
    ethyl lactate 140.5
    propylene carbonate 388.54
    n-methylformamide 322.26
    2-pentanol 133.57
    n-pentane 20.84
    1-propoxy-2-propanol 245.9
    1-methoxy-2-propyl acetate 383.27
    2-(2-methoxypropoxy) propanol 200.69
    mesitylene 113.65
    ε-caprolactone 403.99
    p-cymene 77.23
    epichlorohydrin 737.19
    1,1,1-trichloroethane 472.85
    2-aminoethanol 149.23
    morpholine-4-carbaldehyde 456.42
    sulfolane 514.11
    2,2,4-trimethylpentane 12.93
    2-methyltetrahydrofuran 515.48
    n-hexyl acetate 243.69
    isooctane 15.17
    2-(2-butoxyethoxy)ethanol 264.69
    sec-butyl acetate 197.46
    tert-butyl acetate 342.78
    decalin 24.78
    glycerin 161.1
    diglyme 559.96
    acrylic acid 212.82
    isopropyl myristate 103.61
    n-butyric acid 267.77
    acetyl acetate 393.84
    di(2-ethylhexyl) phthalate 95.51
    ethyl propionate 241.66
    nitromethane 580.59
    1,2-diethoxyethane 316.41
    benzonitrile 271.47
    trioctyl phosphate 69.74
    1-bromopropane 243.4
    gamma-valerolactone 747.87
    n-decanol 64.31
    triethyl phosphate 104.89
    4-methyl-2-pentanol 102.25
    propionitrile 352.46
    vinylene carbonate 393.46
    1,1,2-trichlorotrifluoroethane 425.23
    DMS 325.23
    cumene 83.32
    2-octanol 67.78
    2-hexanone 244.8
    octyl acetate 119.46
    limonene 92.83
    1,2-dimethoxyethane 433.81
    ethyl orthosilicate 95.16
    tributyl phosphate 86.58
    diacetone alcohol 299.98
    N,N-dimethylaniline 155.28
    acrylonitrile 416.4
    aniline 245.7
    1,3-propanediol 190.05
    bromobenzene 347.07
    dibromomethane 438.34
    1,1,2,2-tetrachloroethane 605.97
    2-methyl-cyclohexyl acetate 164.4
    tetrabutyl urea 95.14
    diisobutyl methanol 80.57
    2-phenylethanol 205.05
    styrene 151.61
    dioctyl adipate 134.11
    dimethyl sulfate 312.97
    ethyl butyrate 201.78
    methyl lactate 222.21
    butyl lactate 147.49
    diethyl carbonate 162.13
    propanediol butyl ether 192.41
    triethyl orthoformate 147.44
    p-tert-butyltoluene 81.51
    methyl 4-tert-butylbenzoate 197.96
    morpholine 620.09
    tert-butylamine 139.47
    n-dodecanol 50.98
    dimethoxymethane 504.58
    ethylene carbonate 337.99
    cyrene 186.78
    2-ethoxyethyl acetate 319.62
    2-ethylhexyl acetate 198.83
    1,2,4-trichlorobenzene 297.77
    4-methylpyridine 431.73
    dibutyl ether 127.83
    2,6-dimethyl-4-heptanol 80.57
    DEF 293.14
    dimethyl isosorbide 338.36
    tetrachloroethylene 352.48
    eugenol 178.79
    triacetin 297.14
    span 80 163.21
    1,4-butanediol 87.19
    1,1-dichloroethane 525.29
    2-methyl-1-pentanol 97.76
    methyl formate 293.85
    2-methyl-1-butanol 130.09
    n-decane 17.17
    butyronitrile 281.18
    3,7-dimethyl-1-octanol 98.74
    1-chlorooctane 74.14
    1-chlorotetradecane 32.52
    n-nonane 15.35
    undecane 13.04
    tert-butylcyclohexane 22.7
    cyclooctane 17.89
    cyclopentanol 208.92
    tetrahydropyran 594.88
    tert-amyl methyl ether 165.95
    2,5,8-trioxanonane 350.07
    1-hexene 70.52
    2-isopropoxyethanol 179.55
    2,2,2-trifluoroethanol 143.64
    methyl butyrate 264.03

    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