3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propenenitrile

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  • Identifiers

    CAS number
    72214-33-6

    Molecular formula
    C12H17N

    SMILES
    CC1=C(C(CCC1)(C)C)C=CC#N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 48.23%
    Woody 47.22%
    Citrus 43.27%
    Spicy 37.5%
    Sweet 36.8%
    Fruity 36.58%
    Dry 31.81%
    Fresh 31.02%
    Orris 29.64%
    Powdery 28.79%

     

    Flavor
    Woody 40.61%
    Balsam 25.11%
    Wood 24.51%
    Herbal 23.94%
    Bitter 21.75%
    Oriental 21.55%
    Spicy 21.5%
    Nitrile 20.39%
    Camphor 20.08%
    Diterpene 20.08%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.89 (weak base)

    Molecular weight
    175.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    254°C

    Flash point

    • 115.39 ˚C est.

  • Synonyms

    • 72214-33-6
    • DTXSID3072539
    • 3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-Propenenitrile

  • Applications

    Chemical name: 3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propenenitrile (CAS 72214-33-6) is primarily encountered as an intermediate in organic synthesis, providing a reactive acrylonitrile moiety linked to a terpenoid cyclohexene fragment. It may be used as a specialty monomer or intermediate in polymer chemistry, enabling incorporation of a nitrile function with a bulky hydrocarbon substituent into the polymer network. The terpenoid portion suggests potential applications in perfumery as a fragrance ingredient or fixative, and the compound can serve as an additive or intermediate in coatings, inks, and related formulations. It is also evaluated as a precursor for functionally active compounds in broader chemical, pharmaceutical, and agricultural contexts, subject to regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 388.45
    methanol 494.55
    isopropanol 212.9
    water 1.4
    ethyl acetate 1517.08
    n-propanol 354.78
    acetone 2047.69
    n-butanol 254.2
    acetonitrile 1304.91
    DMF 2241.28
    toluene 971.88
    isobutanol 206.83
    1,4-dioxane 2021.26
    methyl acetate 1495.0
    THF 4116.91
    2-butanone 1548.54
    n-pentanol 169.56
    sec-butanol 199.27
    n-hexane 63.22
    ethylene glycol 112.31
    NMP 3523.55
    cyclohexane 184.17
    DMSO 2268.3
    n-butyl acetate 853.33
    n-octanol 126.16
    chloroform 2589.01
    n-propyl acetate 624.15
    acetic acid 608.31
    dichloromethane 3136.19
    cyclohexanone 2343.79
    propylene glycol 122.03
    isopropyl acetate 742.85
    DMAc 1458.32
    2-ethoxyethanol 356.32
    isopentanol 198.06
    n-heptane 48.89
    ethyl formate 776.63
    1,2-dichloroethane 2167.67
    n-hexanol 288.61
    2-methoxyethanol 695.63
    isobutyl acetate 319.1
    tetrachloromethane 418.8
    n-pentyl acetate 428.83
    transcutol 2108.25
    n-heptanol 119.98
    ethylbenzene 273.68
    MIBK 507.4
    2-propoxyethanol 625.44
    tert-butanol 242.44
    MTBE 511.41
    2-butoxyethanol 298.08
    propionic acid 559.84
    o-xylene 375.37
    formic acid 308.65
    diethyl ether 962.38
    m-xylene 461.66
    p-xylene 320.01
    chlorobenzene 1467.02
    dimethyl carbonate 815.02
    n-octane 14.9
    formamide 712.69
    cyclopentanone 4101.73
    2-pentanone 1181.16
    anisole 725.98
    cyclopentyl methyl ether 1627.8
    gamma-butyrolactone 4369.48
    1-methoxy-2-propanol 485.38
    pyridine 2092.23
    3-pentanone 1205.27
    furfural 2315.63
    n-dodecane 9.79
    diethylene glycol 416.25
    diisopropyl ether 247.7
    tert-amyl alcohol 199.33
    acetylacetone 1626.64
    n-hexadecane 12.27
    acetophenone 648.53
    methyl propionate 1351.88
    isopentyl acetate 629.08
    trichloroethylene 4227.56
    n-nonanol 108.66
    cyclohexanol 396.06
    benzyl alcohol 333.85
    2-ethylhexanol 180.69
    isooctanol 94.15
    dipropyl ether 411.73
    1,2-dichlorobenzene 1198.9
    ethyl lactate 228.26
    propylene carbonate 1541.43
    n-methylformamide 1316.38
    2-pentanol 167.66
    n-pentane 57.46
    1-propoxy-2-propanol 421.34
    1-methoxy-2-propyl acetate 961.89
    2-(2-methoxypropoxy) propanol 341.88
    mesitylene 243.55
    ε-caprolactone 1707.14
    p-cymene 159.64
    epichlorohydrin 3804.57
    1,1,1-trichloroethane 1748.45
    2-aminoethanol 201.01
    morpholine-4-carbaldehyde 2062.82
    sulfolane 3859.88
    2,2,4-trimethylpentane 24.75
    2-methyltetrahydrofuran 2529.46
    n-hexyl acetate 606.03
    isooctane 21.52
    2-(2-butoxyethoxy)ethanol 468.77
    sec-butyl acetate 389.46
    tert-butyl acetate 719.22
    decalin 66.02
    glycerin 177.45
    diglyme 1132.05
    acrylic acid 597.21
    isopropyl myristate 185.4
    n-butyric acid 588.09
    acetyl acetate 1035.45
    di(2-ethylhexyl) phthalate 174.47
    ethyl propionate 631.95
    nitromethane 2517.78
    1,2-diethoxyethane 742.49
    benzonitrile 788.37
    trioctyl phosphate 128.41
    1-bromopropane 877.35
    gamma-valerolactone 3047.74
    n-decanol 78.66
    triethyl phosphate 244.64
    4-methyl-2-pentanol 105.1
    propionitrile 795.45
    vinylene carbonate 1368.32
    1,1,2-trichlorotrifluoroethane 1293.76
    DMS 862.27
    cumene 145.64
    2-octanol 79.44
    2-hexanone 568.07
    octyl acetate 242.59
    limonene 260.52
    1,2-dimethoxyethane 844.87
    ethyl orthosilicate 227.29
    tributyl phosphate 194.18
    diacetone alcohol 496.82
    N,N-dimethylaniline 375.14
    acrylonitrile 1131.46
    aniline 717.28
    1,3-propanediol 248.3
    bromobenzene 1680.89
    dibromomethane 1796.3
    1,1,2,2-tetrachloroethane 2474.95
    2-methyl-cyclohexyl acetate 386.7
    tetrabutyl urea 232.72
    diisobutyl methanol 103.72
    2-phenylethanol 414.08
    styrene 402.48
    dioctyl adipate 293.36
    dimethyl sulfate 1290.63
    ethyl butyrate 541.75
    methyl lactate 397.51
    butyl lactate 270.88
    diethyl carbonate 367.04
    propanediol butyl ether 274.57
    triethyl orthoformate 358.77
    p-tert-butyltoluene 161.06
    methyl 4-tert-butylbenzoate 404.02
    morpholine 2032.91
    tert-butylamine 164.95
    n-dodecanol 58.06
    dimethoxymethane 1415.97
    ethylene carbonate 1123.0
    cyrene 452.09
    2-ethoxyethyl acetate 811.71
    2-ethylhexyl acetate 549.49
    1,2,4-trichlorobenzene 1297.32
    4-methylpyridine 1864.87
    dibutyl ether 267.08
    2,6-dimethyl-4-heptanol 103.72
    DEF 1199.49
    dimethyl isosorbide 933.69
    tetrachloroethylene 1510.26
    eugenol 340.34
    triacetin 642.1
    span 80 274.42
    1,4-butanediol 98.75
    1,1-dichloroethane 1724.22
    2-methyl-1-pentanol 146.59
    methyl formate 1262.7
    2-methyl-1-butanol 188.89
    n-decane 19.39
    butyronitrile 610.57
    3,7-dimethyl-1-octanol 131.51
    1-chlorooctane 140.56
    1-chlorotetradecane 45.48
    n-nonane 19.55
    undecane 13.4
    tert-butylcyclohexane 46.66
    cyclooctane 60.29
    cyclopentanol 559.77
    tetrahydropyran 1993.69
    tert-amyl methyl ether 377.43
    2,5,8-trioxanonane 640.15
    1-hexene 203.07
    2-isopropoxyethanol 246.94
    2,2,2-trifluoroethanol 348.2
    methyl butyrate 709.27

    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