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

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  • Identifiers

    CAS number
    21690-43-7

    Molecular formula
    C13H19N

    SMILES
    CC(=CCCC1=CCC(CC1)C#N)C

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Citrus 68.4%
    Fresh 43.37%
    Aldehydic 40.49%
    Lemon 39.66%
    Ozone 38.81%
    Floral 34.44%
    Green 34.43%
    Spicy 33.59%
    Herbal 30.07%
    Grapefruit 28.92%

     

    Flavor
    Woody 49.24%
    Herbal 48.74%
    Spice 40.7%
    Wood 39.67%
    Spicy 32.8%
    Herb 28.86%
    Fresh 26.34%
    Balsamic 23.07%
    Diterpene 22.64%
    Citrus 22.59%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.48 (weak base)

    Molecular weight
    189.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Flash point

    • 128.23 ˚C est.

  • Synonyms

    • 4-(4-Methyl-3-pentenyl)cyclohex-3-ene-1-carbonitrile
    • EINECS 244-530-2
    • DTXSID90865009
    • 3-Cyclohexene-1-carbonitrile, 4-(4-methyl-3-pentenyl)-
    • 1-(4-Methyl-3-pentene)cyclohex-1-ene-4-nitrile
    • 4-(4'-Methyl-3'-pentenyl)-3-cyclohexene-1-carbonitrile
    • 4-(4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbonitrile
    • 3-Cyclohexene-1-carbonitrile, 4-(4-methyl-3-penten-1-yl)-
    • RefChem:500718
    • DTXCID10813466
    • 244-530-2
    • 21690-43-7
    • 4-(4-methylpent-3-enyl)cyclohex-3-ene-1-carbonitrile
    • SCHEMBL17627683
    • 4-(4-methylpent-3-en-1-yl)cyclohex-3-ene-1-carbonitrile
    • YLVMNUKZYAGOOK-UHFFFAOYSA-N
    • NS00051190
    • 21690-43-7

  • Applications

    3-Cyclohexene-1-carbonitrile, 4-(4-methyl-3-penten-1-yl)- (CAS 21690-43-7) is primarily used as an intermediate in fragrance chemistry, enabling synthesis of aroma compounds for perfumery and cosmetics; it also serves as a reactive building block in polymer science, where it can function as a monomer or co-monomer for specialty polymers and UV-curable coatings; in industrial manufacturing it is used as a versatile synthetic building block to introduce a nitrile and a prenyl-like side chain for further transformations; it may be evaluated for use in specialty adhesives formulations due to its crosslinkable alkene functionality; its use is governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 477.4
    methanol 491.17
    isopropanol 320.32
    water 0.23
    ethyl acetate 1233.63
    n-propanol 398.16
    acetone 1160.32
    n-butanol 407.49
    acetonitrile 755.82
    DMF 871.87
    toluene 681.93
    isobutanol 257.76
    1,4-dioxane 1397.36
    methyl acetate 743.79
    THF 1476.96
    2-butanone 946.59
    n-pentanol 272.64
    sec-butanol 275.88
    n-hexane 120.56
    ethylene glycol 63.47
    NMP 606.36
    cyclohexane 264.01
    DMSO 890.02
    n-butyl acetate 831.41
    n-octanol 131.5
    chloroform 2054.41
    n-propyl acetate 561.35
    acetic acid 461.38
    dichloromethane 1791.38
    cyclohexanone 1179.72
    propylene glycol 112.12
    isopropyl acetate 653.2
    DMAc 698.27
    2-ethoxyethanol 355.82
    isopentanol 301.9
    n-heptane 81.38
    ethyl formate 441.65
    1,2-dichloroethane 1117.89
    n-hexanol 366.87
    2-methoxyethanol 535.3
    isobutyl acetate 331.06
    tetrachloromethane 333.05
    n-pentyl acetate 346.52
    transcutol 2469.47
    n-heptanol 135.89
    ethylbenzene 225.31
    MIBK 424.48
    2-propoxyethanol 541.11
    tert-butanol 351.58
    MTBE 538.13
    2-butoxyethanol 279.83
    propionic acid 370.65
    o-xylene 244.84
    formic acid 138.65
    diethyl ether 1099.97
    m-xylene 319.81
    p-xylene 269.14
    chlorobenzene 654.62
    dimethyl carbonate 278.18
    n-octane 24.64
    formamide 240.9
    cyclopentanone 1118.86
    2-pentanone 874.53
    anisole 452.05
    cyclopentyl methyl ether 715.97
    gamma-butyrolactone 996.73
    1-methoxy-2-propanol 438.64
    pyridine 1266.55
    3-pentanone 680.72
    furfural 884.79
    n-dodecane 16.92
    diethylene glycol 313.52
    diisopropyl ether 274.31
    tert-amyl alcohol 259.44
    acetylacetone 900.16
    n-hexadecane 20.17
    acetophenone 374.39
    methyl propionate 659.35
    isopentyl acetate 615.3
    trichloroethylene 1959.96
    n-nonanol 126.24
    cyclohexanol 390.76
    benzyl alcohol 273.6
    2-ethylhexanol 230.71
    isooctanol 115.31
    dipropyl ether 518.11
    1,2-dichlorobenzene 517.12
    ethyl lactate 177.96
    propylene carbonate 580.59
    n-methylformamide 375.87
    2-pentanol 273.75
    n-pentane 100.05
    1-propoxy-2-propanol 458.27
    1-methoxy-2-propyl acetate 630.48
    2-(2-methoxypropoxy) propanol 325.97
    mesitylene 186.24
    ε-caprolactone 789.89
    p-cymene 132.53
    epichlorohydrin 1144.63
    1,1,1-trichloroethane 1009.82
    2-aminoethanol 151.72
    morpholine-4-carbaldehyde 734.06
    sulfolane 840.31
    2,2,4-trimethylpentane 33.92
    2-methyltetrahydrofuran 987.07
    n-hexyl acetate 432.33
    isooctane 33.05
    2-(2-butoxyethoxy)ethanol 505.03
    sec-butyl acetate 373.32
    tert-butyl acetate 569.86
    decalin 76.78
    glycerin 143.1
    diglyme 1097.57
    acrylic acid 317.5
    isopropyl myristate 166.75
    n-butyric acid 651.12
    acetyl acetate 711.57
    di(2-ethylhexyl) phthalate 146.22
    ethyl propionate 460.09
    nitromethane 944.69
    1,2-diethoxyethane 1005.16
    benzonitrile 477.85
    trioctyl phosphate 97.51
    1-bromopropane 748.66
    gamma-valerolactone 1181.61
    n-decanol 92.71
    triethyl phosphate 193.39
    4-methyl-2-pentanol 156.49
    propionitrile 604.36
    vinylene carbonate 571.92
    1,1,2-trichlorotrifluoroethane 720.33
    DMS 422.58
    cumene 129.15
    2-octanol 90.49
    2-hexanone 526.06
    octyl acetate 194.29
    limonene 216.96
    1,2-dimethoxyethane 776.81
    ethyl orthosilicate 198.41
    tributyl phosphate 137.74
    diacetone alcohol 396.12
    N,N-dimethylaniline 237.91
    acrylonitrile 621.7
    aniline 498.45
    1,3-propanediol 229.18
    bromobenzene 755.25
    dibromomethane 1185.83
    1,1,2,2-tetrachloroethane 1402.91
    2-methyl-cyclohexyl acetate 318.63
    tetrabutyl urea 158.84
    diisobutyl methanol 152.41
    2-phenylethanol 301.69
    styrene 328.32
    dioctyl adipate 242.2
    dimethyl sulfate 343.57
    ethyl butyrate 548.24
    methyl lactate 214.99
    butyl lactate 226.78
    diethyl carbonate 337.97
    propanediol butyl ether 248.96
    triethyl orthoformate 363.15
    p-tert-butyltoluene 136.1
    methyl 4-tert-butylbenzoate 274.68
    morpholine 1317.08
    tert-butylamine 252.69
    n-dodecanol 72.75
    dimethoxymethane 631.61
    ethylene carbonate 518.47
    cyrene 252.46
    2-ethoxyethyl acetate 575.81
    2-ethylhexyl acetate 483.16
    1,2,4-trichlorobenzene 572.6
    4-methylpyridine 988.29
    dibutyl ether 344.07
    2,6-dimethyl-4-heptanol 152.41
    DEF 704.0
    dimethyl isosorbide 553.76
    tetrachloroethylene 928.66
    eugenol 254.29
    triacetin 461.2
    span 80 275.59
    1,4-butanediol 89.46
    1,1-dichloroethane 1043.72
    2-methyl-1-pentanol 216.16
    methyl formate 298.36
    2-methyl-1-butanol 267.19
    n-decane 30.88
    butyronitrile 616.13
    3,7-dimethyl-1-octanol 157.5
    1-chlorooctane 137.11
    1-chlorotetradecane 54.8
    n-nonane 31.33
    undecane 21.74
    tert-butylcyclohexane 58.71
    cyclooctane 74.91
    cyclopentanol 311.24
    tetrahydropyran 1573.42
    tert-amyl methyl ether 327.8
    2,5,8-trioxanonane 654.12
    1-hexene 349.53
    2-isopropoxyethanol 264.96
    2,2,2-trifluoroethanol 145.91
    methyl butyrate 561.06

    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