3-Methylnon-2-enenitrile

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  • Identifiers

    CAS number
    53153-66-5

    Molecular formula
    C10H17N

    SMILES
    CCCCCCC(=CC#N)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Citrus 68.56%
    Fruity 66.76%
    Green 61.77%
    Floral 59.1%
    Fresh 53.46%
    Waxy 48.25%
    Aldehydic 44.58%
    Lemon 44.15%
    Metallic 42.34%
    Fatty 39.62%

     

    Flavor
    Herbal 37.08%
    Woody 30.04%
    Spicy 26.04%
    Wood 23.32%
    Diterpene 21.9%
    Low 21.74%
    Oriental 21.7%
    Spice 21.31%
    Citrus 21.13%
    Opoponax 20.56%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    8.9 (weak base)

    Molecular weight
    151.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    215°C

    Flash point

    • 95.1 ˚C est.

  • Synonyms

    • 3-Methylnon-2-enenitrile
    • 53153-66-5
    • 2-NONENENITRILE, 3-METHYL-
    • DTXSID8068830
    • (2Z)-3-Methyl-2-nonenenitrile
    • MQAQVKBUJPAQIG-UHFFFAOYSA-N
    • CID 40631
    • AKOS017436783
    • DB-262445
    • NS00022306
    • 258-398-9

  • Applications

    3-Methylnon-2-enenitrile (CAS 53153-66-5) is primarily used as an organic synthesis intermediate, providing a functional nitrile- and alkene-bearing framework that can be converted into a range of nitrile- and amine-containing compounds; it is commonly employed as a building block in the production of pharmaceuticals and agrochemicals; with its nitrile group and C=C double bond, it may serve as a precursor for specialty polymers and nitrile-containing plastics; it is also used as a reactive intermediate in coatings, inks, and adhesives formulations; and it is evaluated for applications in electronics and materials fabrication, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3760.91
    methanol 4226.1
    isopropanol 3277.96
    water 0.42
    ethyl acetate 4960.82
    n-propanol 3209.29
    acetone 11805.46
    n-butanol 2628.77
    acetonitrile 5450.54
    DMF 7487.06
    toluene 2079.61
    isobutanol 2255.3
    1,4-dioxane 6174.71
    methyl acetate 3914.29
    THF 8937.09
    2-butanone 6262.92
    n-pentanol 1594.51
    sec-butanol 2251.79
    n-hexane 1153.12
    ethylene glycol 663.36
    NMP 4854.12
    cyclohexane 2414.9
    DMSO 8635.3
    n-butyl acetate 3766.59
    n-octanol 700.0
    chloroform 7554.09
    n-propyl acetate 2519.25
    acetic acid 3179.51
    dichloromethane 6485.25
    cyclohexanone 8406.37
    propylene glycol 952.5
    isopropyl acetate 2537.55
    DMAc 3310.82
    2-ethoxyethanol 1592.91
    isopentanol 1845.66
    n-heptane 634.82
    ethyl formate 2197.9
    1,2-dichloroethane 5410.96
    n-hexanol 2441.95
    2-methoxyethanol 3245.79
    isobutyl acetate 1314.53
    tetrachloromethane 1707.71
    n-pentyl acetate 1501.07
    transcutol 5748.08
    n-heptanol 669.59
    ethylbenzene 697.57
    MIBK 1862.86
    2-propoxyethanol 2480.39
    tert-butanol 3207.27
    MTBE 3534.98
    2-butoxyethanol 1029.71
    propionic acid 2944.35
    o-xylene 757.91
    formic acid 684.51
    diethyl ether 5330.56
    m-xylene 960.91
    p-xylene 953.21
    chlorobenzene 2530.37
    dimethyl carbonate 1014.11
    n-octane 167.72
    formamide 1138.69
    cyclopentanone 8215.31
    2-pentanone 4885.94
    anisole 1310.99
    cyclopentyl methyl ether 4356.23
    gamma-butyrolactone 6551.22
    1-methoxy-2-propanol 2389.98
    pyridine 5950.7
    3-pentanone 3625.78
    furfural 3486.9
    n-dodecane 85.47
    diethylene glycol 1423.99
    diisopropyl ether 1269.71
    tert-amyl alcohol 2006.95
    acetylacetone 4271.3
    n-hexadecane 106.28
    acetophenone 1068.96
    methyl propionate 3233.69
    isopentyl acetate 2331.09
    trichloroethylene 7729.69
    n-nonanol 563.57
    cyclohexanol 3088.07
    benzyl alcohol 851.71
    2-ethylhexanol 1219.74
    isooctanol 520.49
    dipropyl ether 2513.99
    1,2-dichlorobenzene 1766.93
    ethyl lactate 606.6
    propylene carbonate 2751.61
    n-methylformamide 3253.06
    2-pentanol 1866.95
    n-pentane 880.7
    1-propoxy-2-propanol 2101.26
    1-methoxy-2-propyl acetate 2060.55
    2-(2-methoxypropoxy) propanol 797.49
    mesitylene 596.87
    ε-caprolactone 4283.77
    p-cymene 419.73
    epichlorohydrin 5222.32
    1,1,1-trichloroethane 5096.58
    2-aminoethanol 1188.32
    morpholine-4-carbaldehyde 3439.56
    sulfolane 6498.61
    2,2,4-trimethylpentane 194.12
    2-methyltetrahydrofuran 6594.53
    n-hexyl acetate 1803.15
    isooctane 192.47
    2-(2-butoxyethoxy)ethanol 1237.13
    sec-butyl acetate 1312.96
    tert-butyl acetate 2354.69
    decalin 395.49
    glycerin 986.43
    diglyme 2820.64
    acrylic acid 2184.45
    isopropyl myristate 552.1
    n-butyric acid 3697.37
    acetyl acetate 2399.5
    di(2-ethylhexyl) phthalate 375.25
    ethyl propionate 1707.4
    nitromethane 6000.2
    1,2-diethoxyethane 2831.23
    benzonitrile 1846.34
    trioctyl phosphate 321.66
    1-bromopropane 3860.83
    gamma-valerolactone 6349.64
    n-decanol 391.34
    triethyl phosphate 488.44
    4-methyl-2-pentanol 773.12
    propionitrile 3902.3
    vinylene carbonate 2280.0
    1,1,2-trichlorotrifluoroethane 3422.16
    DMS 1309.17
    cumene 349.17
    2-octanol 488.36
    2-hexanone 2864.89
    octyl acetate 673.87
    limonene 907.16
    1,2-dimethoxyethane 3465.83
    ethyl orthosilicate 519.43
    tributyl phosphate 446.45
    diacetone alcohol 1801.23
    N,N-dimethylaniline 631.92
    acrylonitrile 3919.73
    aniline 1931.4
    1,3-propanediol 1635.36
    bromobenzene 2887.28
    dibromomethane 4942.0
    1,1,2,2-tetrachloroethane 6231.67
    2-methyl-cyclohexyl acetate 1006.55
    tetrabutyl urea 571.92
    diisobutyl methanol 652.26
    2-phenylethanol 1047.46
    styrene 1132.4
    dioctyl adipate 704.81
    dimethyl sulfate 1566.81
    ethyl butyrate 1879.69
    methyl lactate 933.44
    butyl lactate 841.46
    diethyl carbonate 919.21
    propanediol butyl ether 981.67
    triethyl orthoformate 1041.7
    p-tert-butyltoluene 425.95
    methyl 4-tert-butylbenzoate 751.22
    morpholine 6824.56
    tert-butylamine 2276.2
    n-dodecanol 296.87
    dimethoxymethane 3331.08
    ethylene carbonate 2284.05
    cyrene 681.54
    2-ethoxyethyl acetate 1781.31
    2-ethylhexyl acetate 1841.78
    1,2,4-trichlorobenzene 1932.19
    4-methylpyridine 4398.96
    dibutyl ether 1582.57
    2,6-dimethyl-4-heptanol 652.26
    DEF 3985.3
    dimethyl isosorbide 1428.94
    tetrachloroethylene 4342.92
    eugenol 679.64
    triacetin 1297.62
    span 80 852.82
    1,4-butanediol 615.57
    1,1-dichloroethane 5867.64
    2-methyl-1-pentanol 1092.43
    methyl formate 2243.03
    2-methyl-1-butanol 1692.62
    n-decane 175.66
    butyronitrile 3622.09
    3,7-dimethyl-1-octanol 717.94
    1-chlorooctane 671.35
    1-chlorotetradecane 231.15
    n-nonane 204.69
    undecane 118.17
    tert-butylcyclohexane 303.8
    cyclooctane 545.99
    cyclopentanol 3273.78
    tetrahydropyran 9340.1
    tert-amyl methyl ether 1843.67
    2,5,8-trioxanonane 1501.55
    1-hexene 2576.96
    2-isopropoxyethanol 1157.42
    2,2,2-trifluoroethanol 859.66
    methyl butyrate 2535.02

    Scent© AI

1 4

IFRA standard 51

Recommendation
Prohibition
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0 %
Category 2
Products applied to the axillae
 0 % Category 7B
Leave-on products applied to the hair with some hand contact
 0 %
Category 3
Products applied to the face/body using fingertips
 0 % Category 8
Products with significant anogenital exposure
 0 %
Category 4
Products related to fine fragrance
 0 % Category 9
Products with body and hand exposure, primarily rinse off
 0 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0 % Category 10A
Household care products with mostly hand contact
 0 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0 %
Category 5D
Baby Creams, baby Oils and baby talc
 0 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0 %
Category 6
Products with oral and lip exposure
 0 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 0 %

Prohibition
3-Methyl-2(3)-nonenenitrile should not be used as a fragrance ingredient.