2-Pentenenitrile, 3-methyl-5-phenyl-, (2Z)-

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  • Identifiers

    CAS number
    53243-59-7

    Molecular formula
    C12H13N

    SMILES
    C/C(=C/C#N)/CCC1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 75.17%
    Fruity 69.11%
    Citrus 63.25%
    Sweet 50.19%
    Fresh 48.46%
    Rose 45.86%
    Lemon 41.58%
    Green 38.85%
    Spicy 37.6%
    Balsamic 37.0%

     

    Flavor
    Herbal 24.67%
    Balsam 22.81%
    Bitter 22.62%
    Nitrile 21.68%
    Oriental 21.06%
    Styrene 20.19%
    Diterpene 20.0%
    Spice 19.81%
    Low 19.7%
    Spicy 19.55%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.01 (weak base)

    Molecular weight
    171.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    289°C

    Flash point

    • 128.18 ˚C est.

  • Synonyms

    • (Z)-3-Methyl-5-phenylpent-2-enenitrile
    • 53243-59-7
    • EINECS 258-446-9
    • (2Z)-3-Methyl-5-phenyl-2-pentenenitrile
    • 2-Pentenenitrile, 3-methyl-5-phenyl-, (Z)-
    • (2Z)-3-methyl-5-phenylpent-2-enenitrile
    • 2-Pentenenitrile, 3-methyl-5-phenyl-, (2Z)-
    • XYK3L5MDW3
    • SCHEMBL1924615
    • DTXSID0052170
    • QELCXXZZKSRBET-LUAWRHEFSA-N
    • AKOS030510903
    • cis-3-Methyl-5-phenyl-2-pentenenitrile
    • DB-248212
    • NS00088329
    • 258-446-9

  • Applications

    Chemical name: 2-Pentenenitrile, 3-methyl-5-phenyl-, (2Z); CAS 53243-59-7. It is principally used as an organic-synthesis intermediate and building block for aromatic nitrile compounds in fine chemicals, with applications in pharmaceutical development and agrochemical programs. The compound also serves as a precursor for specialty polymers and resins, enabling functional monomer or crosslinking chemistries. In coatings, inks, and adhesives, it can act as a reactive building block to tailor adhesion and durability in industrial formulations. Its use is typically governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 357.45
    methanol 462.42
    isopropanol 223.93
    water 0.74
    ethyl acetate 1297.85
    n-propanol 319.22
    acetone 2625.65
    n-butanol 192.13
    acetonitrile 1467.15
    DMF 2392.53
    toluene 441.02
    isobutanol 176.51
    1,4-dioxane 1856.89
    methyl acetate 1357.38
    THF 1405.69
    2-butanone 1518.23
    n-pentanol 171.49
    sec-butanol 186.91
    n-hexane 43.63
    ethylene glycol 189.99
    NMP 1139.83
    cyclohexane 86.55
    DMSO 2912.43
    n-butyl acetate 495.34
    n-octanol 89.09
    chloroform 2174.45
    n-propyl acetate 531.84
    acetic acid 657.23
    dichloromethane 2038.46
    cyclohexanone 1360.03
    propylene glycol 261.52
    isopropyl acetate 491.53
    DMAc 1537.3
    2-ethoxyethanol 383.33
    isopentanol 138.41
    n-heptane 31.38
    ethyl formate 532.42
    1,2-dichloroethane 1544.95
    n-hexanol 209.46
    2-methoxyethanol 643.01
    isobutyl acetate 270.04
    tetrachloromethane 199.06
    n-pentyl acetate 208.31
    transcutol 1929.83
    n-heptanol 86.76
    ethylbenzene 160.96
    MIBK 320.02
    2-propoxyethanol 432.55
    tert-butanol 265.11
    MTBE 326.88
    2-butoxyethanol 201.31
    propionic acid 634.47
    o-xylene 166.15
    formic acid 216.65
    diethyl ether 711.09
    m-xylene 181.73
    p-xylene 215.82
    chlorobenzene 639.81
    dimethyl carbonate 552.29
    n-octane 12.06
    formamide 469.43
    cyclopentanone 1754.23
    2-pentanone 866.14
    anisole 456.27
    cyclopentyl methyl ether 527.13
    gamma-butyrolactone 1682.24
    1-methoxy-2-propanol 479.04
    pyridine 1703.0
    3-pentanone 921.64
    furfural 1119.5
    n-dodecane 10.83
    diethylene glycol 377.74
    diisopropyl ether 132.57
    tert-amyl alcohol 170.09
    acetylacetone 1221.77
    n-hexadecane 13.02
    acetophenone 383.94
    methyl propionate 1046.64
    isopentyl acetate 328.06
    trichloroethylene 2505.2
    n-nonanol 83.23
    cyclohexanol 221.27
    benzyl alcohol 255.67
    2-ethylhexanol 121.01
    isooctanol 74.43
    dipropyl ether 298.89
    1,2-dichlorobenzene 455.38
    ethyl lactate 196.51
    propylene carbonate 698.77
    n-methylformamide 1001.6
    2-pentanol 127.49
    n-pentane 25.26
    1-propoxy-2-propanol 307.74
    1-methoxy-2-propyl acetate 468.13
    2-(2-methoxypropoxy) propanol 254.51
    mesitylene 100.78
    ε-caprolactone 817.43
    p-cymene 75.08
    epichlorohydrin 1543.69
    1,1,1-trichloroethane 1062.49
    2-aminoethanol 256.64
    morpholine-4-carbaldehyde 1117.96
    sulfolane 1547.09
    2,2,4-trimethylpentane 12.11
    2-methyltetrahydrofuran 818.96
    n-hexyl acetate 298.13
    isooctane 11.05
    2-(2-butoxyethoxy)ethanol 367.32
    sec-butyl acetate 277.17
    tert-butyl acetate 397.24
    decalin 35.2
    glycerin 292.4
    diglyme 930.5
    acrylic acid 627.61
    isopropyl myristate 113.81
    n-butyric acid 519.8
    acetyl acetate 746.89
    di(2-ethylhexyl) phthalate 101.83
    ethyl propionate 493.88
    nitromethane 2241.49
    1,2-diethoxyethane 586.1
    benzonitrile 433.89
    trioctyl phosphate 69.15
    1-bromopropane 532.0
    gamma-valerolactone 1694.04
    n-decanol 65.01
    triethyl phosphate 138.02
    4-methyl-2-pentanol 74.39
    propionitrile 751.79
    vinylene carbonate 724.81
    1,1,2-trichlorotrifluoroethane 1013.15
    DMS 468.53
    cumene 86.17
    2-octanol 57.63
    2-hexanone 524.87
    octyl acetate 143.48
    limonene 115.79
    1,2-dimethoxyethane 864.13
    ethyl orthosilicate 125.47
    tributyl phosphate 95.78
    diacetone alcohol 371.39
    N,N-dimethylaniline 212.52
    acrylonitrile 1050.97
    aniline 440.75
    1,3-propanediol 238.05
    bromobenzene 704.55
    dibromomethane 1172.24
    1,1,2,2-tetrachloroethane 1848.99
    2-methyl-cyclohexyl acetate 210.31
    tetrabutyl urea 124.05
    diisobutyl methanol 79.26
    2-phenylethanol 222.85
    styrene 269.94
    dioctyl adipate 184.61
    dimethyl sulfate 830.72
    ethyl butyrate 362.79
    methyl lactate 360.83
    butyl lactate 171.77
    diethyl carbonate 242.54
    propanediol butyl ether 209.54
    triethyl orthoformate 213.53
    p-tert-butyltoluene 73.74
    methyl 4-tert-butylbenzoate 222.11
    morpholine 1608.34
    tert-butylamine 148.02
    n-dodecanol 51.18
    dimethoxymethane 1027.17
    ethylene carbonate 603.93
    cyrene 246.47
    2-ethoxyethyl acetate 401.34
    2-ethylhexyl acetate 261.86
    1,2,4-trichlorobenzene 552.08
    4-methylpyridine 1017.08
    dibutyl ether 202.27
    2,6-dimethyl-4-heptanol 79.26
    DEF 797.97
    dimethyl isosorbide 423.01
    tetrachloroethylene 1046.45
    eugenol 224.77
    triacetin 401.46
    span 80 192.05
    1,4-butanediol 123.55
    1,1-dichloroethane 1205.13
    2-methyl-1-pentanol 125.31
    methyl formate 781.51
    2-methyl-1-butanol 132.68
    n-decane 17.49
    butyronitrile 427.59
    3,7-dimethyl-1-octanol 98.54
    1-chlorooctane 87.78
    1-chlorotetradecane 36.25
    n-nonane 17.0
    undecane 13.37
    tert-butylcyclohexane 27.97
    cyclooctane 24.52
    cyclopentanol 268.22
    tetrahydropyran 1313.45
    tert-amyl methyl ether 192.02
    2,5,8-trioxanonane 550.36
    1-hexene 172.58
    2-isopropoxyethanol 253.53
    2,2,2-trifluoroethanol 241.97
    methyl butyrate 601.6

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.021 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.24 %
Category 2
Products applied to the axillae
 0.0062 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.24 %
Category 3
Products applied to the face/body using fingertips
 0.12 % Category 8
Products with significant anogenital exposure
 0.0097 %
Category 4
Products related to fine fragrance
 0.12 % Category 9
Products with body and hand exposure, primarily rinse off
 0.23 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.029 % Category 10A
Household care products with mostly hand contact
 0.81 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.029 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.81 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.029 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.0097 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.0097 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.0097 %
Category 6
Products with oral and lip exposure
 0.065 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 65 %