2-Pentenoic acid, 2-methyl-, (3Z)-3-hexenyl ester

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  • Identifiers

    CAS number
    76649-17-7

    Molecular formula
    C12H20O2

    SMILES
    CC/C=C/CCOC(=O)/C(=C\CC)/C

  • Odor profile

    Fragrance
    Green 95.08%
    Fruity 86.58%
    Tropical 65.67%
    Apple 62.35%
    Fresh 57.08%
    Waxy 52.43%
    Pear 52.25%
    Melon 50.36%
    Leafy 50.0%
    Vegetable 48.55%

     

    Flavor
    Green 68.83%
    Fruity 68.33%
    Apple 42.75%
    Tropical 37.49%
    Pear 35.54%
    Floral 32.73%
    Herbal 31.83%
    Fresh 31.25%
    Spicy 29.6%
    Sweet 28.45%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.31 (weak base)

    Molecular weight
    196.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    240°C

    Flash point

    • 105.38 ˚C est.

  • Synonyms

    • EINECS 278-511-5
    • cis-3-Hexen-1yl 2-methylpent-2-en-1-oate
    • 2-Pentenoic acid, 2-methyl-, (3Z)-3-hexen-1-yl ester
    • cis-3-Hexenyl 2-methyl-2-pentenoate
    • 2-Pentenoic acid, 2-methyl-, (3Z)-3-hexenyl ester
    • 76649-17-7
    • SCHEMBL3506003

  • Applications

    2-Pentenoic acid, 2-methyl-, (3Z)-3-hexenyl ester (CAS 76649-17-7) is primarily used in fragrance and flavor applications as a green, leafy aroma component, where the cis-3-hexenyl moiety contributes a fresh note in perfumery and can function as an aroma chemical in flavor formulations. In cosmetics and personal care, it is employed as a fragrance ingredient within formulations for lotions, creams, and toiletries; in household products, it can provide a characteristic fresh scent in air fresheners and cleaning agents. It is also used as an intermediate in fragrance synthesis and, to a lesser extent, as a specialty odorant in industrial manufacturing of scent compounds; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2216.93
    methanol 2405.06
    isopropanol 1940.25
    water 0.27
    ethyl acetate 3665.36
    n-propanol 1963.86
    acetone 3998.97
    n-butanol 2213.86
    acetonitrile 3271.79
    DMF 3779.41
    toluene 2143.87
    isobutanol 1833.33
    1,4-dioxane 3154.22
    methyl acetate 2491.47
    THF 3648.89
    2-butanone 3270.56
    n-pentanol 1647.33
    sec-butanol 2183.69
    n-hexane 894.32
    ethylene glycol 147.8
    NMP 3162.86
    cyclohexane 1292.52
    DMSO 2679.94
    n-butyl acetate 3253.22
    n-octanol 869.96
    chloroform 7287.42
    n-propyl acetate 2314.57
    acetic acid 1842.43
    dichloromethane 7591.68
    cyclohexanone 4623.72
    propylene glycol 266.35
    isopropyl acetate 2128.91
    DMAc 2788.47
    2-ethoxyethanol 1486.9
    isopentanol 2241.14
    n-heptane 333.26
    ethyl formate 1566.44
    1,2-dichloroethane 5345.62
    n-hexanol 1899.7
    2-methoxyethanol 1958.88
    isobutyl acetate 1313.41
    tetrachloromethane 1329.25
    n-pentyl acetate 1724.51
    transcutol 4770.94
    n-heptanol 784.02
    ethylbenzene 1237.49
    MIBK 1719.25
    2-propoxyethanol 2013.7
    tert-butanol 2702.99
    MTBE 3754.44
    2-butoxyethanol 1149.56
    propionic acid 1391.32
    o-xylene 1193.22
    formic acid 355.51
    diethyl ether 4055.1
    m-xylene 1319.95
    p-xylene 1481.45
    chlorobenzene 2756.8
    dimethyl carbonate 729.17
    n-octane 166.75
    formamide 665.71
    cyclopentanone 3823.49
    2-pentanone 3209.65
    anisole 1809.46
    cyclopentyl methyl ether 2623.38
    gamma-butyrolactone 3720.9
    1-methoxy-2-propanol 1597.93
    pyridine 3919.9
    3-pentanone 2362.0
    furfural 2685.13
    n-dodecane 104.74
    diethylene glycol 864.33
    diisopropyl ether 1176.97
    tert-amyl alcohol 2705.31
    acetylacetone 2413.54
    n-hexadecane 125.53
    acetophenone 1634.46
    methyl propionate 2118.96
    isopentyl acetate 2534.88
    trichloroethylene 8613.52
    n-nonanol 736.24
    cyclohexanol 2417.64
    benzyl alcohol 1188.4
    2-ethylhexanol 1227.59
    isooctanol 707.4
    dipropyl ether 1484.78
    1,2-dichlorobenzene 2362.77
    ethyl lactate 593.88
    propylene carbonate 2031.35
    n-methylformamide 1621.91
    2-pentanol 1967.91
    n-pentane 668.03
    1-propoxy-2-propanol 1517.99
    1-methoxy-2-propyl acetate 1711.96
    2-(2-methoxypropoxy) propanol 997.54
    mesitylene 810.61
    ε-caprolactone 3439.41
    p-cymene 601.61
    epichlorohydrin 4482.97
    1,1,1-trichloroethane 4899.32
    2-aminoethanol 495.86
    morpholine-4-carbaldehyde 2463.99
    sulfolane 3255.25
    2,2,4-trimethylpentane 302.57
    2-methyltetrahydrofuran 3717.31
    n-hexyl acetate 2121.13
    isooctane 239.76
    2-(2-butoxyethoxy)ethanol 1399.59
    sec-butyl acetate 1568.97
    tert-butyl acetate 2016.3
    decalin 476.61
    glycerin 320.61
    diglyme 2504.63
    acrylic acid 1008.27
    isopropyl myristate 698.07
    n-butyric acid 2566.6
    acetyl acetate 1683.64
    di(2-ethylhexyl) phthalate 519.37
    ethyl propionate 1875.18
    nitromethane 3110.87
    1,2-diethoxyethane 2705.51
    benzonitrile 2116.47
    trioctyl phosphate 411.12
    1-bromopropane 4014.99
    gamma-valerolactone 3571.91
    n-decanol 499.91
    triethyl phosphate 604.7
    4-methyl-2-pentanol 1002.56
    propionitrile 2682.04
    vinylene carbonate 1876.4
    1,1,2-trichlorotrifluoroethane 2230.91
    DMS 1245.94
    cumene 732.28
    2-octanol 691.63
    2-hexanone 2213.92
    octyl acetate 875.33
    limonene 992.29
    1,2-dimethoxyethane 2919.0
    ethyl orthosilicate 631.63
    tributyl phosphate 576.47
    diacetone alcohol 1504.33
    N,N-dimethylaniline 1185.21
    acrylonitrile 2703.31
    aniline 1839.9
    1,3-propanediol 928.9
    bromobenzene 3316.22
    dibromomethane 5623.33
    1,1,2,2-tetrachloroethane 6526.73
    2-methyl-cyclohexyl acetate 1111.58
    tetrabutyl urea 732.01
    diisobutyl methanol 630.46
    2-phenylethanol 1198.32
    styrene 1642.98
    dioctyl adipate 823.67
    dimethyl sulfate 961.62
    ethyl butyrate 1765.18
    methyl lactate 579.84
    butyl lactate 932.0
    diethyl carbonate 1060.5
    propanediol butyl ether 903.6
    triethyl orthoformate 992.62
    p-tert-butyltoluene 550.23
    methyl 4-tert-butylbenzoate 1021.21
    morpholine 3796.3
    tert-butylamine 2095.54
    n-dodecanol 362.68
    dimethoxymethane 2162.12
    ethylene carbonate 1625.35
    cyrene 809.5
    2-ethoxyethyl acetate 1791.31
    2-ethylhexyl acetate 2044.5
    1,2,4-trichlorobenzene 2343.75
    4-methylpyridine 4294.96
    dibutyl ether 1599.22
    2,6-dimethyl-4-heptanol 630.46
    DEF 3320.67
    dimethyl isosorbide 1619.57
    tetrachloroethylene 4030.11
    eugenol 1041.4
    triacetin 1224.04
    span 80 948.65
    1,4-butanediol 439.13
    1,1-dichloroethane 5692.88
    2-methyl-1-pentanol 1756.65
    methyl formate 1143.78
    2-methyl-1-butanol 2316.36
    n-decane 200.16
    butyronitrile 3431.74
    3,7-dimethyl-1-octanol 898.21
    1-chlorooctane 877.36
    1-chlorotetradecane 293.87
    n-nonane 212.62
    undecane 136.08
    tert-butylcyclohexane 416.5
    cyclooctane 348.92
    cyclopentanol 1654.49
    tetrahydropyran 4669.22
    tert-amyl methyl ether 2542.29
    2,5,8-trioxanonane 1535.66
    1-hexene 2342.41
    2-isopropoxyethanol 1222.73
    2,2,2-trifluoroethanol 449.86
    methyl butyrate 2771.29

    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