2-Hexenyl isovalerate (2E)-

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  • Identifiers

    CAS number
    68698-59-9

    Molecular formula
    C11H20O2

    SMILES
    CCC/C=C/COC(=O)CC(C)C

  • Odor profile

    Fragrance
    Fruity 93.66%
    Green 85.58%
    Apple 75.51%
    Tropical 61.76%
    Pineapple 56.34%
    Pear 56.09%
    Waxy 50.63%
    Banana 50.58%
    Fresh 46.17%
    Sweet 42.44%

     

    Flavor
    Green 79.32%
    Fruity 68.08%
    Apple 60.37%
    Tropical 49.18%
    Pear 48.05%
    Waxy 46.78%
    Fresh 38.36%
    Banana 37.6%
    Pineapple 36.88%
    Sweet 36.05%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    8.11 (weak base)

    Molecular weight
    184.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 105.00 °C. @ 20.00 mm Hg

    Flash point

    • 88.17 ˚C est.

    Solubility expt.

    • Soluble in fats; Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • trans-2-Hexenyl isovalerate
    • 68698-59-9
    • 2-Hexenyl isovalerate
    • (E)-2-Hexenyl isovalerate
    • 2-Hexenyl isovalerate (2E)-
    • [(E)-hex-2-enyl] 3-methylbutanoate
    • Butanoic acid, 3-methyl-, 2-hexenyl ester, (E)-
    • Butanoic acid, 3-methyl-, (2E)-2-hexen-1-yl ester
    • (E)-Hex-2-enyl isovalerate
    • Butanoic acid, 3-methyl-, (2E)-2-hexenyl ester
    • (2E)-hex-2-en-1-yl 3-methylbutanoate
    • 8J63B79Z9Z
    • EINECS 272-088-0
    • FEMA NO. 3930
    • DTXSID70887486
    • (E)-hex-2-enyl 3-methylbutanoate
    • (2E)-2-Hexenyl 3-methylbutanoate
    • (E)-hex-2-en-1-yl 3-methylbutanoate
    • (E)-2-HEXENYL ISOVALERATE [FHFI]
    • hex-2-enyl 3-methylbutanoate
    • UNII-8J63B79Z9Z
    • Isovaleric acid trans-2-hexen-1-yl ester
    • 2-hexenyl 3-methylbutyrate
    • 2-hexenyl 3-methylbutanoate
    • hex-2-en-1-yl isovalerate
    • hex-2-enyl 3-methylbutyrate
    • SCHEMBL1770626
    • FEMA 3930
    • (E)-2-Hexenyl 3-methylbutyrate
    • DTXCID40910275
    • hex-2-en-1-yl 3-methylbutyrate
    • CHEBI:172052
    • CHEBI:176332
    • isovaleric acid 2-hexen-1-yl ester
    • LMFA07010717
    • (2E)-2-Hexenyl 3-methylbutanoate #
    • Isovaleric Acid trans-2-Hexenyl Ester
    • 3-Methyl-2-hexenyl ester(E)-Butanoic acid
    • DB-257134
    • CS-0454929
    • I0317
    • NS00012582
    • D91125
    • Q27270617

  • Applications

    Trans-2-Hexenyl isovalerate (CAS 68698-59-9) is a fruity-green ester widely employed in the flavour and fragrance industries to impart crisp green-apple, banana, strawberry and fresh-cut-grass nuances to candies, beverages, dairy desserts, baked goods and tobacco flavours; it is also incorporated into cosmetics, fine perfumes and personal-care products to provide a natural freshness, mask off-odours and prolong scent longevity; owing to its moderate volatility and solvent compatibility, the compound further functions as a harmonising note in ambient fragrances, scented candles and premium detergents, and serves as a building block for the synthesis of green-effect molecules and biopheromone analogues.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3690.2
    methanol 3336.13
    isopropanol 3456.39
    water 0.68
    ethyl acetate 2637.96
    n-propanol 2826.79
    acetone 5318.27
    n-butanol 2909.48
    acetonitrile 2538.32
    DMF 4076.07
    toluene 882.86
    isobutanol 2657.36
    1,4-dioxane 3057.1
    methyl acetate 1957.6
    THF 5569.78
    2-butanone 3102.59
    n-pentanol 1828.85
    sec-butanol 3021.39
    n-hexane 971.08
    ethylene glycol 446.67
    NMP 3349.32
    cyclohexane 1081.07
    DMSO 3976.79
    n-butyl acetate 2349.49
    n-octanol 991.19
    chloroform 6220.02
    n-propyl acetate 1548.31
    acetic acid 3718.46
    dichloromethane 4814.59
    cyclohexanone 4862.84
    propylene glycol 992.29
    isopropyl acetate 1623.25
    DMAc 2340.34
    2-ethoxyethanol 1374.56
    isopentanol 2567.19
    n-heptane 320.24
    ethyl formate 1380.21
    1,2-dichloroethane 3524.47
    n-hexanol 2251.23
    2-methoxyethanol 2570.01
    isobutyl acetate 1030.97
    tetrachloromethane 804.86
    n-pentyl acetate 1148.76
    transcutol 5048.43
    n-heptanol 810.85
    ethylbenzene 601.44
    MIBK 1576.01
    2-propoxyethanol 2207.71
    tert-butanol 4036.16
    MTBE 2994.38
    2-butoxyethanol 1073.36
    propionic acid 2207.22
    o-xylene 604.73
    formic acid 631.57
    diethyl ether 2548.9
    m-xylene 700.58
    p-xylene 828.71
    chlorobenzene 1675.52
    dimethyl carbonate 566.69
    n-octane 135.47
    formamide 773.01
    cyclopentanone 4389.28
    2-pentanone 2819.98
    anisole 1053.89
    cyclopentyl methyl ether 2624.15
    gamma-butyrolactone 3950.55
    1-methoxy-2-propanol 2399.58
    pyridine 2590.96
    3-pentanone 1778.85
    furfural 2576.15
    n-dodecane 100.75
    diethylene glycol 1222.91
    diisopropyl ether 909.16
    tert-amyl alcohol 3252.91
    acetylacetone 2418.4
    n-hexadecane 116.85
    acetophenone 1003.48
    methyl propionate 1631.0
    isopentyl acetate 1995.71
    trichloroethylene 6117.24
    n-nonanol 805.52
    cyclohexanol 2938.92
    benzyl alcohol 904.67
    2-ethylhexanol 1189.06
    isooctanol 677.19
    dipropyl ether 1266.18
    1,2-dichlorobenzene 1463.85
    ethyl lactate 627.87
    propylene carbonate 2255.5
    n-methylformamide 1630.22
    2-pentanol 2435.97
    n-pentane 599.13
    1-propoxy-2-propanol 1858.18
    1-methoxy-2-propyl acetate 1537.7
    2-(2-methoxypropoxy) propanol 1099.6
    mesitylene 498.62
    ε-caprolactone 3142.09
    p-cymene 409.15
    epichlorohydrin 4026.23
    1,1,1-trichloroethane 3797.19
    2-aminoethanol 1096.24
    morpholine-4-carbaldehyde 2381.58
    sulfolane 4565.4
    2,2,4-trimethylpentane 247.49
    2-methyltetrahydrofuran 4187.37
    n-hexyl acetate 1953.97
    isooctane 224.9
    2-(2-butoxyethoxy)ethanol 1569.96
    sec-butyl acetate 1079.48
    tert-butyl acetate 1800.19
    decalin 369.8
    glycerin 943.68
    diglyme 2327.36
    acrylic acid 1668.25
    isopropyl myristate 645.24
    n-butyric acid 3657.19
    acetyl acetate 1406.97
    di(2-ethylhexyl) phthalate 531.65
    ethyl propionate 1211.38
    nitromethane 3855.21
    1,2-diethoxyethane 1727.57
    benzonitrile 1406.11
    trioctyl phosphate 434.08
    1-bromopropane 2612.72
    gamma-valerolactone 4077.21
    n-decanol 577.12
    triethyl phosphate 459.5
    4-methyl-2-pentanol 1130.37
    propionitrile 1904.38
    vinylene carbonate 1790.35
    1,1,2-trichlorotrifluoroethane 2723.46
    DMS 1004.62
    cumene 433.7
    2-octanol 680.52
    2-hexanone 1884.32
    octyl acetate 853.51
    limonene 768.84
    1,2-dimethoxyethane 2575.08
    ethyl orthosilicate 464.49
    tributyl phosphate 573.56
    diacetone alcohol 1908.24
    N,N-dimethylaniline 715.2
    acrylonitrile 1848.8
    aniline 1232.93
    1,3-propanediol 1661.98
    bromobenzene 1804.64
    dibromomethane 3813.48
    1,1,2,2-tetrachloroethane 5473.98
    2-methyl-cyclohexyl acetate 967.38
    tetrabutyl urea 715.78
    diisobutyl methanol 700.25
    2-phenylethanol 1001.75
    styrene 775.99
    dioctyl adipate 843.64
    dimethyl sulfate 932.19
    ethyl butyrate 1190.48
    methyl lactate 840.76
    butyl lactate 952.69
    diethyl carbonate 725.76
    propanediol butyl ether 1360.84
    triethyl orthoformate 749.91
    p-tert-butyltoluene 400.4
    methyl 4-tert-butylbenzoate 917.5
    morpholine 4193.65
    tert-butylamine 2568.2
    n-dodecanol 435.11
    dimethoxymethane 1742.74
    ethylene carbonate 1602.07
    cyrene 832.71
    2-ethoxyethyl acetate 1207.37
    2-ethylhexyl acetate 1407.64
    1,2,4-trichlorobenzene 1645.87
    4-methylpyridine 2629.34
    dibutyl ether 1344.78
    2,6-dimethyl-4-heptanol 700.25
    DEF 2484.95
    dimethyl isosorbide 1582.01
    tetrachloroethylene 3071.29
    eugenol 868.42
    triacetin 1258.82
    span 80 1242.74
    1,4-butanediol 644.5
    1,1-dichloroethane 4187.37
    2-methyl-1-pentanol 1647.5
    methyl formate 1164.38
    2-methyl-1-butanol 2302.23
    n-decane 187.52
    butyronitrile 2656.09
    3,7-dimethyl-1-octanol 1045.08
    1-chlorooctane 767.66
    1-chlorotetradecane 282.38
    n-nonane 203.4
    undecane 131.54
    tert-butylcyclohexane 351.53
    cyclooctane 268.9
    cyclopentanol 2857.53
    tetrahydropyran 4652.51
    tert-amyl methyl ether 1882.59
    2,5,8-trioxanonane 1543.98
    1-hexene 2097.05
    2-isopropoxyethanol 1076.02
    2,2,2-trifluoroethanol 816.69
    methyl butyrate 1809.86

    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