3-Hexenyl 2-hexenoate, (3Z,2E)-

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  • Identifiers

    CAS number
    53398-87-1

    Molecular formula
    C12H20O2

    SMILES
    CCC/C=C/C(=O)OCC/C=C\CC

  • Odor profile

    Fragrance
    Green 94.54%
    Fruity 88.66%
    Tropical 70.77%
    Pear 62.52%
    Apple 61.14%
    Waxy 58.69%
    Melon 56.14%
    Fresh 54.78%
    Fatty 50.02%
    Vegetable 46.67%

     

    Flavor
    Green 87.52%
    Fruity 62.93%
    Apple 52.37%
    Fatty 50.54%
    Waxy 48.67%
    Pear 48.28%
    Vegetable 41.3%
    Fresh 41.02%
    Grassy 40.27%
    Tropical 39.11%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    7.52 (neutral)

    Molecular weight
    196.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 114.00 to 115.00 °C. @ 15.00 mm Hg

    Flash point

    • 115.79 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in organic solvents
    • soluble (in ethanol)

  • Synonyms

    • cis-3-Hexenyl trans-2-hexenoate
    • 53398-87-1
    • [(Z)-hex-3-enyl] (E)-hex-2-enoate
    • C3 HEXENYL T2 HEXENOATE
    • 2-Hexenoic acid, 3-hexenyl ester, (E,Z)-
    • 3-Hexenyl 2-hexenoate, (3Z,2E)-
    • FEMA No. 3928
    • (2E)-2-Hexenoic Acid (3Z)-3-Hexenyl Ester
    • 2-Hexenoic acid, (3Z)-3-hexenyl ester, (2E)-
    • (Z)-3-hexenyl (E)-2-hexenoate
    • S3878T105H
    • 2-Hexenoic acid, (3Z)-3-hexen-1-yl ester, (2E)-
    • (Z)-3-Hexenyl (E)-2-hexenoate [FIFH]
    • (3Z)-hex-3-en-1-yl (2E)-hex-2-enoate
    • DTXSID001018195
    • (3Z)-3-Hexenyl (2E)-2-hexenoate
    • (Z)-Hex-3-en-1-yl (E)-hex-2-enoate
    • 3-HEXENYL TRANS-2-HEXENOATE, CIS-
    • (Z)-3-HEXENYL (E)-2-HEXENOATE [FHFI]
    • (Z)-3-Hexenyl (E)-2-hexenoate (FIFH)
    • UNII-S3878T105H
    • starbld0005612
    • hexenyl hexenoate (3z-)
    • z-3-hexenyl e-2-hexenoate
    • SCHEMBL22390230
    • FEMA 3928
    • CHEBI:172049
    • DTXCID801476438
    • (3Z,2E)-3-hexenyl 2-hexenoate
    • LMFA07010809
    • AKOS006279438
    • FH23818
    • (3Z)-3-Hexen-1-yl (2E)-2-hexenoate
    • (2E)-2-Hexenoic Acid (3Z)-3-Hexenyl Ester;
    • Q27288524
    • 610-995-9

  • Applications

    3-Hexenyl 2-hexenoate, (3Z,2E)- (CAS number: 53398-87-1) is primarily used as a fragrance ingredient and odorant, and often as an intermediate in the synthesis of other fragrance compounds. In practical formulations, it may be employed in cosmetics/personal care (perfumes, skincare and haircare products), household products (air fresheners, cleaners), flavor/aroma applications in food processing, and as a fragrance additive in coatings and inks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3604.02
    methanol 4029.57
    isopropanol 2050.19
    water 0.11
    ethyl acetate 3530.73
    n-propanol 2285.18
    acetone 5522.09
    n-butanol 2194.22
    acetonitrile 2722.94
    DMF 5521.92
    toluene 1487.05
    isobutanol 1681.19
    1,4-dioxane 2903.16
    methyl acetate 2226.22
    THF 5226.85
    2-butanone 3442.54
    n-pentanol 1346.17
    sec-butanol 1857.06
    n-hexane 427.35
    ethylene glycol 280.05
    NMP 4096.83
    cyclohexane 684.13
    DMSO 6115.53
    n-butyl acetate 2262.87
    n-octanol 459.14
    chloroform 4998.08
    n-propyl acetate 1678.95
    acetic acid 2151.65
    dichloromethane 6276.05
    cyclohexanone 4565.69
    propylene glycol 473.5
    isopropyl acetate 1911.59
    DMAc 3030.98
    2-ethoxyethanol 1370.09
    isopentanol 1728.82
    n-heptane 153.48
    ethyl formate 1380.3
    1,2-dichloroethane 5275.49
    n-hexanol 1364.09
    2-methoxyethanol 2777.53
    isobutyl acetate 936.74
    tetrachloromethane 634.43
    n-pentyl acetate 1044.34
    transcutol 5191.83
    n-heptanol 438.62
    ethylbenzene 624.04
    MIBK 1496.96
    2-propoxyethanol 1868.61
    tert-butanol 2330.65
    MTBE 2649.33
    2-butoxyethanol 795.26
    propionic acid 1472.72
    o-xylene 676.86
    formic acid 433.17
    diethyl ether 3408.56
    m-xylene 851.99
    p-xylene 726.13
    chlorobenzene 1828.2
    dimethyl carbonate 741.93
    n-octane 60.38
    formamide 835.66
    cyclopentanone 4423.17
    2-pentanone 3470.33
    anisole 1169.3
    cyclopentyl methyl ether 2929.06
    gamma-butyrolactone 4161.59
    1-methoxy-2-propanol 2176.99
    pyridine 3441.75
    3-pentanone 2191.78
    furfural 2509.5
    n-dodecane 44.74
    diethylene glycol 1087.01
    diisopropyl ether 788.55
    tert-amyl alcohol 1876.17
    acetylacetone 2820.47
    n-hexadecane 53.69
    acetophenone 1061.88
    methyl propionate 2315.81
    isopentyl acetate 1768.34
    trichloroethylene 7523.59
    n-nonanol 396.91
    cyclohexanol 2033.78
    benzyl alcohol 861.77
    2-ethylhexanol 803.35
    isooctanol 383.41
    dipropyl ether 1085.76
    1,2-dichlorobenzene 1484.05
    ethyl lactate 508.31
    propylene carbonate 1891.68
    n-methylformamide 1967.4
    2-pentanol 1528.86
    n-pentane 350.68
    1-propoxy-2-propanol 1379.6
    1-methoxy-2-propyl acetate 1553.19
    2-(2-methoxypropoxy) propanol 835.16
    mesitylene 478.32
    ε-caprolactone 3028.34
    p-cymene 326.36
    epichlorohydrin 5023.9
    1,1,1-trichloroethane 3472.67
    2-aminoethanol 791.5
    morpholine-4-carbaldehyde 2642.21
    sulfolane 4616.96
    2,2,4-trimethylpentane 141.27
    2-methyltetrahydrofuran 4251.41
    n-hexyl acetate 1398.43
    isooctane 121.07
    2-(2-butoxyethoxy)ethanol 1254.8
    sec-butyl acetate 1106.25
    tert-butyl acetate 1769.47
    decalin 246.31
    glycerin 533.46
    diglyme 2286.59
    acrylic acid 1130.72
    isopropyl myristate 455.79
    n-butyric acid 2697.32
    acetyl acetate 1570.11
    di(2-ethylhexyl) phthalate 383.08
    ethyl propionate 1453.12
    nitromethane 3830.57
    1,2-diethoxyethane 2079.0
    benzonitrile 1281.45
    trioctyl phosphate 279.01
    1-bromopropane 3315.38
    gamma-valerolactone 3985.58
    n-decanol 281.44
    triethyl phosphate 440.11
    4-methyl-2-pentanol 708.08
    propionitrile 1919.35
    vinylene carbonate 1549.51
    1,1,2-trichlorotrifluoroethane 2351.34
    DMS 1017.92
    cumene 366.47
    2-octanol 341.77
    2-hexanone 1778.36
    octyl acetate 568.63
    limonene 620.58
    1,2-dimethoxyethane 2548.68
    ethyl orthosilicate 436.71
    tributyl phosphate 410.54
    diacetone alcohol 1576.72
    N,N-dimethylaniline 742.39
    acrylonitrile 2242.15
    aniline 1473.46
    1,3-propanediol 1227.37
    bromobenzene 2156.39
    dibromomethane 4340.01
    1,1,2,2-tetrachloroethane 5379.92
    2-methyl-cyclohexyl acetate 830.19
    tetrabutyl urea 553.47
    diisobutyl methanol 417.76
    2-phenylethanol 863.87
    styrene 955.5
    dioctyl adipate 652.52
    dimethyl sulfate 1114.22
    ethyl butyrate 1264.05
    methyl lactate 749.17
    butyl lactate 689.73
    diethyl carbonate 708.52
    propanediol butyl ether 777.7
    triethyl orthoformate 685.55
    p-tert-butyltoluene 308.58
    methyl 4-tert-butylbenzoate 719.39
    morpholine 4499.11
    tert-butylamine 1542.02
    n-dodecanol 212.91
    dimethoxymethane 2731.75
    ethylene carbonate 1339.85
    cyrene 701.62
    2-ethoxyethyl acetate 1348.3
    2-ethylhexyl acetate 1298.73
    1,2,4-trichlorobenzene 1615.45
    4-methylpyridine 3379.24
    dibutyl ether 1008.2
    2,6-dimethyl-4-heptanol 417.76
    DEF 3403.83
    dimethyl isosorbide 1425.47
    tetrachloroethylene 3057.89
    eugenol 708.13
    triacetin 1006.1
    span 80 809.27
    1,4-butanediol 442.0
    1,1-dichloroethane 4408.58
    2-methyl-1-pentanol 1187.1
    methyl formate 1238.54
    2-methyl-1-butanol 1681.17
    n-decane 78.88
    butyronitrile 2442.33
    3,7-dimethyl-1-octanol 549.22
    1-chlorooctane 444.54
    1-chlorotetradecane 152.53
    n-nonane 80.67
    undecane 56.54
    tert-butylcyclohexane 201.77
    cyclooctane 155.61
    cyclopentanol 1879.6
    tetrahydropyran 4774.38
    tert-amyl methyl ether 1660.03
    2,5,8-trioxanonane 1418.32
    1-hexene 1496.62
    2-isopropoxyethanol 1015.41
    2,2,2-trifluoroethanol 436.74
    methyl butyrate 2106.08

    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