3-Hexenyl pyruvate, (3Z)-

Overview IFRA Request a quote

  • Identifiers

    CAS number
    68133-76-6

    Molecular formula
    C9H14O3

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

  • Odor profile

    Fragrance
    Green 93.14%
    Fruity 76.38%
    Floral 65.43%
    Sweet 63.48%
    Waxy 58.33%
    Vegetable 55.8%
    Fresh 55.58%
    Herbal 50.54%
    Fatty 50.17%
    Melon 49.92%

     

    Flavor
    Green 72.29%
    Fruity 50.29%
    Oily 41.19%
    Fatty 39.57%
    Waxy 35.13%
    Tropical 33.09%
    Sweet 30.65%
    Grassy 29.04%
    Leaf 28.88%
    Fresh 28.79%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.74 (neutral)

    Molecular weight
    170.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 75.00 to 77.00 °C. @ 5.00 mm Hg

    Flash point

    • 85.35 ˚C est.

    Solubility expt.

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

  • Synonyms

    • cis-3-Hexenyl pyruvate
    • 68133-76-6
    • (Z)-3-Hexenyl pyruvate
    • (Z)-Hex-3-enyl pyruvate
    • [(Z)-hex-3-enyl] 2-oxopropanoate
    • 3-Hexenyl pyruvate, (3Z)-
    • Propanoic acid, 2-oxo-, (3Z)-3-hexen-1-yl ester
    • Pyruvic Acid cis-3-Hexen-1-yl Ester
    • Propanoic acid, 2-oxo-, (3Z)-3-hexenyl ester
    • Pyruvic acid, 3-hexenyl ester
    • 74TLP5254U
    • EINECS 268-703-7
    • Propanoic acid, 2-oxo-, 3-hexenyl ester, (Z)-
    • PYRUVICACIDCIS-3-HEXEN-1-YLESTER
    • FEMA NO. 3934
    • DTXSID20887178
    • (3Z)-hex-3-en-1-yl 2-oxopropanoate
    • (Z)-3-HEXENYL PYRUVATE [FHFI]
    • cis-3-Hexenylpyruvate
    • UNII-74TLP5254U
    • MFCD00036527
    • (3Z)-3-hexenyl pyruvate
    • Propanoic acid, 2-oxo-,(3Z)-3-hexen-1-yl ester
    • SCHEMBL808519
    • (z)-3-hexenyl 2-oxopropanoate
    • FEMA 3934
    • CHEBI:173782
    • Pyruvic Acid cis-3-Hexenyl Ester
    • DTXCID501026490
    • (3Z)-3-Hexenyl 2-oxopropanoate #
    • (Z)-hex-3-en-1-yl 2-oxopropanoate
    • AKOS025295628
    • 2-Oxo-3-hexenyl ester(Z)-Propanoic acid
    • CS-0454884
    • NS00062762
    • P0894
    • D92037
    • Q27266303
    • 268-703-7

  • Applications

    cis-3-Hexenyl pyruvate (CAS 68133-76-6) is a green-leaf and fruity odorant widely employed in perfumery, food flavorings, deodorants, household cleaners and scented candles to impart a fresh, natural character; it is also used as a synthetic intermediate in plant-aroma research, as an analytical reference for assessing green flavor quality in fresh produce, as an active component in insect-lure formulations and plant-defense studies, and, because it readily hydrolyzes to cis-3-hexenol, as a slow-release reservoir that prolongs the longevity of green notes in commercial fragrance applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 760.02
    methanol 1071.95
    isopropanol 548.94
    water 0.52
    ethyl acetate 1190.42
    n-propanol 530.76
    acetone 1856.49
    n-butanol 541.04
    acetonitrile 1124.22
    DMF 2577.32
    toluene 408.22
    isobutanol 445.78
    1,4-dioxane 1098.86
    methyl acetate 948.25
    THF 1502.06
    2-butanone 1187.41
    n-pentanol 454.79
    sec-butanol 556.96
    n-hexane 74.03
    ethylene glycol 179.95
    NMP 2024.27
    cyclohexane 84.71
    DMSO 3082.02
    n-butyl acetate 764.88
    n-octanol 167.37
    chloroform 1452.68
    n-propyl acetate 662.46
    acetic acid 1218.06
    dichloromethane 1746.42
    cyclohexanone 1402.08
    propylene glycol 212.17
    isopropyl acetate 647.13
    DMAc 1666.55
    2-ethoxyethanol 823.69
    isopentanol 567.83
    n-heptane 23.75
    ethyl formate 553.4
    1,2-dichloroethane 1600.77
    n-hexanol 378.83
    2-methoxyethanol 1309.99
    isobutyl acetate 361.85
    tetrachloromethane 199.28
    n-pentyl acetate 362.45
    transcutol 2920.23
    n-heptanol 143.04
    ethylbenzene 235.57
    MIBK 596.63
    2-propoxyethanol 710.29
    tert-butanol 939.35
    MTBE 934.99
    2-butoxyethanol 359.83
    propionic acid 660.54
    o-xylene 293.57
    formic acid 429.54
    diethyl ether 887.75
    m-xylene 308.88
    p-xylene 285.6
    chlorobenzene 614.24
    dimethyl carbonate 340.89
    n-octane 14.54
    formamide 831.31
    cyclopentanone 1755.81
    2-pentanone 1054.46
    anisole 584.39
    cyclopentyl methyl ether 913.83
    gamma-butyrolactone 1865.93
    1-methoxy-2-propanol 960.46
    pyridine 957.29
    3-pentanone 757.96
    furfural 1432.72
    n-dodecane 13.41
    diethylene glycol 605.5
    diisopropyl ether 238.63
    tert-amyl alcohol 850.92
    acetylacetone 1178.01
    n-hexadecane 15.99
    acetophenone 573.53
    methyl propionate 881.97
    isopentyl acetate 639.67
    trichloroethylene 2661.91
    n-nonanol 146.14
    cyclohexanol 575.44
    benzyl alcohol 409.01
    2-ethylhexanol 234.57
    isooctanol 131.61
    dipropyl ether 234.91
    1,2-dichlorobenzene 593.91
    ethyl lactate 257.49
    propylene carbonate 819.23
    n-methylformamide 1049.89
    2-pentanol 455.91
    n-pentane 51.8
    1-propoxy-2-propanol 513.26
    1-methoxy-2-propyl acetate 659.72
    2-(2-methoxypropoxy) propanol 461.57
    mesitylene 191.73
    ε-caprolactone 1158.17
    p-cymene 126.22
    epichlorohydrin 2000.26
    1,1,1-trichloroethane 1150.79
    2-aminoethanol 354.77
    morpholine-4-carbaldehyde 1451.91
    sulfolane 2544.33
    2,2,4-trimethylpentane 50.27
    2-methyltetrahydrofuran 1285.11
    n-hexyl acetate 520.4
    isooctane 37.54
    2-(2-butoxyethoxy)ethanol 636.13
    sec-butyl acetate 442.78
    tert-butyl acetate 773.22
    decalin 69.95
    glycerin 324.54
    diglyme 1172.32
    acrylic acid 644.83
    isopropyl myristate 175.66
    n-butyric acid 855.64
    acetyl acetate 655.92
    di(2-ethylhexyl) phthalate 179.85
    ethyl propionate 580.53
    nitromethane 2429.33
    1,2-diethoxyethane 805.64
    benzonitrile 593.66
    trioctyl phosphate 121.79
    1-bromopropane 740.79
    gamma-valerolactone 1757.16
    n-decanol 108.78
    triethyl phosphate 192.71
    4-methyl-2-pentanol 263.83
    propionitrile 652.11
    vinylene carbonate 727.49
    1,1,2-trichlorotrifluoroethane 1168.19
    DMS 506.57
    cumene 158.63
    2-octanol 122.79
    2-hexanone 659.01
    octyl acetate 231.17
    limonene 203.92
    1,2-dimethoxyethane 1198.41
    ethyl orthosilicate 184.46
    tributyl phosphate 190.61
    diacetone alcohol 840.78
    N,N-dimethylaniline 367.99
    acrylonitrile 947.47
    aniline 518.04
    1,3-propanediol 536.64
    bromobenzene 668.31
    dibromomethane 1154.81
    1,1,2,2-tetrachloroethane 2013.51
    2-methyl-cyclohexyl acetate 339.06
    tetrabutyl urea 248.72
    diisobutyl methanol 147.96
    2-phenylethanol 347.55
    styrene 322.01
    dioctyl adipate 286.77
    dimethyl sulfate 697.59
    ethyl butyrate 418.83
    methyl lactate 377.83
    butyl lactate 299.81
    diethyl carbonate 280.4
    propanediol butyl ether 406.44
    triethyl orthoformate 256.92
    p-tert-butyltoluene 128.67
    methyl 4-tert-butylbenzoate 371.49
    morpholine 1412.71
    tert-butylamine 546.57
    n-dodecanol 83.62
    dimethoxymethane 990.2
    ethylene carbonate 574.14
    cyrene 448.82
    2-ethoxyethyl acetate 602.8
    2-ethylhexyl acetate 468.44
    1,2,4-trichlorobenzene 705.01
    4-methylpyridine 1106.19
    dibutyl ether 273.24
    2,6-dimethyl-4-heptanol 147.96
    DEF 1305.51
    dimethyl isosorbide 784.17
    tetrachloroethylene 1148.77
    eugenol 380.67
    triacetin 490.05
    span 80 358.47
    1,4-butanediol 251.26
    1,1-dichloroethane 1283.86
    2-methyl-1-pentanol 495.98
    methyl formate 767.65
    2-methyl-1-butanol 548.33
    n-decane 21.75
    butyronitrile 682.43
    3,7-dimethyl-1-octanol 208.63
    1-chlorooctane 131.43
    1-chlorotetradecane 51.64
    n-nonane 20.82
    undecane 16.75
    tert-butylcyclohexane 63.7
    cyclooctane 29.38
    cyclopentanol 564.37
    tetrahydropyran 1091.07
    tert-amyl methyl ether 726.89
    2,5,8-trioxanonane 778.65
    1-hexene 301.5
    2-isopropoxyethanol 577.97
    2,2,2-trifluoroethanol 396.56
    methyl butyrate 811.2

    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