3-Hexenyl lactate, (3Z)-

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  • Identifiers

    CAS number
    61931-81-5

    Molecular formula
    C9H16O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Green 95.78%
    Fruity 76.23%
    Fresh 65.41%
    Waxy 65.31%
    Tropical 61.17%
    Sweet 59.07%
    Melon 58.2%
    Vegetable 58.15%
    Leafy 54.94%
    Apple 45.86%

     

    Flavor
    Fruity 83.21%
    Green 78.43%
    Waxy 64.75%
    Sweet 58.57%
    Tropical 54.9%
    Apple 47.02%
    Pear 43.23%
    Fresh 38.27%
    Oily 35.85%
    Melon 35.29%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    8.25 (weak base)

    Molecular weight
    172.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 71.00 °C. @ 0.70 mm Hg

    Flash point

    • 102.02 ˚C est.

    Solubility expt.

    • slightly
    • slightly soluble in water; soluble in organic solvents, oils
    • miscible at room temperature (in ethanol)

  • Synonyms

    • cis-3-Hexenyl lactate
    • 61931-81-5
    • [(Z)-hex-3-enyl] 2-hydroxypropanoate
    • (Z)-3-Hexenyl lactate
    • (Z)-Hex-3-en-1-yl 2-hydroxypropanoate
    • (Z)-Hex-3-enyl lactate
    • 3-Hexenyl lactate, (Z)-
    • FEMA No. 3690
    • 3-Hexenyl lactate, cis-
    • cis-3-Hexenyllactate
    • 3-Hexenyl lactate, (3Z)-
    • 3-Hexenyl 2-hydroxypropanoate, cis-
    • Propanoic acid, 2-hydroxy-, (3Z)-3-hexenyl ester
    • cis-3-Hexenyl lactate (natural)
    • (3Z)-hex-3-en-1-yl 2-hydroxypropanoate
    • Propanoic acid, 2-hydroxy-, 3-hexenyl ester, (Z)-
    • EINECS 263-337-4
    • 55ET6N4SAG
    • Lactic Acid cis-3-Hexen-1-yl Ester
    • AI3-35962
    • Propanoic acid, 2-hydroxy-, (3Z)-3-hexen-1-yl ester
    • DTXSID20886469
    • CIS-3-HEXENYL LACTATE [FHFI]
    • (+/-)-(Z)-3-HEXENYL LACTATE
    • UNII-55ET6N4SAG
    • Lactic acid cis-3-hexenyl ester
    • 3Z-Hexenyl Lactate
    • MFCD00036495
    • |cis|-3-Hexenyl lactate
    • (3Z)-3-hexenyl lactate
    • cis-3-Hexen-1-yl Lactate
    • SCHEMBL873161
    • FEMA 3690
    • NNLLMULULOBXBY-PLNGDYQASA-
    • CHEBI:171942
    • DTXCID701025793
    • LCA93181
    • AKOS027320522
    • cis-3-Hexenyl lactate, >=98%, FG
    • (3Z)-3-Hexenyl 2-hydroxypropanoate #
    • AS-63425
    • L0108
    • NS00012584
    • cis-3-Hexenyl lactate, natural, >=97%, FG
    • D91247
    • Q27261305
    • 263-337-4
    • InChI=1/C9H16O3/c1-3-4-5-6-7-12-9(11)8(2)10/h4-5,8,10H,3,6-7H2,1-2H3/b5-4-

  • Applications

    cis-3-Hexenyl lactate (CAS 61931-81-5) is a naturally inspired “green-leaf” ester that imparts fresh leafy and fruity nuances and is used as a key fragrance ingredient in fine perfumes, personal-care products, shampoos, fabric and household cleaners, air fresheners and scented candles; it is also incorporated into food flavourings to reinforce apple, pear, melon and green-tea notes in confectionery, chewing gum and soft drinks, delivering a just-cut freshness; beyond flavour and fragrance, it serves in agriculture and chemical ecology as a semiochemical that attracts beneficial predators, primes plant defence pathways, functions as a model GLV signal in laboratory studies, features in eco-friendly crop-protection formulations, and acts as an analytical GC-MS reference standard for monitoring plant volatiles.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1351.02
    methanol 2260.28
    isopropanol 920.01
    water 2.67
    ethyl acetate 1047.76
    n-propanol 867.54
    acetone 1661.18
    n-butanol 814.2
    acetonitrile 855.47
    DMF 1876.86
    toluene 177.83
    isobutanol 682.11
    1,4-dioxane 1168.1
    methyl acetate 783.77
    THF 1347.71
    2-butanone 879.44
    n-pentanol 608.58
    sec-butanol 768.37
    n-hexane 71.09
    ethylene glycol 392.61
    NMP 1208.38
    cyclohexane 85.49
    DMSO 3200.56
    n-butyl acetate 709.35
    n-octanol 217.05
    chloroform 925.33
    n-propyl acetate 581.69
    acetic acid 1757.02
    dichloromethane 1046.02
    cyclohexanone 950.93
    propylene glycol 411.59
    isopropyl acetate 567.31
    DMAc 1214.52
    2-ethoxyethanol 1101.03
    isopentanol 772.89
    n-heptane 29.84
    ethyl formate 546.09
    1,2-dichloroethane 919.65
    n-hexanol 514.79
    2-methoxyethanol 1694.96
    isobutyl acetate 354.2
    tetrachloromethane 142.45
    n-pentyl acetate 342.04
    transcutol 2933.06
    n-heptanol 203.97
    ethylbenzene 142.12
    MIBK 524.56
    2-propoxyethanol 844.59
    tert-butanol 1527.49
    MTBE 1068.51
    2-butoxyethanol 424.15
    propionic acid 789.96
    o-xylene 175.27
    formic acid 846.75
    diethyl ether 847.48
    m-xylene 169.98
    p-xylene 178.01
    chlorobenzene 319.47
    dimethyl carbonate 244.7
    n-octane 18.49
    formamide 1138.3
    cyclopentanone 1179.44
    2-pentanone 847.03
    anisole 373.36
    cyclopentyl methyl ether 709.87
    gamma-butyrolactone 1311.75
    1-methoxy-2-propanol 1104.22
    pyridine 607.43
    3-pentanone 520.5
    furfural 1007.41
    n-dodecane 16.64
    diethylene glycol 780.2
    diisopropyl ether 227.53
    tert-amyl alcohol 1220.65
    acetylacetone 936.89
    n-hexadecane 18.58
    acetophenone 377.38
    methyl propionate 688.58
    isopentyl acetate 599.5
    trichloroethylene 1425.6
    n-nonanol 181.1
    cyclohexanol 650.89
    benzyl alcohol 337.61
    2-ethylhexanol 275.25
    isooctanol 177.23
    dipropyl ether 258.13
    1,2-dichlorobenzene 335.0
    ethyl lactate 255.97
    propylene carbonate 620.39
    n-methylformamide 946.74
    2-pentanol 629.32
    n-pentane 60.6
    1-propoxy-2-propanol 593.23
    1-methoxy-2-propyl acetate 581.3
    2-(2-methoxypropoxy) propanol 435.19
    mesitylene 127.38
    ε-caprolactone 860.83
    p-cymene 104.14
    epichlorohydrin 1314.95
    1,1,1-trichloroethane 604.38
    2-aminoethanol 678.81
    morpholine-4-carbaldehyde 1114.72
    sulfolane 1668.76
    2,2,4-trimethylpentane 54.92
    2-methyltetrahydrofuran 1039.64
    n-hexyl acetate 462.96
    isooctane 40.9
    2-(2-butoxyethoxy)ethanol 647.45
    sec-butyl acetate 391.82
    tert-butyl acetate 665.83
    decalin 59.03
    glycerin 585.5
    diglyme 1128.78
    acrylic acid 697.33
    isopropyl myristate 154.23
    n-butyric acid 1057.05
    acetyl acetate 547.25
    di(2-ethylhexyl) phthalate 163.22
    ethyl propionate 449.78
    nitromethane 2170.95
    1,2-diethoxyethane 729.77
    benzonitrile 372.41
    trioctyl phosphate 121.73
    1-bromopropane 470.98
    gamma-valerolactone 1260.6
    n-decanol 132.56
    triethyl phosphate 172.07
    4-methyl-2-pentanol 331.21
    propionitrile 524.6
    vinylene carbonate 533.45
    1,1,2-trichlorotrifluoroethane 999.86
    DMS 369.34
    cumene 114.43
    2-octanol 159.16
    2-hexanone 565.52
    octyl acetate 204.79
    limonene 172.6
    1,2-dimethoxyethane 1294.31
    ethyl orthosilicate 176.41
    tributyl phosphate 171.34
    diacetone alcohol 767.63
    N,N-dimethylaniline 269.3
    acrylonitrile 694.55
    aniline 344.92
    1,3-propanediol 937.04
    bromobenzene 312.39
    dibromomethane 698.16
    1,1,2,2-tetrachloroethane 1230.43
    2-methyl-cyclohexyl acetate 286.35
    tetrabutyl urea 213.54
    diisobutyl methanol 176.1
    2-phenylethanol 309.52
    styrene 179.92
    dioctyl adipate 245.18
    dimethyl sulfate 487.41
    ethyl butyrate 384.24
    methyl lactate 357.66
    butyl lactate 299.81
    diethyl carbonate 248.11
    propanediol butyl ether 493.04
    triethyl orthoformate 248.18
    p-tert-butyltoluene 105.23
    methyl 4-tert-butylbenzoate 303.4
    morpholine 1349.48
    tert-butylamine 826.37
    n-dodecanol 99.77
    dimethoxymethane 925.67
    ethylene carbonate 465.76
    cyrene 395.71
    2-ethoxyethyl acetate 509.32
    2-ethylhexyl acetate 414.56
    1,2,4-trichlorobenzene 391.3
    4-methylpyridine 620.93
    dibutyl ether 262.61
    2,6-dimethyl-4-heptanol 176.1
    DEF 954.96
    dimethyl isosorbide 651.21
    tetrachloroethylene 814.68
    eugenol 318.77
    triacetin 410.61
    span 80 370.11
    1,4-butanediol 431.2
    1,1-dichloroethane 738.6
    2-methyl-1-pentanol 586.4
    methyl formate 696.77
    2-methyl-1-butanol 722.2
    n-decane 26.91
    butyronitrile 612.48
    3,7-dimethyl-1-octanol 238.89
    1-chlorooctane 130.5
    1-chlorotetradecane 51.79
    n-nonane 26.5
    undecane 20.49
    tert-butylcyclohexane 57.66
    cyclooctane 29.12
    cyclopentanol 633.26
    tetrahydropyran 982.84
    tert-amyl methyl ether 725.9
    2,5,8-trioxanonane 744.79
    1-hexene 265.57
    2-isopropoxyethanol 687.86
    2,2,2-trifluoroethanol 482.58
    methyl butyrate 657.44

    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