3-Hexenyl butyrate, (3Z)-

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  • Identifiers

    CAS number
    16491-36-4

    Molecular formula
    C10H18O2

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

    Retention indicies (RI)

    • DB5: 1187.25
    • Carbowax: 1457.5

  • Odor profile

    Green 93.68%
    Fruity 93.25%
    Apple 75.29%
    Tropical 71.38%
    Fresh 62.89%
    Sweet 61.43%
    Pear 59.83%
    Waxy 56.33%
    Banana 55.79%
    Pineapple 55.58%

    Scent© AI

  • Properties

    XLogP3-AA
    2.7

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 96.00 °C. @ 20.00 mm Hg

    Flash point est.
    81.99 ˚C

    Solubility expt.

    • very slightly
    • soluble in alcohol, propylene glycol; miscible with most fixed oils; insoluble in water

  • Synonyms

    • cis-3-Hexenyl butyrate
    • 16491-36-4
    • (Z)-3-hexenyl butyrate
    • (Z)-Hex-3-en-1-yl butyrate
    • (Z)-Hex-3-enyl butyrate
    • [(Z)-hex-3-enyl] butanoate
    • Butanoic acid, (3Z)-3-hexen-1-yl ester
    • cis-3-Hexen-1-yl butyrate
    • Butanoic acid, 3-hexenyl ester, (Z)-
    • cis-Butyric acid, 3-hexenyl ester
    • Butyric acid, 3-hexenyl ester, (Z)-
    • beta,gamma-Hexenyl butyrate
    • 3-Hexenyl butanoate, cis-
    • 3Z-Hexenyl butyrate
    • 3-Hexenyl butyrate, (Z)-
    • 3-Hexenyl butanoate, (Z)-
    • 3-Hexenyl butyrate, (3Z)-
    • FEMA No. 3402
    • Butanoic acid, (3Z)-3-hexenyl ester
    • cis-3-hexenyl butanoate
    • cis-3-hexenyl n-butyrate
    • 3-Hexenyl butyrate, cis-
    • (3Z)-3-Hexenyl butyrate
    • n-Butyric acid cis-3-hexen-1-yl ester
    • 3Z-Hexenyl butanoate
    • cis-3-Hexenyl butyrate (natural)
    • 3(Z)-Hexenyl butanoate
    • Hexenyl butanoate (3Z)
    • cis-Hex-3-enyl butyrate
    • EINECS 240-553-7
    • cis-Hex-3-enyl butanoate
    • (Z)-3-hexenyl butanoate
    • Hex-3(Z)-enyl butanoate
    • (Z)-Hex-3-enyl butanoate
    • AI3-33202
    • (Z)-3-Hexen-1-yl butanoate
    • DTXSID6051772
    • O47B839622
    • (Z)-3-Hexen-1-ol, butanoate
    • Butanoic acid, (Z)-3-hexenyl ester
    • CIS-HEX-3-EN-1-YL BUTYRATE
    • (Z)-3-HEXEN-1-OL BUTANOATE
    • CIS-3-HEXENYL BUTYRATE [FHFI]
    • (Z)-3-HEXENYL BUTYRATE [FCC]
    • 3-HEXEN-1-YL BUTYRATE, (Z)-
    • WE(6:1(3Z)/4:0)
    • ((Z)-hex-3-enyl) butanoate
    • UNII-O47B839622
    • MFCD00036540
    • is-3-Hexenyl n-butyrate
    • Butanoate(Z)-3-Hexen-1-ol
    • SCHEMBL309026
    • DTXCID5030327
    • FEMA 3402
    • 3-Hexenyl ester(Z)-Butyric acid
    • CHEBI:176779
    • 3-Hexenyl ester(Z)-Butanoic acid
    • 3-Hexen-1-ol, butanoate, (Z)-
    • RAA49136
    • LMFA07010593
    • AKOS016009844
    • cis-3-Hexenyl butyrate, >=98%, FG
    • CS-11311
    • DB-020528
    • CS-0153942
    • NS00012572
    • cis-3-Hexenyl butyrate, natural, >=95%, FG
    • D70216
    • Q27285310
    • 240-553-7

  • Applications

    Cis-3-Hexenyl butyrate (CAS 16491-36-4) is a naturally occurring green-fruity ester found in young leaves, apples and berries, widely used as a flavouring agent in soft drinks, confectionery, yogurts, baked goods and alcoholic beverages, as a freshness booster in fine fragrances, air-care products, cosmetics and personal-care formulations, and also studied in agriculture as a semiochemical that attracts pollinators or beneficial predators for ecological pest control, enhances plant defence signalling, and masks pesticide odours, thus playing an important role across food and flavour manufacturing, perfumery, cosmetics and environmentally friendly crop-protection technologies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4703.84
    methanol 5152.28
    isopropanol 3882.8
    water 0.48
    ethyl acetate 4190.57
    n-propanol 3610.41
    acetone 7434.37
    n-butanol 3577.91
    acetonitrile 4814.64
    DMF 6108.11
    toluene 1713.34
    isobutanol 2900.63
    1,4-dioxane 4337.67
    methyl acetate 3037.06
    THF 6009.4
    2-butanone 4428.34
    n-pentanol 2384.86
    sec-butanol 3450.68
    n-hexane 1486.68
    ethylene glycol 466.65
    NMP 4787.43
    cyclohexane 1596.02
    DMSO 6579.25
    n-butyl acetate 3303.51
    n-octanol 1228.05
    chloroform 8027.37
    n-propyl acetate 2503.2
    acetic acid 4356.87
    dichloromethane 7915.76
    cyclohexanone 6083.58
    propylene glycol 787.93
    isopropyl acetate 2380.95
    DMAc 3488.17
    2-ethoxyethanol 1975.21
    isopentanol 3030.48
    n-heptane 450.75
    ethyl formate 1901.27
    1,2-dichloroethane 5414.93
    n-hexanol 2488.09
    2-methoxyethanol 3151.45
    isobutyl acetate 1406.1
    tetrachloromethane 1194.45
    n-pentyl acetate 1771.09
    transcutol 7427.09
    n-heptanol 878.73
    ethylbenzene 1064.73
    MIBK 2019.78
    2-propoxyethanol 2619.3
    tert-butanol 4382.51
    MTBE 4093.89
    2-butoxyethanol 1281.25
    propionic acid 2705.08
    o-xylene 951.28
    formic acid 788.73
    diethyl ether 5076.48
    m-xylene 1120.88
    p-xylene 1296.28
    chlorobenzene 2522.1
    dimethyl carbonate 848.38
    n-octane 190.14
    formamide 1200.82
    cyclopentanone 5303.29
    2-pentanone 4183.93
    anisole 1621.82
    cyclopentyl methyl ether 3632.22
    gamma-butyrolactone 4978.35
    1-methoxy-2-propanol 2711.87
    pyridine 4514.15
    3-pentanone 2717.72
    furfural 3155.71
    n-dodecane 135.66
    diethylene glycol 1399.44
    diisopropyl ether 1245.4
    tert-amyl alcohol 3579.15
    acetylacetone 3341.22
    n-hexadecane 158.42
    acetophenone 1479.38
    methyl propionate 2594.88
    isopentyl acetate 2468.08
    trichloroethylene 8257.97
    n-nonanol 999.04
    cyclohexanol 3524.63
    benzyl alcohol 1250.31
    2-ethylhexanol 1465.67
    isooctanol 776.51
    dipropyl ether 1865.86
    1,2-dichlorobenzene 2012.97
    ethyl lactate 746.28
    propylene carbonate 2594.77
    n-methylformamide 2559.48
    2-pentanol 2829.65
    n-pentane 894.54
    1-propoxy-2-propanol 2117.64
    1-methoxy-2-propyl acetate 1884.63
    2-(2-methoxypropoxy) propanol 1348.22
    mesitylene 726.91
    ε-caprolactone 4109.83
    p-cymene 534.88
    epichlorohydrin 5391.8
    1,1,1-trichloroethane 4790.14
    2-aminoethanol 1229.05
    morpholine-4-carbaldehyde 3299.26
    sulfolane 5768.06
    2,2,4-trimethylpentane 326.09
    2-methyltetrahydrofuran 5574.84
    n-hexyl acetate 2559.04
    isooctane 263.33
    2-(2-butoxyethoxy)ethanol 1913.55
    sec-butyl acetate 1579.96
    tert-butyl acetate 2342.2
    decalin 544.27
    glycerin 899.11
    diglyme 3137.59
    acrylic acid 2085.67
    isopropyl myristate 840.35
    n-butyric acid 4390.14
    acetyl acetate 1951.92
    di(2-ethylhexyl) phthalate 651.46
    ethyl propionate 1998.78
    nitromethane 5674.6
    1,2-diethoxyethane 3081.69
    benzonitrile 2102.64
    trioctyl phosphate 503.71
    1-bromopropane 4358.26
    gamma-valerolactone 4895.05
    n-decanol 682.08
    triethyl phosphate 640.84
    4-methyl-2-pentanol 1222.77
    propionitrile 3333.65
    vinylene carbonate 2222.56
    1,1,2-trichlorotrifluoroethane 3143.42
    DMS 1408.63
    cumene 636.03
    2-octanol 784.27
    2-hexanone 2827.94
    octyl acetate 1088.56
    limonene 1006.18
    1,2-dimethoxyethane 3813.76
    ethyl orthosilicate 664.29
    tributyl phosphate 737.17
    diacetone alcohol 2044.26
    N,N-dimethylaniline 1085.61
    acrylonitrile 3475.27
    aniline 1964.29
    1,3-propanediol 1798.61
    bromobenzene 2964.75
    dibromomethane 6069.41
    1,1,2,2-tetrachloroethane 6837.92
    2-methyl-cyclohexyl acetate 1229.81
    tetrabutyl urea 953.39
    diisobutyl methanol 743.06
    2-phenylethanol 1217.99
    styrene 1520.06
    dioctyl adipate 1102.81
    dimethyl sulfate 1329.73
    ethyl butyrate 1726.84
    methyl lactate 958.72
    butyl lactate 1164.63
    diethyl carbonate 1019.56
    propanediol butyl ether 1465.69
    triethyl orthoformate 1027.39
    p-tert-butyltoluene 506.71
    methyl 4-tert-butylbenzoate 1126.09
    morpholine 5715.43
    tert-butylamine 3108.18
    n-dodecanol 502.81
    dimethoxymethane 2749.32
    ethylene carbonate 1917.63
    cyrene 1013.35
    2-ethoxyethyl acetate 1853.57
    2-ethylhexyl acetate 1849.92
    1,2,4-trichlorobenzene 2087.51
    4-methylpyridine 4637.69
    dibutyl ether 2131.59
    2,6-dimethyl-4-heptanol 743.06
    DEF 4050.69
    dimethyl isosorbide 1885.64
    tetrachloroethylene 4059.85
    eugenol 1085.17
    triacetin 1674.89
    span 80 1369.23
    1,4-butanediol 771.12
    1,1-dichloroethane 5872.15
    2-methyl-1-pentanol 2101.11
    methyl formate 1686.37
    2-methyl-1-butanol 2885.17
    n-decane 251.23
    butyronitrile 4331.28
    3,7-dimethyl-1-octanol 1178.34
    1-chlorooctane 1017.75
    1-chlorotetradecane 348.02
    n-nonane 274.79
    undecane 176.54
    tert-butylcyclohexane 475.18
    cyclooctane 385.67
    cyclopentanol 3179.82
    tetrahydropyran 6802.17
    tert-amyl methyl ether 2580.5
    2,5,8-trioxanonane 2060.75
    1-hexene 3478.67
    2-isopropoxyethanol 1524.81
    2,2,2-trifluoroethanol 918.24
    methyl butyrate 3038.1

    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

Botanical

Name CAS Botanical Proportion
Genet absolute 1 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.07%
Jasmine sambac (Indonesia) Jasminum sambac (L.) Aiton, fam. Oleaceae 0.16%
Pistacia khinjuk (Egypt) leaf Pistacia khinjuk Stocks, fam. Anacardiaceae 0.1%
Osmanthus headspace (living flowers) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 0.2%
Osmanthus headspace (picked flowers) 1 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 1.17%
Osmanthus headspace (picked flowers) 2 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 4.17%
Orange, sweet (Japan) (oxygenated compounds) 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Fukuhara, fam. Rutaceae 0.01%
Coriander fruit (Finland) 4 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.45%
Lemon verbena (Morocco) 1 Aloysia triphylla (L'Herit.) Britton (Lippia citriodora (Lam.) O. Kuntze) 0.4%
Hyacinth, picked flower headspace 1b Hyacinthus orientalis L., fam. Liliaceae 0.01%
Osmanthus headspace (flowers) (China) 1 68917-05-5 Osmanthus fragrans (Thunb.) Lour., var. auranticus Makino, fam. Oleaceae 0.53%
Michelia alba flower absolute (China) Michelia alba DC., fam. Magnoliaceae 0.54%
Jasmine rose flower headspace (China) 1 Gardenia jasminoides Ellis, fam. Rubiaceae 0.56%
Jasmine polyanthum flower headspace Jasminum polyanthum L., fam. Oleaceae 2.68%
Jasmine (China) 1 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.23%
Fir balsam 2a 8021-28-1 Abies balsamea (L.) Mill., fam. Pinaceae 0.05%
Basil (Turkey) 2a 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Turkey) 2b 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.07%
Origanum micranthum (Turkey) Origanum micranthum Vogel, fam. Lamiaceae (Labiatae) 0.24%
Averrhoa bilimbi fruit (Malaysia) Averrhoa bilimbi L., fam. Oxalidaceae 0.3%
Ambarella fruit Spondias cytherea Sonnerat (Ambarella), fam. Anacardiaceae 0.01%
Indian curry leaf tree (leaf) Murraya koenigii Spreng., fam. Rutaceae 0.01%
Olive flower (headspace) Olea europaea L., fam. Oleaceae 0.2%
Cyphomandra betacea fruit Cyphomandra betacea Sendtn., fam. Solanaceae (tree tomato, tamarillo) 0.1%
Coriander fruit 8 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.01%
Coriander fruit (Greece) 1a 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.1%
Coriander fruit (Greece) 1b 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.2%
Psidium cattleianum fruit (R‚union Island) Psidium cattleianum Sabine, fam. Myrtaceae 1.0%
Guava leaf 4 Psidium guajava L., fam. Myrtaceae 0.01%
Carapa guianensis Carapa guianensis Aubl., fam. Meliaceae 0.05%
Rocket leaf 2 headspace Eruca sativa L., fam. Brassicaceae 10.8%
Astronium urundeuva (Brazil) Astronium urundeuva (Allemao) Engl., fam. Anacardiaceae 0.05%
Mango (Cameroon) headspace of ripe fruit 90063-86-0 Mangifera indica L., fam. Anacardiaceae 12.92%