3-Hexenyl hexanoate, (3Z)-

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  • Identifiers

    CAS number
    31501-11-8

    Molecular formula
    C12H22O2

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1370.0
    • Carbowax: 1642.5

  • Odor profile

    Green 94.46%
    Fruity 93.22%
    Tropical 71.04%
    Apple 69.91%
    Waxy 64.71%
    Pear 60.41%
    Fresh 50.98%
    Pineapple 49.99%
    Vegetable 48.56%
    Melon 48.55%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    Molecular weight
    198.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 115.00 °C. @ 15.00 mm Hg

    Flash point est.
    106.64 ˚C

    Solubility expt.

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

  • Synonyms

    • cis-3-Hexenyl hexanoate
    • 31501-11-8
    • cis-3-Hexenyl caproate
    • (Z)-3-hexenyl hexanoate
    • cis-3-Hexenyl hexoate
    • Hexanoic acid, (3Z)-3-hexenyl ester
    • (Z)-Hex-3-enyl hexanoate
    • (3Z)-Hex-3-en-1-yl hexanoate
    • Hexanoic acid, 3-hexenyl ester, (Z)-
    • 3-Hexenyl hexanoate, (Z)-
    • cis-Hexanoic acid, 3-hexenyl ester
    • FEMA No. 3403
    • 3-Hexenyl hexanoate, cis-
    • cis-3-Hexenyl caproate (hexanoate)
    • Hexanoic acid, (3Z)-3-hexen-1-yl ester
    • [(Z)-hex-3-enyl] hexanoate
    • 3-Hexenyl hexanoate, (3Z)-
    • (3Z)-3-Hexenyl hexanoate
    • EINECS 250-661-6
    • UYX8RFU917
    • cis-3-Hexen-1-yl Hexanoate
    • (z)-3-hexen-1-yl hexanoate
    • BRN 2326469
    • DTXSID7047560
    • AI3-35959
    • cis-3-Hexenyl caproate (hexanoate) (natural)
    • cis-3-Hexenyl n-hexanoate
    • 3-Hexen-1-ol hexanoate, cis
    • DTXCID5027560
    • WE(6:1(3Z)/6:0)
    • (Z)-3-Hexen-1-ol, hexanoate
    • CIS-3-HEXEN-1-YL CAPROATE
    • n-Caproic acid cis-3-hexenyl ester
    • CIS-HEX-3-EN-1-YL HEXANOATE
    • Hexanoic Acid cis-3-Hexen-1-yl Ester
    • CIS-3-HEXENYL HEXANOATE [FHFI]
    • 3-HEXEN-1-YL HEXANOATE, (Z)-
    • Hexanoic acid, 3-hexenyl ester
    • MFCD00036552
    • Fema 3403
    • UNII-UYX8RFU917
    • n-Caproic acid cis-3-hexen-1-yl ester
    • Cis-beta -hexenyl caproate
    • (cis)-3-Hexenyl hexanoate
    • cis-.beta.-Hexenyl Caproate
    • Hexanoate(Z)-3-Hexen-1-ol
    • SCHEMBL310613
    • CHEMBL3187552
    • 3Z-Hexenyl Caproate (Hexanoate)
    • CHEBI:171813
    • 3-Hexenyl ester(Z)-Hexanoic acid
    • 3-Hexen-1-ol, hexanoate, (Z)-
    • Tox21_302626
    • AC8487
    • LMFA07010594
    • s3317
    • AKOS024437799
    • CS-W015649
    • HY-W014933
    • cis-3-Hexenyl hexanoate, >=98%, FG
    • NCGC00256710-01
    • AS-57908
    • CAS-31501-11-8
    • DB-020527
    • NS00012580
    • Q27291338

  • Applications

    3-Hexenyl hexanoate, (3Z)- (aka Z-3-hexenyl hexanoate; CAS 31501-11-8) is a green–fruity ester (fresh-cut grass, crushed leaves, apple, pear, banana, pineapple) widely used to impart fresh, natural top notes: in flavors for beverages, juices, confectionery, baked goods, yogurts, and chewing gum; in fragrances for fresh accords in fine perfume, shampoos, soaps, detergents, candles, and air care, where it boosts citrus, herbal, and green-fruity facets, masks sulfur/fatty off-notes, and adds blooming top-to-mid impact; it is dosed at very low levels (ppb–ppm), is soluble in ethanol and oils, sparingly soluble in water, and is sensitive to oxidation and Z/E isomerization, thus stored cool and dark, optionally with antioxidants; in agro/biological research it serves as a representative green leaf volatile for plant-signaling and insect-behavior studies, as a lure/behavioral cue, and as a GC/MS reference standard; it is available in natural-grade via esterification from natural precursors and is used within applicable safety guidelines and industry standards.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4758.43
    methanol 5214.48
    isopropanol 3224.41
    water 0.16
    ethyl acetate 4688.65
    n-propanol 3168.68
    acetone 6973.04
    n-butanol 3076.31
    acetonitrile 3681.42
    DMF 4997.17
    toluene 1969.02
    isobutanol 2535.28
    1,4-dioxane 4433.33
    methyl acetate 2808.96
    THF 6627.45
    2-butanone 4155.48
    n-pentanol 2032.46
    sec-butanol 2800.94
    n-hexane 910.46
    ethylene glycol 334.45
    NMP 3882.93
    cyclohexane 1429.24
    DMSO 6195.96
    n-butyl acetate 3340.96
    n-octanol 784.4
    chloroform 6725.57
    n-propyl acetate 2495.23
    acetic acid 2919.26
    dichloromethane 7481.04
    cyclohexanone 5807.89
    propylene glycol 582.79
    isopropyl acetate 2797.82
    DMAc 3206.5
    2-ethoxyethanol 1923.82
    isopentanol 2677.44
    n-heptane 333.5
    ethyl formate 1764.3
    1,2-dichloroethane 5834.48
    n-hexanol 2048.37
    2-methoxyethanol 3235.18
    isobutyl acetate 1414.51
    tetrachloromethane 1074.96
    n-pentyl acetate 1701.31
    transcutol 7464.64
    n-heptanol 684.79
    ethylbenzene 936.63
    MIBK 2087.9
    2-propoxyethanol 2525.17
    tert-butanol 3606.16
    MTBE 4287.79
    2-butoxyethanol 1187.21
    propionic acid 1940.53
    o-xylene 966.93
    formic acid 539.8
    diethyl ether 5440.22
    m-xylene 1148.56
    p-xylene 1105.68
    chlorobenzene 2263.64
    dimethyl carbonate 760.84
    n-octane 124.72
    formamide 921.24
    cyclopentanone 4925.79
    2-pentanone 4375.57
    anisole 1513.62
    cyclopentyl methyl ether 3804.17
    gamma-butyrolactone 4398.0
    1-methoxy-2-propanol 2577.39
    pyridine 4311.88
    3-pentanone 2747.5
    furfural 2747.07
    n-dodecane 81.84
    diethylene glycol 1335.06
    diisopropyl ether 1283.02
    tert-amyl alcohol 2899.02
    acetylacetone 3529.44
    n-hexadecane 99.07
    acetophenone 1339.86
    methyl propionate 2606.9
    isopentyl acetate 2617.89
    trichloroethylene 7994.46
    n-nonanol 672.52
    cyclohexanol 3141.44
    benzyl alcohol 1135.36
    2-ethylhexanol 1291.7
    isooctanol 608.31
    dipropyl ether 1812.97
    1,2-dichlorobenzene 1803.57
    ethyl lactate 660.5
    propylene carbonate 2179.37
    n-methylformamide 2017.41
    2-pentanol 2316.49
    n-pentane 682.25
    1-propoxy-2-propanol 1985.64
    1-methoxy-2-propyl acetate 2065.09
    2-(2-methoxypropoxy) propanol 1168.81
    mesitylene 697.22
    ε-caprolactone 4084.17
    p-cymene 488.75
    epichlorohydrin 5428.84
    1,1,1-trichloroethane 4557.34
    2-aminoethanol 988.72
    morpholine-4-carbaldehyde 3088.32
    sulfolane 4701.43
    2,2,4-trimethylpentane 255.42
    2-methyltetrahydrofuran 5745.97
    n-hexyl acetate 2182.77
    isooctane 205.14
    2-(2-butoxyethoxy)ethanol 1774.7
    sec-butyl acetate 1690.22
    tert-butyl acetate 2440.8
    decalin 459.21
    glycerin 660.57
    diglyme 3148.1
    acrylic acid 1362.92
    isopropyl myristate 682.6
    n-butyric acid 3711.17
    acetyl acetate 2095.79
    di(2-ethylhexyl) phthalate 549.47
    ethyl propionate 2070.07
    nitromethane 4485.03
    1,2-diethoxyethane 3306.27
    benzonitrile 1741.51
    trioctyl phosphate 398.71
    1-bromopropane 4328.89
    gamma-valerolactone 4832.21
    n-decanol 458.8
    triethyl phosphate 618.14
    4-methyl-2-pentanol 1114.53
    propionitrile 2640.23
    vinylene carbonate 1788.17
    1,1,2-trichlorotrifluoroethane 2760.22
    DMS 1340.46
    cumene 544.29
    2-octanol 570.46
    2-hexanone 2527.33
    octyl acetate 839.24
    limonene 973.33
    1,2-dimethoxyethane 3535.07
    ethyl orthosilicate 649.53
    tributyl phosphate 593.51
    diacetone alcohol 1967.83
    N,N-dimethylaniline 993.98
    acrylonitrile 2616.05
    aniline 1855.9
    1,3-propanediol 1595.14
    bromobenzene 2703.68
    dibromomethane 5505.14
    1,1,2,2-tetrachloroethane 6164.82
    2-methyl-cyclohexyl acetate 1205.63
    tetrabutyl urea 752.86
    diisobutyl methanol 655.73
    2-phenylethanol 1174.07
    styrene 1329.29
    dioctyl adipate 948.54
    dimethyl sulfate 1093.41
    ethyl butyrate 1864.53
    methyl lactate 815.95
    butyl lactate 1007.65
    diethyl carbonate 1016.87
    propanediol butyl ether 1134.85
    triethyl orthoformate 1034.19
    p-tert-butyltoluene 466.01
    methyl 4-tert-butylbenzoate 1000.1
    morpholine 6080.29
    tert-butylamine 2524.39
    n-dodecanol 336.27
    dimethoxymethane 2879.66
    ethylene carbonate 1633.99
    cyrene 866.06
    2-ethoxyethyl acetate 1928.25
    2-ethylhexyl acetate 1972.11
    1,2,4-trichlorobenzene 1937.75
    4-methylpyridine 4284.67
    dibutyl ether 1818.54
    2,6-dimethyl-4-heptanol 655.73
    DEF 4009.02
    dimethyl isosorbide 1854.52
    tetrachloroethylene 3877.72
    eugenol 947.3
    triacetin 1461.27
    span 80 1172.98
    1,4-butanediol 617.26
    1,1-dichloroethane 5418.88
    2-methyl-1-pentanol 1811.18
    methyl formate 1235.77
    2-methyl-1-butanol 2460.74
    n-decane 155.67
    butyronitrile 3530.36
    3,7-dimethyl-1-octanol 860.04
    1-chlorooctane 758.11
    1-chlorotetradecane 246.92
    n-nonane 164.63
    undecane 107.96
    tert-butylcyclohexane 372.05
    cyclooctane 322.26
    cyclopentanol 2519.83
    tetrahydropyran 7235.09
    tert-amyl methyl ether 2583.49
    2,5,8-trioxanonane 1956.9
    1-hexene 2642.91
    2-isopropoxyethanol 1505.77
    2,2,2-trifluoroethanol 582.54
    methyl butyrate 2938.36

    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
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%
Orange, sweet (Japan) (oxygenated compounds) 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Fukuhara, fam. Rutaceae 0.01%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.01%
Jasmine rose flower headspace (China) 1 Gardenia jasminoides Ellis, fam. Rubiaceae 0.09%
Jasmine rose flower headspace (China) 2 Gardenia jasminoides Ellis var. fortuniana Lindl., fam. Rubiaceae 0.1%
Passion fruit (China) 1 Passiflora edulis Sims, fam. Passifloraceae 6.65%
Passion fruit (China) 2 Passiflora edulis Sims var. flavicarpa Dengener, fam. Passifloraceae 1.5%
Averrhoa bilimbi fruit (Malaysia) Averrhoa bilimbi L., fam. Oxalidaceae 0.1%
Pistacia lentiscus (Spain) 3 whole plant 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.2%
Guava fruit (Cuba) 91770-12-6 Psidium guajava L., fam. Myrtaceae 0.1%
Inula verbascifolia ssp. methanea Inula verbascifolia ssp methanea (Hausskn.) Turin, fam. Asteraceae 0.01%
Lavender (Australia) 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.02%