Prenyl caproate

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  • Identifiers

    CAS number
    76649-22-4

    Molecular formula
    C11H20O2

    SMILES
    CCCCCC(=O)OCC=C(C)C

  • Odor profile

    Fruity 96.01%
    Green 78.52%
    Apple 66.16%
    Pineapple 55.36%
    Tropical 50.94%
    Winey 47.96%
    Waxy 44.93%
    Banana 40.91%
    Herbal 39.64%
    Pear 38.89%

    Scent© AI

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.51 (weak base)

    Molecular weight
    184.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    233°C

    Flash point est.
    90.75 ˚C

    Solubility expt.

    • Practically insoluble to insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Prenyl caproate
    • Prenyl hexanoate
    • 76649-22-4
    • 3-Methylbut-2-enyl hexanoate
    • Hexanoic acid, 3-methyl-2-butenyl ester
    • Hexanoic acid, 3-methyl-2-buten-1-yl ester
    • Hexanoic acid,3-methyl-2-buten-1-yl ester
    • 3-methylbut-2-en-1-yl hexanoate
    • 44Y3T9J41Z
    • EINECS 278-515-7
    • 3-Methyl-2-butenyl hexanoate
    • PRENYL CAPROATE [FHFI]
    • DTXSID1072840
    • FEMA NO. 4204
    • Hexanoic acid, 3-methylbut-2-enyl ester
    • UNII-44Y3T9J41Z
    • SCHEMBL2418388
    • DTXCID5047908
    • 3-Methyl-2-butenyl hexanoate #
    • CHEBI:172046
    • AKOS006241585
    • NS00022765
    • Q27258770
    • 278-515-7

  • Applications

    Prenyl caproate (CAS 76649-22-4) is a fruity–green ester used primarily as a flavoring and flavor modifier in foods and beverages (juices, confectionery, chewing gum, dairy desserts, baked goods) to add ripe pineapple–banana–pear/apple nuances and to smooth fatty or sulfur notes at trace levels (typically a few ppm in finished product), and in perfumery, personal care, soaps, detergents, and air care as a top-to-middle note providing fresh green, tropical facets that lift citrus and fruity accords; it is also employed as a reference in flavor analysis (e.g., GC/MS) and as a blending/modulating tool in aroma design, featuring good solubility in organic solvents and oils, low water solubility, and stability under normal storage but susceptibility to hydrolysis under strong acid/alkali; usage should follow local regulations with careful dosage control and base compatibility checks.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4394.38
    methanol 4417.95
    isopropanol 3481.82
    water 0.91
    ethyl acetate 2963.11
    n-propanol 2755.03
    acetone 4197.86
    n-butanol 2615.81
    acetonitrile 2649.14
    DMF 3088.82
    toluene 791.81
    isobutanol 2081.57
    1,4-dioxane 3971.14
    methyl acetate 1886.69
    THF 4885.13
    2-butanone 2521.57
    n-pentanol 1595.97
    sec-butanol 2443.09
    n-hexane 437.54
    ethylene glycol 398.89
    NMP 2276.72
    cyclohexane 763.23
    DMSO 2849.44
    n-butyl acetate 2009.46
    n-octanol 718.95
    chloroform 5152.82
    n-propyl acetate 1364.4
    acetic acid 3268.0
    dichloromethane 4393.47
    cyclohexanone 3640.63
    propylene glycol 818.0
    isopropyl acetate 1677.03
    DMAc 1973.93
    2-ethoxyethanol 1547.53
    isopentanol 2148.21
    n-heptane 191.32
    ethyl formate 1356.38
    1,2-dichloroethane 2879.26
    n-hexanol 1682.37
    2-methoxyethanol 2942.37
    isobutyl acetate 810.49
    tetrachloromethane 662.46
    n-pentyl acetate 984.2
    transcutol 5759.52
    n-heptanol 634.15
    ethylbenzene 493.15
    MIBK 1155.96
    2-propoxyethanol 2001.95
    tert-butanol 3687.48
    MTBE 2606.33
    2-butoxyethanol 1043.96
    propionic acid 1753.56
    o-xylene 505.84
    formic acid 629.35
    diethyl ether 2516.02
    m-xylene 561.45
    p-xylene 708.39
    chlorobenzene 1309.2
    dimethyl carbonate 447.9
    n-octane 73.31
    formamide 967.69
    cyclopentanone 3040.73
    2-pentanone 2174.57
    anisole 980.3
    cyclopentyl methyl ether 2055.63
    gamma-butyrolactone 2987.09
    1-methoxy-2-propanol 2212.25
    pyridine 2711.71
    3-pentanone 1289.24
    furfural 2098.16
    n-dodecane 60.14
    diethylene glycol 1198.68
    diisopropyl ether 709.42
    tert-amyl alcohol 2595.5
    acetylacetone 2162.25
    n-hexadecane 69.88
    acetophenone 861.73
    methyl propionate 1450.09
    isopentyl acetate 1632.67
    trichloroethylene 5068.31
    n-nonanol 616.5
    cyclohexanol 2438.79
    benzyl alcohol 831.06
    2-ethylhexanol 959.81
    isooctanol 525.59
    dipropyl ether 1056.08
    1,2-dichlorobenzene 1076.72
    ethyl lactate 493.85
    propylene carbonate 1679.89
    n-methylformamide 1317.05
    2-pentanol 1844.89
    n-pentane 310.08
    1-propoxy-2-propanol 1510.75
    1-methoxy-2-propyl acetate 1384.3
    2-(2-methoxypropoxy) propanol 1023.57
    mesitylene 367.8
    ε-caprolactone 2692.07
    p-cymene 329.66
    epichlorohydrin 3528.07
    1,1,1-trichloroethane 2951.05
    2-aminoethanol 1061.49
    morpholine-4-carbaldehyde 2353.35
    sulfolane 2818.25
    2,2,4-trimethylpentane 151.35
    2-methyltetrahydrofuran 4003.48
    n-hexyl acetate 1486.75
    isooctane 120.33
    2-(2-butoxyethoxy)ethanol 1537.58
    sec-butyl acetate 948.54
    tert-butyl acetate 1562.34
    decalin 255.2
    glycerin 820.34
    diglyme 2488.38
    acrylic acid 1228.25
    isopropyl myristate 503.14
    n-butyric acid 3284.91
    acetyl acetate 1507.4
    di(2-ethylhexyl) phthalate 436.22
    ethyl propionate 1131.52
    nitromethane 3495.46
    1,2-diethoxyethane 1898.06
    benzonitrile 1219.55
    trioctyl phosphate 322.6
    1-bromopropane 1846.34
    gamma-valerolactone 3434.68
    n-decanol 433.5
    triethyl phosphate 407.27
    4-methyl-2-pentanol 860.88
    propionitrile 1678.14
    vinylene carbonate 1413.86
    1,1,2-trichlorotrifluoroethane 2128.53
    DMS 843.39
    cumene 348.0
    2-octanol 497.17
    2-hexanone 1362.35
    octyl acetate 638.46
    limonene 637.53
    1,2-dimethoxyethane 2722.49
    ethyl orthosilicate 422.42
    tributyl phosphate 456.29
    diacetone alcohol 1542.88
    N,N-dimethylaniline 606.02
    acrylonitrile 1585.61
    aniline 1166.1
    1,3-propanediol 1782.38
    bromobenzene 1390.24
    dibromomethane 3024.97
    1,1,2,2-tetrachloroethane 4307.42
    2-methyl-cyclohexyl acetate 836.38
    tetrabutyl urea 528.0
    diisobutyl methanol 517.54
    2-phenylethanol 884.77
    styrene 663.18
    dioctyl adipate 719.5
    dimethyl sulfate 619.26
    ethyl butyrate 1161.31
    methyl lactate 635.76
    butyl lactate 732.96
    diethyl carbonate 716.34
    propanediol butyl ether 1069.2
    triethyl orthoformate 697.65
    p-tert-butyltoluene 319.74
    methyl 4-tert-butylbenzoate 745.57
    morpholine 5232.09
    tert-butylamine 2320.32
    n-dodecanol 322.81
    dimethoxymethane 1605.48
    ethylene carbonate 1327.48
    cyrene 704.44
    2-ethoxyethyl acetate 1204.92
    2-ethylhexyl acetate 1192.88
    1,2,4-trichlorobenzene 1300.03
    4-methylpyridine 2554.05
    dibutyl ether 1059.61
    2,6-dimethyl-4-heptanol 517.54
    DEF 2174.08
    dimethyl isosorbide 1475.07
    tetrachloroethylene 2616.04
    eugenol 751.57
    triacetin 1058.69
    span 80 1110.39
    1,4-butanediol 597.54
    1,1-dichloroethane 3254.97
    2-methyl-1-pentanol 1314.13
    methyl formate 886.38
    2-methyl-1-butanol 1870.12
    n-decane 106.92
    butyronitrile 2342.05
    3,7-dimethyl-1-octanol 722.45
    1-chlorooctane 470.38
    1-chlorotetradecane 179.33
    n-nonane 107.96
    undecane 77.14
    tert-butylcyclohexane 220.53
    cyclooctane 173.77
    cyclopentanol 2099.96
    tetrahydropyran 4745.7
    tert-amyl methyl ether 1500.97
    2,5,8-trioxanonane 1578.48
    1-hexene 1293.27
    2-isopropoxyethanol 1132.82
    2,2,2-trifluoroethanol 628.5
    methyl butyrate 1661.6

    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
Palmarosa (India) 4 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. martini, fam. Poaceae (Gramineae) 0.2%
Palmarosa (India) 1 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. martini, fam. Poaceae (Gramineae) 0.05%