3(2H)-Furanone, 2-hexyl-5-methyl-

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  • Identifiers

    CAS number
    33922-66-6

    Molecular formula
    C11H18O2

    SMILES
    CCCCCCC1C(=O)C=C(O1)C

  • Odor profile

    Fruity 64.18%
    Floral 59.09%
    Jasmin 55.41%
    Lactonic 51.99%
    Sweet 45.05%
    Herbal 43.23%
    Coconut 41.86%
    Green 40.33%
    Peach 38.66%
    Creamy 36.22%

    Scent© AI

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.28 (weak base)

    Molecular weight
    182.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    253°C

    Flash point est.
    98.58 ˚C

  • Synonyms

    • 3(2H)-Furanone, 2-hexyl-5-methyl-
    • 2-Hexyl-5-methyl-3(2H)-furanone
    • xi-2-Hexyl-5-methyl-3(2H)-furanone
    • 33922-66-6
    • 2-hexyl-5-methyluran-3-one
    • SCHEMBL7074049
    • DTXSID90340740
    • AAUWBAWSKVOBFL-UHFFFAOYSA-N
    • CHEBI:195878
    • n-Hexyl-5-methyl-3(2H)-furanon
    • 2-Hexyl-5-methyl-(2H)-furan-3-one
    • 2-Hexyl-5-methyl-2(3H)-furan-3-one
    • 2-hexyl-5-methyl-2,3-dihydrofuran-3-one
    • 2,3-Dihydro-5-methyl-2-n-hexylfuran-3-one
    • 2,3-Dihydro-2-n-hexyl-5-methyl-furan-3-one

  • Applications

    3(2H)-Furanone, 2-hexyl-5-methyl- (CAS 33922-66-6) is a long-chain butenolide with applications across several areas: in flavors and fragrances, this hydrophobic lactone is evaluated as a note builder imparting creamy-fatty, ripe-fruity, and light caramel facets and is used as a tonal modifier in formulation and sensory studies (actual odor depends on concentration and matrix); in biofilm and materials research, 2-alkyl-5-methyl-3(2H)-furanones (including the 2-hexyl variant) have been studied as quorum-sensing modulators and biofilm inhibitors, supporting antifouling coatings, biomedical surfaces, and membrane treatments; in organic synthesis, it serves as a versatile butenolide scaffold amenable to alpha/beta functionalizations (alkylation, nucleophilic additions, reductions and ring transformations) to access pharmaceutical, agrochemical, and fragrance intermediates; in analytics, it can be used as a reference or marker odorant for GC/MS, structure-odor relationship work (alkyl chain length vs odor threshold, odor longevity), and partition-adsorption behavior in food matrices; any practical use requires adherence to chemical safety, exposure-toxicology assessment, and local regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2673.23
    methanol 3120.83
    isopropanol 2046.84
    water 0.5
    ethyl acetate 3356.91
    n-propanol 1989.06
    acetone 4481.59
    n-butanol 2057.3
    acetonitrile 3589.58
    DMF 2889.04
    toluene 1288.04
    isobutanol 1758.41
    1,4-dioxane 3197.21
    methyl acetate 2404.57
    THF 3747.73
    2-butanone 2842.08
    n-pentanol 1233.25
    sec-butanol 1700.98
    n-hexane 276.41
    ethylene glycol 427.62
    NMP 2333.82
    cyclohexane 497.74
    DMSO 3382.87
    n-butyl acetate 2091.21
    n-octanol 497.26
    chloroform 7338.35
    n-propyl acetate 1564.08
    acetic acid 2454.62
    dichloromethane 6607.24
    cyclohexanone 3880.2
    propylene glycol 609.84
    isopropyl acetate 2125.95
    DMAc 1908.9
    2-ethoxyethanol 1469.38
    isopentanol 1949.5
    n-heptane 89.68
    ethyl formate 1537.13
    1,2-dichloroethane 4284.42
    n-hexanol 1303.31
    2-methoxyethanol 2495.46
    isobutyl acetate 977.6
    tetrachloromethane 1012.93
    n-pentyl acetate 996.79
    transcutol 6082.17
    n-heptanol 419.73
    ethylbenzene 589.04
    MIBK 1453.35
    2-propoxyethanol 1840.19
    tert-butanol 2404.41
    MTBE 2726.1
    2-butoxyethanol 822.28
    propionic acid 1804.86
    o-xylene 651.17
    formic acid 677.18
    diethyl ether 2929.65
    m-xylene 819.8
    p-xylene 720.59
    chlorobenzene 2115.39
    dimethyl carbonate 710.32
    n-octane 46.13
    formamide 971.91
    cyclopentanone 3351.93
    2-pentanone 2698.16
    anisole 1240.92
    cyclopentyl methyl ether 2119.5
    gamma-butyrolactone 3466.03
    1-methoxy-2-propanol 1932.92
    pyridine 3114.09
    3-pentanone 1697.77
    furfural 2591.58
    n-dodecane 41.46
    diethylene glycol 1286.6
    diisopropyl ether 776.76
    tert-amyl alcohol 1830.5
    acetylacetone 2673.53
    n-hexadecane 51.44
    acetophenone 1052.89
    methyl propionate 1924.6
    isopentyl acetate 1740.84
    trichloroethylene 7157.01
    n-nonanol 417.61
    cyclohexanol 1941.05
    benzyl alcohol 992.18
    2-ethylhexanol 694.09
    isooctanol 359.93
    dipropyl ether 793.3
    1,2-dichlorobenzene 1707.72
    ethyl lactate 542.08
    propylene carbonate 1888.27
    n-methylformamide 1521.8
    2-pentanol 1441.37
    n-pentane 209.65
    1-propoxy-2-propanol 1279.1
    1-methoxy-2-propyl acetate 1615.24
    2-(2-methoxypropoxy) propanol 929.91
    mesitylene 486.22
    ε-caprolactone 2945.23
    p-cymene 305.78
    epichlorohydrin 4081.71
    1,1,1-trichloroethane 3992.15
    2-aminoethanol 898.59
    morpholine-4-carbaldehyde 2259.95
    sulfolane 3500.74
    2,2,4-trimethylpentane 123.65
    2-methyltetrahydrofuran 3272.68
    n-hexyl acetate 1426.05
    isooctane 107.35
    2-(2-butoxyethoxy)ethanol 1345.14
    sec-butyl acetate 1136.77
    tert-butyl acetate 1816.97
    decalin 212.63
    glycerin 783.78
    diglyme 2320.25
    acrylic acid 1420.58
    isopropyl myristate 448.64
    n-butyric acid 2909.98
    acetyl acetate 1828.64
    di(2-ethylhexyl) phthalate 400.45
    ethyl propionate 1294.59
    nitromethane 3456.16
    1,2-diethoxyethane 2039.63
    benzonitrile 1644.98
    trioctyl phosphate 281.53
    1-bromopropane 2620.22
    gamma-valerolactone 3352.27
    n-decanol 295.53
    triethyl phosphate 384.02
    4-methyl-2-pentanol 726.64
    propionitrile 2312.37
    vinylene carbonate 1699.54
    1,1,2-trichlorotrifluoroethane 2491.25
    DMS 1129.42
    cumene 373.52
    2-octanol 333.39
    2-hexanone 1507.86
    octyl acetate 562.94
    limonene 506.18
    1,2-dimethoxyethane 2445.74
    ethyl orthosilicate 391.83
    tributyl phosphate 420.86
    diacetone alcohol 1480.97
    N,N-dimethylaniline 663.78
    acrylonitrile 2470.66
    aniline 1620.01
    1,3-propanediol 1387.46
    bromobenzene 2481.48
    dibromomethane 4663.14
    1,1,2,2-tetrachloroethane 5645.07
    2-methyl-cyclohexyl acetate 738.19
    tetrabutyl urea 486.23
    diisobutyl methanol 377.55
    2-phenylethanol 917.52
    styrene 880.6
    dioctyl adipate 618.99
    dimethyl sulfate 1007.19
    ethyl butyrate 993.96
    methyl lactate 731.4
    butyl lactate 696.42
    diethyl carbonate 663.45
    propanediol butyl ether 918.09
    triethyl orthoformate 614.66
    p-tert-butyltoluene 297.46
    methyl 4-tert-butylbenzoate 716.02
    morpholine 3888.1
    tert-butylamine 1548.29
    n-dodecanol 221.32
    dimethoxymethane 1738.79
    ethylene carbonate 1563.33
    cyrene 652.61
    2-ethoxyethyl acetate 1411.82
    2-ethylhexyl acetate 1232.22
    1,2,4-trichlorobenzene 1940.73
    4-methylpyridine 3158.49
    dibutyl ether 886.8
    2,6-dimethyl-4-heptanol 377.55
    DEF 2382.61
    dimethyl isosorbide 1343.29
    tetrachloroethylene 3310.78
    eugenol 716.24
    triacetin 1144.67
    span 80 774.07
    1,4-butanediol 545.82
    1,1-dichloroethane 4685.98
    2-methyl-1-pentanol 1182.51
    methyl formate 1197.3
    2-methyl-1-butanol 1705.64
    n-decane 74.47
    butyronitrile 2627.14
    3,7-dimethyl-1-octanol 594.38
    1-chlorooctane 426.37
    1-chlorotetradecane 154.67
    n-nonane 73.55
    undecane 53.1
    tert-butylcyclohexane 179.2
    cyclooctane 129.81
    cyclopentanol 1673.08
    tetrahydropyran 3808.04
    tert-amyl methyl ether 1514.93
    2,5,8-trioxanonane 1438.3
    1-hexene 1028.02
    2-isopropoxyethanol 1092.97
    2,2,2-trifluoroethanol 730.33
    methyl butyrate 1792.52

    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
Onion (shallot) 8002-72-0 Allium cepa L., Aggregatum g., fam. Liliaceae 6.5%