(-)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone

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  • Identifiers

    CAS number
    144831-61-8

    Molecular formula
    C7H10O3

    SMILES
    CC[C@H]1C(=C(C(=O)O1)O)C

    Safety labels

  • Odor profile

    Fragrance
    Caramellic 84.02%
    Sweet 79.78%
    Fruity 65.19%
    Burnt 51.53%
    Nutty 35.87%
    Buttery 33.97%
    Roasted 30.97%
    Creamy 28.68%
    Coffee 28.67%
    Strawberry 28.64%

     

    Flavor
    Caramel 74.79%
    Sweet 65.09%
    Fruity 58.44%
    Maple 55.48%
    Sugar 45.35%
    Spice 42.83%
    Tobacco 37.98%
    Candy 34.2%
    Smoky 33.66%
    Grape 28.85%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.96 (neutral)

    Molecular weight
    142.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    265°C

    Flash point

    • 113.13 ˚C est.

  • Synonyms

    • UNII-KEB87WJD7N
    • KEB87WJD7N
    • (-)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone
    • 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, (-)-
    • 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, (S)-
    • 2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl-, (S)-
    • 2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl-, (5S)-
    • 144831-61-8
    • Q27282212
    • 144831-61-8

  • Applications

    (-)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone (CAS 144831-61-8) is a chiral gamma-lactone that principally serves as a building block and odor-active intermediate in aroma and flavor chemistry. In perfumery, it may act as a fragrance ingredient or precursor for enantioenriched fragrance components; in the flavor sector, it can be used as an intermediate to synthesize analogs for fruity notes. In cosmetics and personal care, it may be employed as a fragrance additive or cosmetic intermediate. In industrial manufacturing and fine chemicals, it is evaluated as a chiral building block for the synthesis of more complex molecules, including pharmaceutical intermediates. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 571.62
    methanol 1050.98
    isopropanol 342.98
    water 46.71
    ethyl acetate 162.81
    n-propanol 378.81
    acetone 352.55
    n-butanol 279.44
    acetonitrile 271.2
    DMF 579.58
    toluene 43.31
    isobutanol 235.7
    1,4-dioxane 514.71
    methyl acetate 223.99
    THF 400.0
    2-butanone 219.11
    n-pentanol 221.53
    sec-butanol 245.12
    n-hexane 6.45
    ethylene glycol 391.17
    NMP 224.05
    cyclohexane 6.32
    DMSO 718.44
    n-butyl acetate 122.67
    n-octanol 110.97
    chloroform 416.03
    n-propyl acetate 120.57
    acetic acid 403.94
    dichloromethane 465.4
    cyclohexanone 180.44
    propylene glycol 222.43
    isopropyl acetate 112.72
    DMAc 235.98
    2-ethoxyethanol 570.03
    isopentanol 223.47
    n-heptane 5.35
    ethyl formate 206.0
    1,2-dichloroethane 316.19
    n-hexanol 169.64
    2-methoxyethanol 861.78
    isobutyl acetate 70.49
    tetrachloromethane 72.08
    n-pentyl acetate 121.37
    transcutol 701.42
    n-heptanol 113.69
    ethylbenzene 44.15
    MIBK 134.55
    2-propoxyethanol 399.65
    tert-butanol 366.66
    MTBE 197.36
    2-butoxyethanol 270.28
    propionic acid 212.83
    o-xylene 52.28
    formic acid 517.32
    diethyl ether 175.85
    m-xylene 50.26
    p-xylene 53.96
    chlorobenzene 114.69
    dimethyl carbonate 100.35
    n-octane 5.51
    formamide 652.72
    cyclopentanone 257.45
    2-pentanone 166.17
    anisole 137.83
    cyclopentyl methyl ether 116.07
    gamma-butyrolactone 342.87
    1-methoxy-2-propanol 454.17
    pyridine 206.32
    3-pentanone 104.59
    furfural 392.14
    n-dodecane 6.32
    diethylene glycol 479.22
    diisopropyl ether 48.12
    tert-amyl alcohol 255.34
    acetylacetone 218.69
    n-hexadecane 7.05
    acetophenone 122.92
    methyl propionate 155.66
    isopentyl acetate 124.6
    trichloroethylene 534.49
    n-nonanol 97.72
    cyclohexanol 112.53
    benzyl alcohol 150.94
    2-ethylhexanol 80.03
    isooctanol 94.64
    dipropyl ether 52.91
    1,2-dichlorobenzene 125.29
    ethyl lactate 96.53
    propylene carbonate 163.69
    n-methylformamide 493.51
    2-pentanol 162.14
    n-pentane 7.71
    1-propoxy-2-propanol 201.61
    1-methoxy-2-propyl acetate 135.81
    2-(2-methoxypropoxy) propanol 170.24
    mesitylene 39.18
    ε-caprolactone 181.9
    p-cymene 34.15
    epichlorohydrin 495.77
    1,1,1-trichloroethane 201.28
    2-aminoethanol 467.01
    morpholine-4-carbaldehyde 406.76
    sulfolane 440.02
    2,2,4-trimethylpentane 9.38
    2-methyltetrahydrofuran 204.77
    n-hexyl acetate 159.63
    isooctane 8.89
    2-(2-butoxyethoxy)ethanol 275.74
    sec-butyl acetate 75.68
    tert-butyl acetate 145.51
    decalin 8.78
    glycerin 368.37
    diglyme 471.93
    acrylic acid 220.73
    isopropyl myristate 56.27
    n-butyric acid 229.29
    acetyl acetate 109.41
    di(2-ethylhexyl) phthalate 67.64
    ethyl propionate 92.6
    nitromethane 607.99
    1,2-diethoxyethane 188.79
    benzonitrile 151.36
    trioctyl phosphate 52.64
    1-bromopropane 110.65
    gamma-valerolactone 421.87
    n-decanol 72.44
    triethyl phosphate 47.95
    4-methyl-2-pentanol 103.29
    propionitrile 180.91
    vinylene carbonate 188.23
    1,1,2-trichlorotrifluoroethane 355.75
    DMS 123.45
    cumene 39.55
    2-octanol 86.2
    2-hexanone 123.14
    octyl acetate 79.78
    limonene 40.64
    1,2-dimethoxyethane 515.5
    ethyl orthosilicate 47.72
    tributyl phosphate 52.83
    diacetone alcohol 211.42
    N,N-dimethylaniline 89.3
    acrylonitrile 294.01
    aniline 106.32
    1,3-propanediol 543.42
    bromobenzene 98.89
    dibromomethane 252.33
    1,1,2,2-tetrachloroethane 361.06
    2-methyl-cyclohexyl acetate 72.2
    tetrabutyl urea 67.9
    diisobutyl methanol 57.0
    2-phenylethanol 143.66
    styrene 51.53
    dioctyl adipate 71.71
    dimethyl sulfate 167.31
    ethyl butyrate 74.03
    methyl lactate 132.82
    butyl lactate 102.99
    diethyl carbonate 57.51
    propanediol butyl ether 227.44
    triethyl orthoformate 59.93
    p-tert-butyltoluene 35.76
    methyl 4-tert-butylbenzoate 140.24
    morpholine 449.26
    tert-butylamine 175.14
    n-dodecanol 52.9
    dimethoxymethane 420.56
    ethylene carbonate 151.93
    cyrene 155.96
    2-ethoxyethyl acetate 177.53
    2-ethylhexyl acetate 85.65
    1,2,4-trichlorobenzene 143.37
    4-methylpyridine 158.64
    dibutyl ether 65.37
    2,6-dimethyl-4-heptanol 57.0
    DEF 169.62
    dimethyl isosorbide 238.44
    tetrachloroethylene 283.44
    eugenol 177.76
    triacetin 118.05
    span 80 128.84
    1,4-butanediol 277.76
    1,1-dichloroethane 240.89
    2-methyl-1-pentanol 161.55
    methyl formate 415.94
    2-methyl-1-butanol 193.7
    n-decane 9.36
    butyronitrile 166.19
    3,7-dimethyl-1-octanol 91.9
    1-chlorooctane 49.46
    1-chlorotetradecane 21.11
    n-nonane 8.06
    undecane 7.51
    tert-butylcyclohexane 10.4
    cyclooctane 3.61
    cyclopentanol 159.33
    tetrahydropyran 193.92
    tert-amyl methyl ether 126.23
    2,5,8-trioxanonane 303.42
    1-hexene 31.87
    2-isopropoxyethanol 303.57
    2,2,2-trifluoroethanol 216.25
    methyl butyrate 133.38

    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