4-acetoxy-2,5-dimethyl-3(2H)-furanone

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  • Identifiers

    CAS number
    4166-20-5

    Molecular formula
    C8H10O4

    SMILES
    CC1C(=O)C(=C(O1)C)OC(=O)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fruity 90.11%
    Caramellic 83.41%
    Sweet 71.07%
    Burnt 60.98%
    Tropical 54.07%
    Strawberry 49.88%
    Buttery 43.29%
    Berry 42.96%
    Roasted 41.22%
    Nutty 38.9%

    Scent© AI

  • Properties

    XLogP3-AA
    0.8

    Molecular weight
    170.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 243.00 °C. @ 760.00 mm Hg

    Flash point est.
    107.33 ˚C

    Solubility expt.

    • Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 4166-20-5
    • Furaneol acetate
    • 2,5-dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate
    • 4-ACETOXY-2,5-DIMETHYL-3(2H)-FURANONE
    • 4-Acetoxy-2,5-dimethyl-3(2H)furanone
    • 3(2H)-Furanone, 4-(acetyloxy)-2,5-dimethyl-
    • (2,5-dimethyl-4-oxofuran-3-yl) acetate
    • strawberry furanone acetate
    • 2GV7TTS87D
    • 4-(Acetyloxy)-2,5-dimethyl-3(2H)-furanone
    • 4-Hydroxy-2,5-dimethyl-3(2H)-furanone acetate
    • 3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-, acetate
    • 4-Acetoxy-2.5-dimethyl-3(2H)-furanone
    • FEMA NO. 3797
    • Strawberry acetate
    • 4-ACETOXY-2,5-DIMETHYL-3(2H)-FURANONE [FHFI]
    • UNII-2GV7TTS87D
    • MFCD00799462
    • SCHEMBL756061
    • FEMA 3797
    • DTXSID80863332
    • CHEBI:173778
    • AKOS015895941
    • CS-W017701
    • DS-4145
    • SB60907
    • (2,5-dimethyl-4-oxouran-3-yl) acetate
    • A2192
    • NS00077766
    • D88511
    • 2,5-DIMETHYL-4-OXO-5H-FURAN-3-YL ACETATE
    • 4,5-Dihydro-2,5-dimethyl-4-oxofuran-3-yl Acetate
    • 4-Acetoxy-2,5-dimethyl-3(2H)furanone, >=95%, FG
    • Q27254722
    • Acetic Acid 4,5-Dihydro-2,5-dimethyl-4-oxofuran-3-yl Ester
    • 609-950-6
    • Caramel acetate; 4-Acetoxy-2,5-dimethyl-3(2H)furanone; 2,5-Dimethyl-4-oxo-4,5-dihydrofur-3-yl acetate

  • Applications

    4-Acetoxy-2,5-dimethyl-3(2H)furanone (CAS 4166-20-5), also known as DMHF acetate, possesses a distinctive caramel, tropical fruit and strawberry aroma, which makes it widely employed as a flavoring agent in confectionery, beverages, dairy products, bakery goods and e-liquids; it is likewise incorporated into perfumery to add warm sweet notes and mask solvent off-odors, and it serves as an intermediate for synthesizing other natural flavor constituents; in scientific research the compound appears as a marker of Maillard reactions and a model molecule for studying aroma generation during food heating, while in chemical synthesis it is valued as a versatile building block for pharmaceutical and agrochemical candidates owing to the reactive furanone scaffold.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 208.11
    methanol 425.46
    isopropanol 152.79
    water 29.06
    ethyl acetate 219.24
    n-propanol 156.59
    acetone 390.46
    n-butanol 126.74
    acetonitrile 336.42
    DMF 611.87
    toluene 151.51
    isobutanol 113.41
    1,4-dioxane 451.81
    methyl acetate 328.16
    THF 350.63
    2-butanone 234.65
    n-pentanol 112.28
    sec-butanol 135.82
    n-hexane 14.32
    ethylene glycol 139.75
    NMP 481.75
    cyclohexane 25.39
    DMSO 641.31
    n-butyl acetate 107.33
    n-octanol 72.63
    chloroform 519.15
    n-propyl acetate 135.33
    acetic acid 186.38
    dichloromethane 852.46
    cyclohexanone 284.83
    propylene glycol 73.28
    isopropyl acetate 112.93
    DMAc 604.61
    2-ethoxyethanol 307.23
    isopentanol 105.34
    n-heptane 10.18
    ethyl formate 318.51
    1,2-dichloroethane 461.69
    n-hexanol 81.77
    2-methoxyethanol 484.94
    isobutyl acetate 71.63
    tetrachloromethane 75.35
    n-pentyl acetate 84.44
    transcutol 222.56
    n-heptanol 50.22
    ethylbenzene 110.45
    MIBK 96.09
    2-propoxyethanol 215.16
    tert-butanol 178.67
    MTBE 126.44
    2-butoxyethanol 120.32
    propionic acid 138.19
    o-xylene 133.78
    formic acid 224.75
    diethyl ether 148.31
    m-xylene 104.83
    p-xylene 153.81
    chlorobenzene 211.83
    dimethyl carbonate 161.62
    n-octane 8.98
    formamide 331.37
    cyclopentanone 313.1
    2-pentanone 156.0
    anisole 213.06
    cyclopentyl methyl ether 146.49
    gamma-butyrolactone 446.62
    1-methoxy-2-propanol 234.44
    pyridine 316.82
    3-pentanone 149.98
    furfural 553.14
    n-dodecane 11.15
    diethylene glycol 247.5
    diisopropyl ether 40.25
    tert-amyl alcohol 144.1
    acetylacetone 258.95
    n-hexadecane 12.81
    acetophenone 215.78
    methyl propionate 210.32
    isopentyl acetate 86.72
    trichloroethylene 655.97
    n-nonanol 65.85
    cyclohexanol 133.6
    benzyl alcohol 198.37
    2-ethylhexanol 56.72
    isooctanol 43.94
    dipropyl ether 58.45
    1,2-dichlorobenzene 219.22
    ethyl lactate 98.51
    propylene carbonate 244.01
    n-methylformamide 400.44
    2-pentanol 78.57
    n-pentane 14.74
    1-propoxy-2-propanol 108.42
    1-methoxy-2-propyl acetate 115.9
    2-(2-methoxypropoxy) propanol 112.01
    mesitylene 66.43
    ε-caprolactone 255.34
    p-cymene 55.75
    epichlorohydrin 502.53
    1,1,1-trichloroethane 263.15
    2-aminoethanol 155.68
    morpholine-4-carbaldehyde 526.02
    sulfolane 441.59
    2,2,4-trimethylpentane 10.64
    2-methyltetrahydrofuran 219.88
    n-hexyl acetate 117.31
    isooctane 6.12
    2-(2-butoxyethoxy)ethanol 129.4
    sec-butyl acetate 80.02
    tert-butyl acetate 108.89
    decalin 21.43
    glycerin 136.8
    diglyme 291.42
    acrylic acid 151.64
    isopropyl myristate 56.68
    n-butyric acid 145.82
    acetyl acetate 170.02
    di(2-ethylhexyl) phthalate 61.4
    ethyl propionate 139.93
    nitromethane 510.41
    1,2-diethoxyethane 118.37
    benzonitrile 254.96
    trioctyl phosphate 47.01
    1-bromopropane 178.82
    gamma-valerolactone 448.86
    n-decanol 51.32
    triethyl phosphate 78.63
    4-methyl-2-pentanol 46.96
    propionitrile 210.5
    vinylene carbonate 308.6
    1,1,2-trichlorotrifluoroethane 303.2
    DMS 152.37
    cumene 77.71
    2-octanol 44.47
    2-hexanone 119.14
    octyl acetate 73.06
    limonene 62.68
    1,2-dimethoxyethane 505.21
    ethyl orthosilicate 67.22
    tributyl phosphate 53.84
    diacetone alcohol 131.03
    N,N-dimethylaniline 166.1
    acrylonitrile 308.89
    aniline 165.05
    1,3-propanediol 193.43
    bromobenzene 220.46
    dibromomethane 428.46
    1,1,2,2-tetrachloroethane 449.1
    2-methyl-cyclohexyl acetate 83.76
    tetrabutyl urea 79.12
    diisobutyl methanol 36.43
    2-phenylethanol 130.74
    styrene 126.61
    dioctyl adipate 83.32
    dimethyl sulfate 281.73
    ethyl butyrate 109.58
    methyl lactate 131.48
    butyl lactate 67.32
    diethyl carbonate 100.5
    propanediol butyl ether 93.62
    triethyl orthoformate 76.85
    p-tert-butyltoluene 51.56
    methyl 4-tert-butylbenzoate 126.94
    morpholine 337.33
    tert-butylamine 100.31
    n-dodecanol 41.4
    dimethoxymethane 397.32
    ethylene carbonate 247.56
    cyrene 142.99
    2-ethoxyethyl acetate 120.08
    2-ethylhexyl acetate 74.63
    1,2,4-trichlorobenzene 234.9
    4-methylpyridine 345.52
    dibutyl ether 66.51
    2,6-dimethyl-4-heptanol 36.43
    DEF 246.81
    dimethyl isosorbide 183.25
    tetrachloroethylene 305.58
    eugenol 136.99
    triacetin 125.49
    span 80 76.38
    1,4-butanediol 111.26
    1,1-dichloroethane 311.97
    2-methyl-1-pentanol 98.28
    methyl formate 445.29
    2-methyl-1-butanol 107.57
    n-decane 15.21
    butyronitrile 182.14
    3,7-dimethyl-1-octanol 63.31
    1-chlorooctane 55.65
    1-chlorotetradecane 29.21
    n-nonane 13.9
    undecane 12.78
    tert-butylcyclohexane 17.14
    cyclooctane 10.8
    cyclopentanol 150.87
    tetrahydropyran 202.45
    tert-amyl methyl ether 107.37
    2,5,8-trioxanonane 194.84
    1-hexene 47.82
    2-isopropoxyethanol 171.79
    2,2,2-trifluoroethanol 144.05
    methyl butyrate 191.03

    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