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

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    4077-47-8

    Molecular formula
    C7H10O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fruity 87.76%
    Caramellic 87.54%
    Sweet 86.74%
    Burnt 64.65%
    Roasted 56.76%
    Nutty 56.05%
    Coffee 48.24%
    Buttery 48.18%
    Strawberry 47.58%
    Musty 37.69%

    Scent© AI

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    6.41 (neutral)

    Molecular weight
    142.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 221.00 to 222.00 °C. @ 760.00 mm Hg

    Flash point est.
    67.77 ˚C

    Solubility expt.

    • Soluble in fats; Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 4077-47-8
    • 2,5-DIMETHYL-4-METHOXY-3(2H)-FURANONE
    • 4-Methoxy-2,5-dimethyl-3(2H)-furanone
    • Mesifurane
    • 4-Methoxy-2,5-dimethylfuran-3(2H)-one
    • Mesifuran
    • berry furanone
    • 3(2H)-Furanone, 4-methoxy-2,5-dimethyl-
    • 4-methoxy-2,5-dimethylfuran-3-one
    • 2,5-Dimethyl-4-methoxy-2,3-dihydro-3-furanone
    • FEMA No. 3664
    • 4-Methoxy-2,5-dimethyl-2,3-dihydrofuran-3-one
    • EINECS 223-797-9
    • MFCD00209504
    • 3241BIM975
    • DTXSID20863316
    • 4-methoxy-2,5-dimethylfuran-3-ol
    • 2,5-Dimethyl 4-methoxy furan-3-one
    • 3(2H)-Furanone, 2,5-dimethyl-4-methoxy
    • (+/-)-2,5-DIMETHYL-4-METHOXY-3(2H)-FURANONE
    • 2,5-DIMETHYL-4-METHOXY-3(2H)-FURANONE [FHFI]
    • O-Methylfuraneol
    • UNII-3241BIM975
    • DMMF cpd
    • SCHEMBL2534971
    • FEMA 3664
    • SIMKGHMLPVDSJE-UHFFFAOYSA-
    • DTXCID60811952
    • CHEBI:169411
    • 4-methoxy-2,5-dimethyluran-3-one
    • AC-568
    • AKOS015915538
    • AKOS025243975
    • CS-W014387
    • SB60955
    • AS-17342
    • SY052680
    • 2,5-Dimethyl-4-methyoxy-2H-furan-3-one
    • DB-003497
    • 4-Methoxy-2,5-dimethyl-3(2H)-furanone #
    • D3499
    • NS00047373
    • D90194
    • 4-METHOXY-2,5-DIMETHYL-2H-FURAN-3-ONE
    • Q27256135
    • 2,5-Dimethyl-4-methoxy-3(2H)-furanone, >=97%, FG
    • 2,5-Dimethyl-4-methoxy-3(2H)-furanone, analytical standard
    • 2,5-Dimethyl-4-methoxy-3(2H)-furanone, natural, >=98%, FG
    • InChI=1/C7H10O3/c1-4-6(8)7(9-3)5(2)10-4/h4H,1-3H3
    • 223-797-9

  • Applications

    2,5-Dimethyl-4-methoxy-3(2H)-furanone, CAS 4077-47-8, also known as DMMF or strawberry furanone, is an ultra-low-odor-threshold flavor molecule with caramel, honey and ripe-berry nuances that occurs naturally in strawberries, ripe tomatoes, roasted coffee, cocoa and other Maillard-derived foods; in the food industry it is employed to recreate or boost fruit, dairy, confectionery and beverage profiles (both alcoholic and non-alcoholic), enhance soy sauce, fish sauce, smoked tobacco and e-liquid aromas, and acts as a flavor modulator that rounds, warms and prolongs overall notes; thanks to moderate thermal stability it can be added to dry seasoning blends or baking marinades to help develop an appetizing golden-brown crust; in scientific research DMMF serves as a reference standard for Maillard reaction intensity, a quality marker in post-harvest fruit storage, a tracer for aroma evolution during roasting processes, and has recently been explored as a synthetic intermediate for antioxidant and antimicrobial candidates in pharmaceutical and cosmetic formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1268.09
    methanol 2444.38
    isopropanol 642.57
    water 222.65
    ethyl acetate 1249.88
    n-propanol 916.81
    acetone 1671.52
    n-butanol 712.68
    acetonitrile 2651.85
    DMF 1993.51
    toluene 409.31
    isobutanol 514.39
    1,4-dioxane 2222.91
    methyl acetate 1331.69
    THF 1891.82
    2-butanone 881.84
    n-pentanol 534.27
    sec-butanol 529.04
    n-hexane 107.18
    ethylene glycol 983.84
    NMP 1138.11
    cyclohexane 164.31
    DMSO 2040.08
    n-butyl acetate 407.98
    n-octanol 224.55
    chloroform 2943.72
    n-propyl acetate 634.04
    acetic acid 2059.15
    dichloromethane 4330.23
    cyclohexanone 1025.47
    propylene glycol 466.85
    isopropyl acetate 563.31
    DMAc 883.35
    2-ethoxyethanol 1698.35
    isopentanol 457.03
    n-heptane 64.79
    ethyl formate 1139.11
    1,2-dichloroethane 2208.46
    n-hexanol 336.31
    2-methoxyethanol 2722.68
    isobutyl acetate 295.31
    tetrachloromethane 716.61
    n-pentyl acetate 299.45
    transcutol 1342.73
    n-heptanol 192.85
    ethylbenzene 259.81
    MIBK 432.04
    2-propoxyethanol 938.39
    tert-butanol 633.75
    MTBE 541.76
    2-butoxyethanol 455.91
    propionic acid 968.15
    o-xylene 272.0
    formic acid 2090.03
    diethyl ether 1129.31
    m-xylene 288.81
    p-xylene 337.43
    chlorobenzene 786.46
    dimethyl carbonate 632.94
    n-octane 36.29
    formamide 2576.84
    cyclopentanone 1388.2
    2-pentanone 794.73
    anisole 683.75
    cyclopentyl methyl ether 841.86
    gamma-butyrolactone 2170.93
    1-methoxy-2-propanol 1221.96
    pyridine 1345.04
    3-pentanone 682.58
    furfural 2027.62
    n-dodecane 30.58
    diethylene glycol 1078.49
    diisopropyl ether 283.13
    tert-amyl alcohol 491.64
    acetylacetone 1074.1
    n-hexadecane 35.0
    acetophenone 522.51
    methyl propionate 985.55
    isopentyl acetate 305.84
    trichloroethylene 3361.03
    n-nonanol 188.47
    cyclohexanol 563.8
    benzyl alcohol 567.89
    2-ethylhexanol 190.83
    isooctanol 155.63
    dipropyl ether 310.37
    1,2-dichlorobenzene 789.76
    ethyl lactate 364.04
    propylene carbonate 950.08
    n-methylformamide 2080.74
    2-pentanol 425.86
    n-pentane 112.47
    1-propoxy-2-propanol 459.12
    1-methoxy-2-propyl acetate 434.83
    2-(2-methoxypropoxy) propanol 302.52
    mesitylene 202.55
    ε-caprolactone 982.73
    p-cymene 143.02
    epichlorohydrin 2337.11
    1,1,1-trichloroethane 1556.62
    2-aminoethanol 1040.3
    morpholine-4-carbaldehyde 1679.73
    sulfolane 1752.04
    2,2,4-trimethylpentane 59.25
    2-methyltetrahydrofuran 1147.17
    n-hexyl acetate 406.06
    isooctane 43.6
    2-(2-butoxyethoxy)ethanol 478.43
    sec-butyl acetate 342.94
    tert-butyl acetate 540.76
    decalin 88.13
    glycerin 863.7
    diglyme 1127.53
    acrylic acid 1122.73
    isopropyl myristate 157.38
    n-butyric acid 963.0
    acetyl acetate 855.22
    di(2-ethylhexyl) phthalate 133.7
    ethyl propionate 620.61
    nitromethane 4072.02
    1,2-diethoxyethane 531.26
    benzonitrile 802.79
    trioctyl phosphate 117.45
    1-bromopropane 852.99
    gamma-valerolactone 1848.59
    n-decanol 137.31
    triethyl phosphate 208.11
    4-methyl-2-pentanol 228.77
    propionitrile 1303.38
    vinylene carbonate 1145.12
    1,1,2-trichlorotrifluoroethane 1455.63
    DMS 494.47
    cumene 186.68
    2-octanol 159.1
    2-hexanone 483.5
    octyl acetate 196.27
    limonene 180.91
    1,2-dimethoxyethane 1874.63
    ethyl orthosilicate 196.61
    tributyl phosphate 145.54
    diacetone alcohol 522.47
    N,N-dimethylaniline 373.58
    acrylonitrile 1901.17
    aniline 569.38
    1,3-propanediol 1254.38
    bromobenzene 798.96
    dibromomethane 2323.18
    1,1,2,2-tetrachloroethane 2014.48
    2-methyl-cyclohexyl acetate 241.89
    tetrabutyl urea 180.43
    diisobutyl methanol 127.56
    2-phenylethanol 380.43
    styrene 358.88
    dioctyl adipate 204.51
    dimethyl sulfate 859.53
    ethyl butyrate 361.34
    methyl lactate 513.07
    butyl lactate 219.13
    diethyl carbonate 286.61
    propanediol butyl ether 372.7
    triethyl orthoformate 250.2
    p-tert-butyltoluene 141.29
    methyl 4-tert-butylbenzoate 342.52
    morpholine 1960.86
    tert-butylamine 388.43
    n-dodecanol 106.04
    dimethoxymethane 1769.63
    ethylene carbonate 943.78
    cyrene 403.91
    2-ethoxyethyl acetate 452.24
    2-ethylhexyl acetate 243.32
    1,2,4-trichlorobenzene 802.19
    4-methylpyridine 1020.3
    dibutyl ether 244.73
    2,6-dimethyl-4-heptanol 127.56
    DEF 895.91
    dimethyl isosorbide 552.21
    tetrachloroethylene 1813.07
    eugenol 361.7
    triacetin 394.95
    span 80 242.42
    1,4-butanediol 631.28
    1,1-dichloroethane 1533.53
    2-methyl-1-pentanol 370.14
    methyl formate 2080.04
    2-methyl-1-butanol 457.26
    n-decane 48.93
    butyronitrile 988.91
    3,7-dimethyl-1-octanol 181.36
    1-chlorooctane 180.92
    1-chlorotetradecane 77.21
    n-nonane 49.39
    undecane 37.3
    tert-butylcyclohexane 76.7
    cyclooctane 70.15
    cyclopentanol 689.68
    tetrahydropyran 1153.71
    tert-amyl methyl ether 446.13
    2,5,8-trioxanonane 604.85
    1-hexene 261.97
    2-isopropoxyethanol 792.57
    2,2,2-trifluoroethanol 1185.79
    methyl butyrate 733.48

    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
Guava fruit (Cuba) 91770-12-6 Psidium guajava L., fam. Myrtaceae 0.1%
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 2.1%