2-Methyltetrahydrofuran-3-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    3188-00-9

    Molecular formula
    C5H8O2

    SMILES
    CC1C(=O)CCO1

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • Carbowax: 1245.0

  • Odor profile

    Caramellic 83.14%
    Sweet 80.27%
    Nutty 65.96%
    Buttery 62.28%
    Roasted 55.33%
    Burnt 54.72%
    Coumarinic 45.57%
    Coffee 45.18%
    Hay 40.56%
    Solvent 34.48%

    Scent© AI

  • Properties

    XLogP3-AA
    0.0

    Molecular weight
    100.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point

    • 138.00 to 139.00 °C. @ 760.00 mm Hg

    Flash point est.
    47.94 ˚C

    Solubility expt.

    • slightly
    • Slightly soluble in oils
    • Soluble (in ethanol)

  • Synonyms

    • 2-METHYLTETRAHYDROFURAN-3-ONE
    • 3188-00-9
    • 2-Methyloxolan-3-one
    • 2-Methyltetrahydro-3-furanone
    • 2-Methyl tetrahydro-3-furanone
    • Tetrahydro-2-methylfuran-3-one
    • 3(2H)-Furanone, dihydro-2-methyl-
    • coffee furanone
    • Dihydro-2-methyl-3(2H)-furanone
    • Dihydro-2-methyl-3-furanone
    • 2-Methyl-3-oxotetrahydrofuran
    • FEMA No. 3373
    • 2-Methyl-3-ketotetrahydrofuran
    • 2-Methyl-4,5-dihydro-3(2H)-furanone
    • BRN 1341334
    • EINECS 221-685-4
    • 2-methyl-3-tetrahydrofuranone
    • DTXSID9047677
    • UNII-I3703CL967
    • 2-Methyldihydrofuran-3(2H)-one
    • MFCD00010423
    • 2-methyldihydrofuran-3-one
    • I3703CL967
    • 4,5-dihydro-2-methylfuran-3(2H)-one
    • 2-Methyl-3-oxo-tetrahydrofuran
    • Tetrahydro-2-methyl-3-furanone
    • DTXCID7027677
    • FCWYQRVIQDNGBI-UHFFFAOYSA-
    • FEMA 3373
    • 2-Methyl-3(2H)-dihydrofuranone
    • Dihyro-2-methyl-3(2H)-furanone
    • 5-17-09-00023 (Beilstein Handbook Reference)
    • 2-Methyl-4,5-dihydro-furan-3-one
    • 2-Methyl-dihydro-(2H)-furan-3-one
    • (+/-)-2-METHYLTETRAHYDROFURAN-3-ONE
    • 2-METHYLTETRAHYDROFURAN-3-ONE [FHFI]
    • 2-METHYLTETRAHYDROFURAN-3-ONE, (+/-)-
    • 2-Methyl-2H-furan-3-one
    • SCHEMBL183398
    • CHEMBL3188615
    • 2-Methyltetrahydrofuran-3-ketone
    • CHEBI:173339
    • 2-Methyldihydro-3(2H)-furanone #
    • Tox21_302600
    • s6274
    • 2-Methyltetrahydro-3-furanone, 98%
    • AKOS015842741
    • AC-8268
    • CS-W011324
    • HY-W010608
    • NCGC00256784-01
    • PD124016
    • SY001818
    • CAS-3188-00-9
    • DB-003305
    • 2-Methyltetrahydrofuran-3-one, >=97%, FG
    • M1055
    • NS00022044
    • EN300-114906
    • O10840
    • 2-Methyltetrahydrofuran-3-one, natural, 97%, FG
    • Q3885889
    • Z1255390591
    • 221-685-4

  • Applications

    2-Methyltetrahydrofuran-3-one (CAS 3188-00-9) is a caramel-, roasted- and slightly creamy-smelling furanone that occurs naturally in coffee, cocoa, maple syrup and baked goods, so the flavour and fragrance industry employs it as a key aroma ingredient for candies, beverages, sauces, meat seasonings and dairy alternatives; thanks to its ability to reinforce “brown-fried” nuances, formulators typically dose it at microgram-per-litre levels in Maillard flavour bases to deepen sensory complexity and mask burnt notes; on the chemical side, the saturated furan ring bearing an activated ketone functions as a versatile synthetic scaffold, allowing nucleophilic ring-opening to provide lactams, diols or acids that feed into pharmaceutical and agrochemical pipelines, while α-carbonyl functionalisation gives access to chiral derivatives valuable for pharmacological research; moreover, its moderate volatility and distinctive GC-MS trace make it a convenient internal standard in flavour analysis, a tracer for roasting processes, and an indicator of protein denaturation in processed foods.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 855.81
    methanol 1543.32
    isopropanol 550.25
    water 305.9
    ethyl acetate 286.6
    n-propanol 485.4
    acetone 575.15
    n-butanol 371.55
    acetonitrile 1007.55
    DMF 848.87
    toluene 104.3
    isobutanol 405.04
    1,4-dioxane 543.3
    methyl acetate 465.71
    THF 386.87
    2-butanone 342.07
    n-pentanol 250.27
    sec-butanol 412.9
    n-hexane 11.82
    ethylene glycol 351.73
    NMP 435.98
    cyclohexane 15.49
    DMSO 703.39
    n-butyl acetate 59.77
    n-octanol 75.05
    chloroform 1160.25
    n-propyl acetate 102.6
    acetic acid 1107.52
    dichloromethane 997.37
    cyclohexanone 257.42
    propylene glycol 345.14
    isopropyl acetate 122.54
    DMAc 681.03
    2-ethoxyethanol 538.57
    isopentanol 308.17
    n-heptane 8.03
    ethyl formate 301.05
    1,2-dichloroethane 388.21
    n-hexanol 100.4
    2-methoxyethanol 905.52
    isobutyl acetate 57.96
    tetrachloromethane 191.86
    n-pentyl acetate 69.02
    transcutol 792.51
    n-heptanol 75.86
    ethylbenzene 51.39
    MIBK 117.37
    2-propoxyethanol 217.7
    tert-butanol 476.15
    MTBE 219.89
    2-butoxyethanol 182.32
    propionic acid 534.42
    o-xylene 88.27
    formic acid 1104.47
    diethyl ether 207.02
    m-xylene 66.31
    p-xylene 88.26
    chlorobenzene 206.97
    dimethyl carbonate 123.7
    n-octane 4.81
    formamide 1491.9
    cyclopentanone 343.15
    2-pentanone 195.26
    anisole 202.51
    cyclopentyl methyl ether 146.08
    gamma-butyrolactone 484.9
    1-methoxy-2-propanol 455.84
    pyridine 553.43
    3-pentanone 145.48
    furfural 682.24
    n-dodecane 4.8
    diethylene glycol 277.36
    diisopropyl ether 41.83
    tert-amyl alcohol 374.18
    acetylacetone 254.12
    n-hexadecane 5.18
    acetophenone 174.29
    methyl propionate 222.83
    isopentyl acetate 62.57
    trichloroethylene 860.33
    n-nonanol 67.81
    cyclohexanol 212.75
    benzyl alcohol 251.3
    2-ethylhexanol 54.89
    isooctanol 66.27
    dipropyl ether 45.02
    1,2-dichlorobenzene 191.27
    ethyl lactate 83.41
    propylene carbonate 230.33
    n-methylformamide 843.57
    2-pentanol 219.59
    n-pentane 16.78
    1-propoxy-2-propanol 120.4
    1-methoxy-2-propyl acetate 88.13
    2-(2-methoxypropoxy) propanol 164.34
    mesitylene 38.74
    ε-caprolactone 267.04
    p-cymene 30.13
    epichlorohydrin 561.62
    1,1,1-trichloroethane 426.76
    2-aminoethanol 602.75
    morpholine-4-carbaldehyde 663.79
    sulfolane 382.6
    2,2,4-trimethylpentane 13.48
    2-methyltetrahydrofuran 285.46
    n-hexyl acetate 99.9
    isooctane 7.37
    2-(2-butoxyethoxy)ethanol 226.22
    sec-butyl acetate 67.54
    tert-butyl acetate 112.34
    decalin 11.07
    glycerin 446.0
    diglyme 453.9
    acrylic acid 545.98
    isopropyl myristate 37.43
    n-butyric acid 459.58
    acetyl acetate 191.42
    di(2-ethylhexyl) phthalate 51.24
    ethyl propionate 91.38
    nitromethane 1758.58
    1,2-diethoxyethane 143.69
    benzonitrile 293.76
    trioctyl phosphate 29.34
    1-bromopropane 158.05
    gamma-valerolactone 565.87
    n-decanol 45.23
    triethyl phosphate 43.66
    4-methyl-2-pentanol 109.24
    propionitrile 438.62
    vinylene carbonate 269.49
    1,1,2-trichlorotrifluoroethane 565.97
    DMS 109.02
    cumene 42.93
    2-octanol 50.8
    2-hexanone 112.27
    octyl acetate 49.22
    limonene 38.94
    1,2-dimethoxyethane 494.04
    ethyl orthosilicate 43.15
    tributyl phosphate 38.58
    diacetone alcohol 198.9
    N,N-dimethylaniline 129.59
    acrylonitrile 665.85
    aniline 292.7
    1,3-propanediol 575.57
    bromobenzene 171.55
    dibromomethane 508.38
    1,1,2,2-tetrachloroethane 559.97
    2-methyl-cyclohexyl acetate 57.05
    tetrabutyl urea 48.09
    diisobutyl methanol 36.32
    2-phenylethanol 128.55
    styrene 79.79
    dioctyl adipate 60.92
    dimethyl sulfate 204.78
    ethyl butyrate 60.85
    methyl lactate 164.54
    butyl lactate 68.66
    diethyl carbonate 51.29
    propanediol butyl ether 182.58
    triethyl orthoformate 50.72
    p-tert-butyltoluene 28.7
    methyl 4-tert-butylbenzoate 126.91
    morpholine 615.39
    tert-butylamine 264.64
    n-dodecanol 31.94
    dimethoxymethane 358.91
    ethylene carbonate 191.42
    cyrene 153.45
    2-ethoxyethyl acetate 127.03
    2-ethylhexyl acetate 44.04
    1,2,4-trichlorobenzene 236.84
    4-methylpyridine 449.35
    dibutyl ether 58.07
    2,6-dimethyl-4-heptanol 36.32
    DEF 293.3
    dimethyl isosorbide 198.44
    tetrachloroethylene 468.68
    eugenol 145.13
    triacetin 139.58
    span 80 118.21
    1,4-butanediol 272.0
    1,1-dichloroethane 493.81
    2-methyl-1-pentanol 209.92
    methyl formate 505.65
    2-methyl-1-butanol 326.81
    n-decane 8.15
    butyronitrile 353.77
    3,7-dimethyl-1-octanol 73.98
    1-chlorooctane 35.37
    1-chlorotetradecane 13.69
    n-nonane 7.3
    undecane 5.94
    tert-butylcyclohexane 11.81
    cyclooctane 5.65
    cyclopentanol 250.45
    tetrahydropyran 235.6
    tert-amyl methyl ether 147.38
    2,5,8-trioxanonane 301.41
    1-hexene 47.53
    2-isopropoxyethanol 283.86
    2,2,2-trifluoroethanol 575.54
    methyl butyrate 136.73

    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
Tamarind 1 dried fruit Tamarindus indica L., fam. Leguminosae 0.44%
Tamarind 3 fruit Tamarindus indica L., fam. Leguminosae 0.1%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.2%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.8%