2-Methyltetrahydrothiophen-3-one

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  • Identifiers

    CAS number
    13679-85-1

    Molecular formula
    C5H8OS

    SMILES
    CC1C(=O)CCS1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sulfurous 69.25%
    Fruity 68.23%
    Meaty 54.92%
    Roasted 49.14%
    Onion 44.07%
    Burnt 42.39%
    Tropical 41.29%
    Alliaceous 38.17%
    Black currant 34.84%
    Savory 33.49%

    Scent© AI

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    6.32 (neutral)

    Molecular weight
    116.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    200°C

    Flash point est.
    73.15 ˚C

    Solubility expt.

    • insoluble in water; soluble in alcohol, fats

  • Synonyms

    • 13679-85-1
    • 2-Methyltetrahydrothiophen-3-one
    • Dihydro-2-methyl-3(2H)-thiophenone
    • 2-Methylthiolan-3-one
    • 2-Methyldihydrothiophen-3(2H)-one
    • 3(2H)-Thiophenone, dihydro-2-methyl-
    • 2-Methyl-3-oxotetrahydrothiophene
    • blackberry thiophenone
    • FEMA No. 3512
    • Dihydro-2-methyl-3-thiophenone
    • TN0FKW9W4K
    • 2-Methyl-4,5-dihydro-3(2H)-thiophenone
    • EINECS 237-183-3
    • Dihydro-2-methylthiophen-3(2H)-one
    • MFCD00078280
    • 2-METHYLTHIOPHAN-3-ONE
    • CHEBI:87506
    • DTXSID60864428
    • xI-Dihydro-2-methyl-3(2H)-thiophenone
    • (+/-)-2-METHYLTETRAHYDROTHIOPHEN-3-ONE
    • 2-METHYLTETRAHYDROTHIOPHEN-3-ONE [FHFI]
    • 2-METHYLTETRAHYDROTHIOPHEN-3-ONE, (+/-)-
    • 74015-70-6
    • 2-Methyltetrahydrothiophene-3-one
    • 2-Methyl-3-thiolanone
    • UNII-TN0FKW9W4K
    • 2-Methyl-3-tetrahydrothiophenone
    • 2-Methylthiolan-3-on
    • Thiolan-3-one, 2-methyl
    • SCHEMBL441187
    • 2-Methytetrahydrothiophen-3-one
    • DTXCID80812946
    • 2-Methyldihydro-3(2H)-thiophenone
    • NAA67985
    • AC7518
    • AKOS005207154
    • Dihydro-3(2H)-thiophenone, 2-methyl
    • CS-W011228
    • FS-4547
    • Thiophen-3(2H)-one, dihydro-2-methyl
    • SY003998
    • 2-Methyltetrahydrothiophen-3-one, >=97%
    • 4,5-dihydro-2-methyl-3(2H)-thiophenone
    • 4,5-Dihydro-2-methylthiophen-3(2H)-one
    • DB-003629
    • M1839
    • NS00053564
    • EN300-99125
    • 2-Methyltetrahydrothiophen-3-one, >=97%, FG
    • Q27159681
    • 6694-77-5

  • Applications

    2-Methyltetrahydrothiophen-3-one (CAS 13679-85-1) is a sulfur-containing compound with a characteristic roasted-meat, coffee and fried-onion odor; because of its extremely potent aroma it is widely employed in the flavor industry to recreate grilled meat, roasted chicken, broths, potato chips and instant noodles while deepening the “umami” profile of soups, sauces and dry seasonings; in perfumery and scented candles it is dosed at trace levels to impart smoky, roasted nuances to woody, amber and tobacco accords; in laboratories it serves as an analytical reference standard in GC-MS, as a tool in sensory studies on Maillard-derived aromas, and as a benchmarking molecule for assessing sulfuric odor intensity in thermally processed foods.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 392.43
    methanol 618.67
    isopropanol 223.75
    water 38.73
    ethyl acetate 237.78
    n-propanol 230.63
    acetone 373.5
    n-butanol 192.86
    acetonitrile 401.98
    DMF 491.62
    toluene 107.93
    isobutanol 160.26
    1,4-dioxane 441.61
    methyl acetate 347.86
    THF 356.99
    2-butanone 243.48
    n-pentanol 164.93
    sec-butanol 179.1
    n-hexane 9.1
    ethylene glycol 175.79
    NMP 392.18
    cyclohexane 12.1
    DMSO 374.42
    n-butyl acetate 165.22
    n-octanol 140.01
    chloroform 1084.9
    n-propyl acetate 183.36
    acetic acid 737.71
    dichloromethane 686.83
    cyclohexanone 305.6
    propylene glycol 181.36
    isopropyl acetate 156.33
    DMAc 431.4
    2-ethoxyethanol 392.99
    isopentanol 179.61
    n-heptane 10.6
    ethyl formate 248.3
    1,2-dichloroethane 262.34
    n-hexanol 143.72
    2-methoxyethanol 482.4
    isobutyl acetate 129.55
    tetrachloromethane 175.91
    n-pentyl acetate 178.28
    transcutol 1365.07
    n-heptanol 143.34
    ethylbenzene 73.69
    MIBK 140.55
    2-propoxyethanol 313.71
    tert-butanol 227.57
    MTBE 140.14
    2-butoxyethanol 316.23
    propionic acid 356.1
    o-xylene 98.97
    formic acid 492.89
    diethyl ether 116.98
    m-xylene 88.61
    p-xylene 134.92
    chlorobenzene 250.89
    dimethyl carbonate 116.26
    n-octane 6.96
    formamide 708.05
    cyclopentanone 387.62
    2-pentanone 169.16
    anisole 255.83
    cyclopentyl methyl ether 139.14
    gamma-butyrolactone 534.85
    1-methoxy-2-propanol 310.85
    pyridine 496.23
    3-pentanone 115.25
    furfural 785.32
    n-dodecane 8.24
    diethylene glycol 303.17
    diisopropyl ether 48.56
    tert-amyl alcohol 192.74
    acetylacetone 323.18
    n-hexadecane 9.23
    acetophenone 288.81
    methyl propionate 170.46
    isopentyl acetate 162.13
    trichloroethylene 900.04
    n-nonanol 123.49
    cyclohexanol 131.84
    benzyl alcohol 267.38
    2-ethylhexanol 97.07
    isooctanol 121.06
    dipropyl ether 63.31
    1,2-dichlorobenzene 299.95
    ethyl lactate 122.47
    propylene carbonate 330.89
    n-methylformamide 419.8
    2-pentanol 128.56
    n-pentane 10.04
    1-propoxy-2-propanol 210.61
    1-methoxy-2-propyl acetate 198.17
    2-(2-methoxypropoxy) propanol 283.93
    mesitylene 61.76
    ε-caprolactone 321.8
    p-cymene 65.79
    epichlorohydrin 494.47
    1,1,1-trichloroethane 383.44
    2-aminoethanol 278.88
    morpholine-4-carbaldehyde 599.93
    sulfolane 459.09
    2,2,4-trimethylpentane 11.21
    2-methyltetrahydrofuran 226.99
    n-hexyl acetate 227.09
    isooctane 9.93
    2-(2-butoxyethoxy)ethanol 396.5
    sec-butyl acetate 125.76
    tert-butyl acetate 170.44
    decalin 15.29
    glycerin 281.37
    diglyme 731.49
    acrylic acid 426.39
    isopropyl myristate 83.75
    n-butyric acid 347.19
    acetyl acetate 242.95
    di(2-ethylhexyl) phthalate 102.72
    ethyl propionate 119.41
    nitromethane 1166.34
    1,2-diethoxyethane 277.13
    benzonitrile 387.08
    trioctyl phosphate 65.76
    1-bromopropane 100.83
    gamma-valerolactone 656.52
    n-decanol 83.93
    triethyl phosphate 77.7
    4-methyl-2-pentanol 99.11
    propionitrile 203.0
    vinylene carbonate 396.61
    1,1,2-trichlorotrifluoroethane 554.27
    DMS 199.76
    cumene 72.3
    2-octanol 98.11
    2-hexanone 164.86
    octyl acetate 108.57
    limonene 73.26
    1,2-dimethoxyethane 416.72
    ethyl orthosilicate 78.44
    tributyl phosphate 80.44
    diacetone alcohol 219.64
    N,N-dimethylaniline 183.86
    acrylonitrile 375.51
    aniline 221.8
    1,3-propanediol 277.43
    bromobenzene 230.57
    dibromomethane 352.64
    1,1,2,2-tetrachloroethane 571.66
    2-methyl-cyclohexyl acetate 135.46
    tetrabutyl urea 94.88
    diisobutyl methanol 64.28
    2-phenylethanol 219.27
    styrene 103.88
    dioctyl adipate 132.04
    dimethyl sulfate 198.47
    ethyl butyrate 128.55
    methyl lactate 145.45
    butyl lactate 165.48
    diethyl carbonate 105.97
    propanediol butyl ether 342.3
    triethyl orthoformate 109.88
    p-tert-butyltoluene 60.2
    methyl 4-tert-butylbenzoate 232.76
    morpholine 402.97
    tert-butylamine 121.78
    n-dodecanol 59.51
    dimethoxymethane 237.32
    ethylene carbonate 266.76
    cyrene 243.46
    2-ethoxyethyl acetate 312.38
    2-ethylhexyl acetate 124.76
    1,2,4-trichlorobenzene 345.64
    4-methylpyridine 399.05
    dibutyl ether 105.2
    2,6-dimethyl-4-heptanol 64.28
    DEF 197.84
    dimethyl isosorbide 360.74
    tetrachloroethylene 467.13
    eugenol 278.03
    triacetin 302.96
    span 80 237.17
    1,4-butanediol 160.41
    1,1-dichloroethane 319.34
    2-methyl-1-pentanol 156.06
    methyl formate 342.07
    2-methyl-1-butanol 157.11
    n-decane 13.21
    butyronitrile 206.79
    3,7-dimethyl-1-octanol 127.56
    1-chlorooctane 65.91
    1-chlorotetradecane 26.2
    n-nonane 11.44
    undecane 10.04
    tert-butylcyclohexane 17.64
    cyclooctane 5.84
    cyclopentanol 162.11
    tetrahydropyran 186.61
    tert-amyl methyl ether 107.46
    2,5,8-trioxanonane 470.3
    1-hexene 41.69
    2-isopropoxyethanol 268.81
    2,2,2-trifluoroethanol 377.7
    methyl butyrate 180.81

    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