4-Hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one

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  • Identifiers

    CAS number
    26494-10-0

    Molecular formula
    C6H8O2S

    SMILES
    CC1C(=O)C(=C(S1)C)O

  • Odor profile

    Fragrance
    Meaty 81.12%
    Sulfurous 78.35%
    Roasted 75.69%
    Savory 53.49%
    Burnt 53.29%
    Cooked 41.66%
    Onion 40.33%
    Coffee 38.82%
    Caramellic 38.34%
    Beefy 37.42%

     

    Flavor
    Caramel 45.38%
    Nutty 40.45%
    Roasted 35.69%
    Bread 31.83%
    Maple 31.2%
    Burnt 29.92%
    Coffee 27.45%
    Cooked 26.99%
    Roast 26.69%
    Potato 26.54%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    7.68 (neutral)

    Molecular weight
    144.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    270°C

    Flash point

    • 111.97 ˚C est.

  • Synonyms

    • 4-Hydroxy-2,5-dimethylthiophen-3(2H)-one
    • 26494-10-0
    • 3(2H)-Thiophenone, 4-hydroxy-2,5-dimethyl-
    • EINECS 247-742-3
    • E9814L6CJM
    • 4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one
    • UNII-E9814L6CJM
    • 4-Hydroxy-2,5-dimethyl-2,3-dihydrothiophenone-3
    • DTXSID00949364
    • 2,5-dimethyl-4-hydroxy-3(2h)-thiophenone
    • 2,5-DIMETHYL-4,5-DIHYDROTHIOPHEN-3-OL-4-ONE
    • SCHEMBL3656471
    • DTXCID601154749
    • 4-hydroxy-2,5-dimethyl-3(2H)-thiophenone
    • NS00050908
    • 4-hydroxy-2,5-dimethyl thiophen-3(2H)-one
    • 2,5-dimethyl-4-hydroxy-3-oxo-2,3-dihydrothiophene
    • Q27277043
    • 247-742-3

  • Applications

    4-Hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one (CAS 26494-10-0) is typically used as an intermediate or precursor in fragrance chemistry, where it can serve as an aroma-note building block for perfumery and cosmetic formulations; it may also be evaluated for flavor/aroma applications in the food sector as a precursor to aroma-active compounds. In pharmaceutical research, it can function as a synthetic building block for sulfur-containing heterocycles; in industrial manufacturing it is encountered as a specialty chemical intermediate for the synthesis of other heterocycles and polymer-related materials; and in cleaning or household products it may be used as a minor fragrance component in formulations. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 258.51
    methanol 439.97
    isopropanol 122.74
    water 101.6
    ethyl acetate 62.88
    n-propanol 152.17
    acetone 87.0
    n-butanol 120.18
    acetonitrile 56.68
    DMF 204.64
    toluene 14.92
    isobutanol 80.38
    1,4-dioxane 204.09
    methyl acetate 67.92
    THF 221.4
    2-butanone 59.01
    n-pentanol 92.07
    sec-butanol 86.56
    n-hexane 3.2
    ethylene glycol 202.3
    NMP 160.78
    cyclohexane 2.99
    DMSO 190.64
    n-butyl acetate 47.89
    n-octanol 63.29
    chloroform 112.72
    n-propyl acetate 47.12
    acetic acid 269.41
    dichloromethane 96.6
    cyclohexanone 86.97
    propylene glycol 103.75
    isopropyl acetate 49.48
    DMAc 108.43
    2-ethoxyethanol 296.33
    isopentanol 85.54
    n-heptane 4.85
    ethyl formate 78.72
    1,2-dichloroethane 59.74
    n-hexanol 82.58
    2-methoxyethanol 465.67
    isobutyl acetate 29.46
    tetrachloromethane 31.85
    n-pentyl acetate 59.92
    transcutol 499.54
    n-heptanol 71.9
    ethylbenzene 14.44
    MIBK 57.95
    2-propoxyethanol 222.07
    tert-butanol 119.96
    MTBE 52.82
    2-butoxyethanol 167.9
    propionic acid 104.44
    o-xylene 18.84
    formic acid 474.65
    diethyl ether 71.55
    m-xylene 21.37
    p-xylene 17.82
    chlorobenzene 30.19
    dimethyl carbonate 44.28
    n-octane 3.43
    formamide 498.9
    cyclopentanone 129.58
    2-pentanone 65.01
    anisole 59.96
    cyclopentyl methyl ether 79.75
    gamma-butyrolactone 194.01
    1-methoxy-2-propanol 246.06
    pyridine 71.68
    3-pentanone 38.31
    furfural 217.58
    n-dodecane 3.14
    diethylene glycol 276.13
    diisopropyl ether 25.1
    tert-amyl alcohol 92.44
    acetylacetone 89.28
    n-hexadecane 3.47
    acetophenone 59.6
    methyl propionate 57.17
    isopentyl acetate 49.09
    trichloroethylene 126.87
    n-nonanol 56.13
    cyclohexanol 61.5
    benzyl alcohol 70.36
    2-ethylhexanol 43.12
    isooctanol 54.4
    dipropyl ether 35.74
    1,2-dichlorobenzene 44.76
    ethyl lactate 50.35
    propylene carbonate 93.24
    n-methylformamide 214.82
    2-pentanol 74.13
    n-pentane 4.8
    1-propoxy-2-propanol 124.72
    1-methoxy-2-propyl acetate 80.19
    2-(2-methoxypropoxy) propanol 117.37
    mesitylene 16.96
    ε-caprolactone 100.78
    p-cymene 19.58
    epichlorohydrin 189.2
    1,1,1-trichloroethane 52.5
    2-aminoethanol 248.75
    morpholine-4-carbaldehyde 254.3
    sulfolane 206.65
    2,2,4-trimethylpentane 4.4
    2-methyltetrahydrofuran 112.63
    n-hexyl acetate 82.85
    isooctane 4.58
    2-(2-butoxyethoxy)ethanol 191.66
    sec-butyl acetate 34.01
    tert-butyl acetate 75.0
    decalin 4.14
    glycerin 222.93
    diglyme 294.32
    acrylic acid 120.57
    isopropyl myristate 33.21
    n-butyric acid 109.58
    acetyl acetate 49.42
    di(2-ethylhexyl) phthalate 37.56
    ethyl propionate 41.54
    nitromethane 286.16
    1,2-diethoxyethane 97.43
    benzonitrile 55.56
    trioctyl phosphate 31.25
    1-bromopropane 25.38
    gamma-valerolactone 233.38
    n-decanol 38.9
    triethyl phosphate 31.96
    4-methyl-2-pentanol 51.66
    propionitrile 40.4
    vinylene carbonate 98.24
    1,1,2-trichlorotrifluoroethane 184.59
    DMS 59.08
    cumene 16.48
    2-octanol 49.58
    2-hexanone 44.91
    octyl acetate 43.23
    limonene 23.15
    1,2-dimethoxyethane 223.74
    ethyl orthosilicate 33.58
    tributyl phosphate 33.22
    diacetone alcohol 115.83
    N,N-dimethylaniline 48.81
    acrylonitrile 64.7
    aniline 46.24
    1,3-propanediol 277.69
    bromobenzene 22.3
    dibromomethane 52.61
    1,1,2,2-tetrachloroethane 99.31
    2-methyl-cyclohexyl acetate 46.53
    tetrabutyl urea 41.97
    diisobutyl methanol 32.69
    2-phenylethanol 74.81
    styrene 14.86
    dioctyl adipate 45.88
    dimethyl sulfate 78.82
    ethyl butyrate 43.13
    methyl lactate 72.66
    butyl lactate 62.68
    diethyl carbonate 30.59
    propanediol butyl ether 148.59
    triethyl orthoformate 40.67
    p-tert-butyltoluene 20.03
    methyl 4-tert-butylbenzoate 87.43
    morpholine 206.64
    tert-butylamine 66.25
    n-dodecanol 27.97
    dimethoxymethane 193.93
    ethylene carbonate 71.1
    cyrene 116.74
    2-ethoxyethyl acetate 98.5
    2-ethylhexyl acetate 36.48
    1,2,4-trichlorobenzene 52.09
    4-methylpyridine 61.42
    dibutyl ether 38.32
    2,6-dimethyl-4-heptanol 32.69
    DEF 75.41
    dimethyl isosorbide 160.68
    tetrachloroethylene 96.89
    eugenol 110.14
    triacetin 84.48
    span 80 99.65
    1,4-butanediol 127.79
    1,1-dichloroethane 46.2
    2-methyl-1-pentanol 68.38
    methyl formate 169.79
    2-methyl-1-butanol 73.74
    n-decane 5.38
    butyronitrile 48.67
    3,7-dimethyl-1-octanol 46.64
    1-chlorooctane 23.56
    1-chlorotetradecane 9.31
    n-nonane 4.61
    undecane 3.97
    tert-butylcyclohexane 5.22
    cyclooctane 2.04
    cyclopentanol 86.94
    tetrahydropyran 82.49
    tert-amyl methyl ether 49.76
    2,5,8-trioxanonane 206.04
    1-hexene 12.06
    2-isopropoxyethanol 167.44
    2,2,2-trifluoroethanol 167.67
    methyl butyrate 54.42

    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