2,5-Thiophenedione, 3,4-dimethyl-

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  • Identifiers

    CAS number
    10547-83-8

    Molecular formula
    C6H6O2S

    SMILES
    CC1=C(C(=O)SC1=O)C

    Safety labels

  • Odor profile

    Fragrance
    Burnt 53.7%
    Roasted 53.36%
    Caramellic 50.58%
    Sulfurous 41.12%
    Sweet 38.65%
    Meaty 36.62%
    Nutty 33.39%
    Coffee 32.34%
    Savory 30.19%
    Cooked 26.08%

     

    Flavor
    Nutty 45.36%
    Roasted 31.33%
    Burnt 27.3%
    Cooked 25.84%
    Caramel 25.78%
    Popcorn 25.42%
    Roast 24.59%
    Taco 23.8%
    Bread 23.33%
    Toasted 22.99%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    7.86 (neutral)

    Molecular weight
    142.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    210°C

    Flash point

    • 88.18 ˚C est.

  • Synonyms

    • 2,5-Thiophenedione, 3,4-dimethyl-
    • 10547-83-8
    • DTXSID20336156
    • RefChem:247825
    • DTXCID70287245
    • 3,4-dimethylthiophene-2,5-dione
    • SCHEMBL7073987
    • 3,4-Dimethyl-2,5-thiophendion
    • QINKKBMLWVZGGQ-UHFFFAOYSA-N
    • 3.4-dimethyl-2,5-dioxo-2,5-dihydrothiophene
    • 10547-83-8

  • Applications

    2,5-Thiophenedione, 3,4-dimethyl- is primarily used as an advanced building block in organic synthesis, enabling the construction of functionalized heterocycles and diketone-containing scaffolds. In polymer and materials chemistry it is explored as a precursor for thieno-based polymers and conjugated monomers, supporting routes to specialty polymers and pigments. It is used or evaluated as a dye/pigment precursor in coatings and inks, contributing to color development and material properties. In coatings and electronics, it serves as a synthetic building block for specialty materials, including potential applications in organic semiconductors and optoelectronic materials, dependent on formulation. In pharmaceutical and agrochemical research, it is commonly evaluated as a synthetic intermediate for heterocyclic libraries.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.34
    methanol 47.4
    isopropanol 33.19
    water 3.14
    ethyl acetate 82.34
    n-propanol 31.65
    acetone 163.36
    n-butanol 28.16
    acetonitrile 83.32
    DMF 354.68
    toluene 33.58
    isobutanol 22.83
    1,4-dioxane 191.7
    methyl acetate 127.94
    THF 205.55
    2-butanone 124.52
    n-pentanol 26.34
    sec-butanol 33.22
    n-hexane 3.73
    ethylene glycol 20.54
    NMP 354.95
    cyclohexane 5.34
    DMSO 215.92
    n-butyl acetate 47.76
    n-octanol 17.22
    chloroform 232.45
    n-propyl acetate 52.47
    acetic acid 77.98
    dichloromethane 177.13
    cyclohexanone 151.3
    propylene glycol 20.89
    isopropyl acetate 56.74
    DMAc 279.69
    2-ethoxyethanol 78.2
    isopentanol 25.98
    n-heptane 3.43
    ethyl formate 66.44
    1,2-dichloroethane 115.19
    n-hexanol 27.39
    2-methoxyethanol 127.41
    isobutyl acetate 29.92
    tetrachloromethane 50.13
    n-pentyl acetate 41.49
    transcutol 168.86
    n-heptanol 20.48
    ethylbenzene 30.34
    MIBK 49.34
    2-propoxyethanol 77.39
    tert-butanol 47.34
    MTBE 43.73
    2-butoxyethanol 54.47
    propionic acid 63.12
    o-xylene 36.08
    formic acid 58.13
    diethyl ether 53.59
    m-xylene 26.74
    p-xylene 50.96
    chlorobenzene 76.64
    dimethyl carbonate 69.31
    n-octane 2.24
    formamide 165.75
    cyclopentanone 223.42
    2-pentanone 78.3
    anisole 89.58
    cyclopentyl methyl ether 73.19
    gamma-butyrolactone 264.66
    1-methoxy-2-propanol 95.09
    pyridine 142.77
    3-pentanone 75.5
    furfural 270.72
    n-dodecane 1.92
    diethylene glycol 73.43
    diisopropyl ether 20.02
    tert-amyl alcohol 43.41
    acetylacetone 140.33
    n-hexadecane 2.33
    acetophenone 103.67
    methyl propionate 84.32
    isopentyl acetate 45.37
    trichloroethylene 296.41
    n-nonanol 18.25
    cyclohexanol 36.37
    benzyl alcohol 59.15
    2-ethylhexanol 19.9
    isooctanol 17.17
    dipropyl ether 24.55
    1,2-dichlorobenzene 89.99
    ethyl lactate 35.83
    propylene carbonate 133.53
    n-methylformamide 144.19
    2-pentanol 25.64
    n-pentane 3.61
    1-propoxy-2-propanol 50.62
    1-methoxy-2-propyl acetate 77.59
    2-(2-methoxypropoxy) propanol 69.06
    mesitylene 20.61
    ε-caprolactone 126.1
    p-cymene 18.99
    epichlorohydrin 230.33
    1,1,1-trichloroethane 140.12
    2-aminoethanol 33.89
    morpholine-4-carbaldehyde 294.41
    sulfolane 325.78
    2,2,4-trimethylpentane 3.06
    2-methyltetrahydrofuran 119.29
    n-hexyl acetate 55.27
    isooctane 2.46
    2-(2-butoxyethoxy)ethanol 73.84
    sec-butyl acetate 39.48
    tert-butyl acetate 71.85
    decalin 5.81
    glycerin 45.04
    diglyme 171.76
    acrylic acid 75.16
    isopropyl myristate 26.33
    n-butyric acid 61.41
    acetyl acetate 77.71
    di(2-ethylhexyl) phthalate 30.45
    ethyl propionate 53.57
    nitromethane 321.08
    1,2-diethoxyethane 59.44
    benzonitrile 79.03
    trioctyl phosphate 20.02
    1-bromopropane 42.48
    gamma-valerolactone 286.99
    n-decanol 14.14
    triethyl phosphate 36.44
    4-methyl-2-pentanol 18.35
    propionitrile 51.06
    vinylene carbonate 126.67
    1,1,2-trichlorotrifluoroethane 195.69
    DMS 77.0
    cumene 22.1
    2-octanol 16.09
    2-hexanone 59.63
    octyl acetate 32.78
    limonene 23.1
    1,2-dimethoxyethane 146.8
    ethyl orthosilicate 32.47
    tributyl phosphate 25.34
    diacetone alcohol 88.86
    N,N-dimethylaniline 67.49
    acrylonitrile 85.65
    aniline 59.5
    1,3-propanediol 49.68
    bromobenzene 70.72
    dibromomethane 99.85
    1,1,2,2-tetrachloroethane 214.34
    2-methyl-cyclohexyl acetate 44.99
    tetrabutyl urea 37.74
    diisobutyl methanol 15.72
    2-phenylethanol 54.6
    styrene 37.32
    dioctyl adipate 40.88
    dimethyl sulfate 148.8
    ethyl butyrate 44.15
    methyl lactate 62.74
    butyl lactate 37.39
    diethyl carbonate 37.88
    propanediol butyl ether 44.45
    triethyl orthoformate 37.42
    p-tert-butyltoluene 19.53
    methyl 4-tert-butylbenzoate 81.09
    morpholine 159.63
    tert-butylamine 25.79
    n-dodecanol 11.16
    dimethoxymethane 141.92
    ethylene carbonate 87.92
    cyrene 98.95
    2-ethoxyethyl acetate 70.42
    2-ethylhexyl acetate 38.07
    1,2,4-trichlorobenzene 116.62
    4-methylpyridine 137.9
    dibutyl ether 23.52
    2,6-dimethyl-4-heptanol 15.72
    DEF 105.72
    dimethyl isosorbide 142.13
    tetrachloroethylene 151.27
    eugenol 83.95
    triacetin 76.03
    span 80 53.11
    1,4-butanediol 21.95
    1,1-dichloroethane 107.47
    2-methyl-1-pentanol 26.4
    methyl formate 124.03
    2-methyl-1-butanol 24.41
    n-decane 3.15
    butyronitrile 43.87
    3,7-dimethyl-1-octanol 19.0
    1-chlorooctane 14.28
    1-chlorotetradecane 6.76
    n-nonane 2.7
    undecane 2.39
    tert-butylcyclohexane 5.03
    cyclooctane 2.48
    cyclopentanol 55.47
    tetrahydropyran 85.72
    tert-amyl methyl ether 41.45
    2,5,8-trioxanonane 126.24
    1-hexene 13.17
    2-isopropoxyethanol 55.98
    2,2,2-trifluoroethanol 88.97
    methyl butyrate 68.91

    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