5-Ethynyl-5'-(1-propynyl)-2,2'-bithiophene

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  • Identifiers

    CAS number
    17257-07-7

    Molecular formula
    C13H8S2

    SMILES
    CC#CC1=CC=C(S1)C2=CC=C(S2)C#C

    Safety labels

  • Odor profile

    Fragrance
    Meaty 51.03%
    Roasted 43.67%
    Sulfurous 42.95%
    Burnt 35.66%
    Nutty 30.77%
    Coffee 30.64%
    Savory 28.61%
    Cooked 27.73%
    Spicy 26.87%
    Beefy 26.7%

     

    Flavor
    Bitter 55.62%
    Roasted 38.61%
    Nutty 28.25%
    Cooked 25.39%
    Roast 21.15%
    Coffee 20.71%
    Scallion 20.6%
    Taco 20.36%
    Roasted peanuts 19.92%
    Nitrile 19.87%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    4.79 (weak acid)

    Molecular weight
    228.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    398°C

    Melting point expt.

    • 75 °C

    Flash point

    • 136.97 ˚C est.

  • Synonyms

    • 17257-07-7
    • 5-Ethynyl-5'-(1-propynyl)-2,2'-bithiophene
    • 5-Ethynyl-5'-(prop-1-yn-1-yl)-2,2'-bithiophene
    • 2-(5-ethynylthiophen-2-yl)-5-prop-1-ynyl-thiophene
    • 2-ethynyl-5-(5-prop-1-ynylthiophen-2-yl)thiophene
    • SCHEMBL22733823
    • DTXSID40169347
    • CHEBI:166524
    • 2-(5-ethynylthiophen-2-yl)-5-(prop-1-yn-1-yl)thiophene
    • 17257-07-7

  • Applications

    5-Ethynyl-5'-(1-propynyl)-2,2'-bithiophene (CAS 17257-07-7) is primarily used as a building block in organic electronics and materials science. It serves as a precursor for small-molecule semiconductors in organic field-effect transistors (OFETs) and as a component of conjugated polymers and donor materials for organic photovoltaics (OPVs) and OLEDs. The ethynyl and propynyl substituents enable crosslinking and integration into UV-curable coatings and conductive inks, where it can act as a pi-conjugated functional additive. It is also explored as a functional unit in chemical sensing platforms and chemosensors based on thiophene- and acetylenic-rich frameworks. Additionally, the compound is commonly evaluated as an intermediate in the synthesis of advanced thiophene-based materials for research and development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.64
    methanol 12.68
    isopropanol 8.17
    water 0.02
    ethyl acetate 59.06
    n-propanol 12.43
    acetone 75.67
    n-butanol 13.13
    acetonitrile 29.39
    DMF 227.83
    toluene 46.07
    isobutanol 10.08
    1,4-dioxane 154.0
    methyl acetate 67.39
    THF 210.52
    2-butanone 71.54
    n-pentanol 14.59
    sec-butanol 10.07
    n-hexane 2.48
    ethylene glycol 7.79
    NMP 230.67
    cyclohexane 4.76
    DMSO 118.89
    n-butyl acetate 56.74
    n-octanol 10.51
    chloroform 145.48
    n-propyl acetate 55.65
    acetic acid 29.19
    dichloromethane 144.91
    cyclohexanone 124.23
    propylene glycol 7.64
    isopropyl acetate 50.14
    DMAc 217.68
    2-ethoxyethanol 49.45
    isopentanol 14.93
    n-heptane 4.18
    ethyl formate 38.81
    1,2-dichloroethane 101.96
    n-hexanol 20.53
    2-methoxyethanol 66.14
    isobutyl acetate 48.25
    tetrachloromethane 16.38
    n-pentyl acetate 40.43
    transcutol 150.53
    n-heptanol 13.14
    ethylbenzene 27.7
    MIBK 53.32
    2-propoxyethanol 64.42
    tert-butanol 14.88
    MTBE 35.22
    2-butoxyethanol 38.91
    propionic acid 21.78
    o-xylene 28.92
    formic acid 11.42
    diethyl ether 38.05
    m-xylene 30.5
    p-xylene 33.1
    chlorobenzene 79.22
    dimethyl carbonate 65.3
    n-octane 2.21
    formamide 27.93
    cyclopentanone 175.18
    2-pentanone 62.35
    anisole 95.78
    cyclopentyl methyl ether 87.61
    gamma-butyrolactone 158.53
    1-methoxy-2-propanol 49.37
    pyridine 121.82
    3-pentanone 61.43
    furfural 197.57
    n-dodecane 2.51
    diethylene glycol 53.53
    diisopropyl ether 19.13
    tert-amyl alcohol 16.71
    acetylacetone 123.12
    n-hexadecane 3.01
    acetophenone 92.32
    methyl propionate 60.31
    isopentyl acetate 60.94
    trichloroethylene 233.29
    n-nonanol 12.52
    cyclohexanol 21.4
    benzyl alcohol 51.43
    2-ethylhexanol 21.75
    isooctanol 13.78
    dipropyl ether 37.73
    1,2-dichlorobenzene 83.63
    ethyl lactate 33.56
    propylene carbonate 95.85
    n-methylformamide 52.2
    2-pentanol 10.69
    n-pentane 2.08
    1-propoxy-2-propanol 45.63
    1-methoxy-2-propyl acetate 95.26
    2-(2-methoxypropoxy) propanol 61.16
    mesitylene 21.46
    ε-caprolactone 106.46
    p-cymene 24.09
    epichlorohydrin 205.43
    1,1,1-trichloroethane 84.25
    2-aminoethanol 11.7
    morpholine-4-carbaldehyde 255.65
    sulfolane 198.99
    2,2,4-trimethylpentane 2.87
    2-methyltetrahydrofuran 102.27
    n-hexyl acetate 41.76
    isooctane 2.53
    2-(2-butoxyethoxy)ethanol 66.33
    sec-butyl acetate 47.7
    tert-butyl acetate 68.7
    decalin 6.8
    glycerin 21.81
    diglyme 155.34
    acrylic acid 29.41
    isopropyl myristate 28.13
    n-butyric acid 33.14
    acetyl acetate 59.35
    di(2-ethylhexyl) phthalate 32.17
    ethyl propionate 55.19
    nitromethane 100.83
    1,2-diethoxyethane 70.77
    benzonitrile 70.39
    trioctyl phosphate 19.64
    1-bromopropane 38.7
    gamma-valerolactone 246.83
    n-decanol 10.91
    triethyl phosphate 40.86
    4-methyl-2-pentanol 11.68
    propionitrile 29.72
    vinylene carbonate 106.65
    1,1,2-trichlorotrifluoroethane 152.34
    DMS 85.84
    cumene 21.39
    2-octanol 9.58
    2-hexanone 59.05
    octyl acetate 30.35
    limonene 31.71
    1,2-dimethoxyethane 125.64
    ethyl orthosilicate 37.97
    tributyl phosphate 25.36
    diacetone alcohol 61.72
    N,N-dimethylaniline 62.95
    acrylonitrile 48.47
    aniline 47.02
    1,3-propanediol 18.99
    bromobenzene 91.11
    dibromomethane 77.16
    1,1,2,2-tetrachloroethane 158.2
    2-methyl-cyclohexyl acetate 58.69
    tetrabutyl urea 38.53
    diisobutyl methanol 17.9
    2-phenylethanol 52.6
    styrene 40.77
    dioctyl adipate 44.77
    dimethyl sulfate 129.78
    ethyl butyrate 53.81
    methyl lactate 42.05
    butyl lactate 31.57
    diethyl carbonate 44.16
    propanediol butyl ether 27.06
    triethyl orthoformate 47.94
    p-tert-butyltoluene 24.43
    methyl 4-tert-butylbenzoate 64.1
    morpholine 124.6
    tert-butylamine 10.25
    n-dodecanol 9.86
    dimethoxymethane 125.02
    ethylene carbonate 76.85
    cyrene 97.28
    2-ethoxyethyl acetate 76.14
    2-ethylhexyl acetate 55.21
    1,2,4-trichlorobenzene 105.11
    4-methylpyridine 106.83
    dibutyl ether 25.52
    2,6-dimethyl-4-heptanol 17.9
    DEF 92.75
    dimethyl isosorbide 132.6
    tetrachloroethylene 92.1
    eugenol 70.03
    triacetin 73.81
    span 80 44.43
    1,4-butanediol 10.76
    1,1-dichloroethane 66.56
    2-methyl-1-pentanol 18.21
    methyl formate 55.28
    2-methyl-1-butanol 13.73
    n-decane 3.37
    butyronitrile 28.45
    3,7-dimethyl-1-octanol 16.13
    1-chlorooctane 13.93
    1-chlorotetradecane 9.12
    n-nonane 2.68
    undecane 2.86
    tert-butylcyclohexane 6.25
    cyclooctane 2.85
    cyclopentanol 25.14
    tetrahydropyran 85.68
    tert-amyl methyl ether 36.47
    2,5,8-trioxanonane 121.24
    1-hexene 11.32
    2-isopropoxyethanol 39.94
    2,2,2-trifluoroethanol 21.41
    methyl butyrate 64.87

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
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Category 2
Products applied to the axillae
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Leave-on products applied to the hair with some hand contact
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Category 3
Products applied to the face/body using fingertips
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Products with significant anogenital exposure
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Category 4
Products related to fine fragrance
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Products with body and hand exposure, primarily rinse off
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Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
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Household care products with mostly hand contact
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Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
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Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
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Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
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Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
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Category 5D
Baby Creams, baby Oils and baby talc
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Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
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Category 6
Products with oral and lip exposure
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Products not intended for direct skin contact, minimal or insignificant transfer to skin
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