2,2'-Bithiophene

Overview IFRA Request a quote

  • Identifiers

    CAS number
    492-97-7

    Molecular formula
    C8H6S2

    SMILES
    C1=CSC(=C1)C2=CC=CS2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 77.97%
    Meaty 61.55%
    Burnt 60.78%
    Coffee 49.94%
    Mushroom 47.57%
    Roasted 46.98%
    Earthy 40.9%
    Garlic 40.12%
    Alliaceous 39.01%
    Savory 38.06%

     

    Flavor
    Roasted 52.56%
    Sulfury 51.05%
    Coffee 49.98%
    Nutty 46.86%
    Onion 45.37%
    Sulfur 44.92%
    Sulfurous 43.39%
    Meaty 41.59%
    Vegetable 41.44%
    Fishy 40.97%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    6.08 (neutral)

    Molecular weight
    166.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    266°C

    Flash point

    • 87.79 ˚C est.

  • Synonyms

    • 2,2'-Bithiophene
    • 492-97-7
    • 2,2'-Bithienyl
    • Dithienyl
    • 2-thiophen-2-ylthiophene
    • 2,2'-Dithienyl
    • 2,2'-Dithiophene
    • 2-(thiophen-2-yl)thiophene
    • alpha-bithiophene
    • 2-(thien-2-yl)thiophene
    • 8CTS9HJ7L6
    • 2,2'-bisthiophene
    • EINECS 207-767-2
    • DTXSID8060084
    • CHEBI:36821
    • OHZAHWOAMVVGEL-UHFFFAOYSA-
    • 2,2'Dithienyl
    • RefChem:80696
    • DTXCID0040678
    • 207-767-2
    • InChI=1/C8H6S2/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6H
    • OHZAHWOAMVVGEL-UHFFFAOYSA-N
    • Bithiophene
    • 2,2-BITHIOPHENE
    • MFCD00005414
    • 2-(2-thienyl)thiophene
    • [2,2']Bithiophenyl
    • 2-(2-Thienyl)thiophen
    • 2,2-dithienyl
    • 2,2 -bithiophene
    • 2,2`-Bithiophene
    • 2,2\'-bithiophene
    • 2,2 inverted exclamation mark -Bithiophene
    • 2-thiophen-2-ylthiophen
    • UNII-8CTS9HJ7L6
    • SCHEMBL3545
    • 2,2'-Bithiophene, 99%
    • BIDD:GT0570
    • SCHEMBL197660
    • SCHEMBL289395
    • SCHEMBL696954
    • SCHEMBL5541483
    • SCHEMBL8978845
    • SCHEMBL17044908
    • BBL100185
    • GEO-00372
    • LMFA12000345
    • SBB012366
    • STL326750
    • AKOS005258217
    • AC-4910
    • CS-W008787
    • FD14053
    • MSK170713-100M
    • SB66351
    • DS-15158
    • ST059596
    • SY013839
    • DB-005806
    • NS00043487
    • EN300-117914
    • 2,2_-Bithiophene Solution in Methanol, 100ug/mL
    • 492B977
    • F001054
    • Q27116974
    • 492-97-7

  • Applications

    2,2'-Bithiophene (CAS 492-97-7) is a building block for conducting polymers and organic electronic materials, typically used as a monomer or core unit in poly(thiophene)-based systems and other conjugated copolymers to tailor electrical and optical properties. In industry, it is used as a precursor for materials in organic electronics and coatings: as a component for OLED and organic photovoltaic (OPV) active layers and for organic field-effect transistors (OFETs); as a starting material for functionalized bithiophene derivatives and related polymers used in conductive inks and thin-film coatings; and as a synthesis intermediate for specialty dyes and pigments with tailored optical characteristics. Its applications are primarily in polymers, electronics, and coatings/inks, with usage governed by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 84.14
    methanol 71.84
    isopropanol 73.56
    water 0.54
    ethyl acetate 249.21
    n-propanol 81.43
    acetone 416.05
    n-butanol 92.06
    acetonitrile 157.17
    DMF 644.71
    toluene 282.55
    isobutanol 74.75
    1,4-dioxane 704.97
    methyl acetate 236.07
    THF 931.05
    2-butanone 289.59
    n-pentanol 90.83
    sec-butanol 74.32
    n-hexane 63.5
    ethylene glycol 42.51
    NMP 759.52
    cyclohexane 113.06
    DMSO 567.78
    n-butyl acetate 240.95
    n-octanol 113.57
    chloroform 606.96
    n-propyl acetate 222.36
    acetic acid 103.98
    dichloromethane 565.93
    cyclohexanone 625.46
    propylene glycol 43.5
    isopropyl acetate 211.18
    DMAc 416.01
    2-ethoxyethanol 182.65
    isopentanol 94.74
    n-heptane 80.6
    ethyl formate 165.85
    1,2-dichloroethane 451.84
    n-hexanol 137.4
    2-methoxyethanol 248.06
    isobutyl acetate 192.11
    tetrachloromethane 164.75
    n-pentyl acetate 191.11
    transcutol 453.85
    n-heptanol 103.45
    ethylbenzene 160.33
    MIBK 240.0
    2-propoxyethanol 253.71
    tert-butanol 111.39
    MTBE 179.03
    2-butoxyethanol 179.09
    propionic acid 105.26
    o-xylene 181.42
    formic acid 26.36
    diethyl ether 232.38
    m-xylene 202.6
    p-xylene 189.17
    chlorobenzene 341.45
    dimethyl carbonate 223.12
    n-octane 48.46
    formamide 62.62
    cyclopentanone 832.46
    2-pentanone 312.42
    anisole 313.98
    cyclopentyl methyl ether 470.62
    gamma-butyrolactone 684.27
    1-methoxy-2-propanol 214.99
    pyridine 445.77
    3-pentanone 277.35
    furfural 597.11
    n-dodecane 37.69
    diethylene glycol 205.84
    diisopropyl ether 126.94
    tert-amyl alcohol 99.65
    acetylacetone 483.12
    n-hexadecane 44.28
    acetophenone 302.84
    methyl propionate 252.32
    isopentyl acetate 216.19
    trichloroethylene 754.97
    n-nonanol 106.21
    cyclohexanol 166.8
    benzyl alcohol 186.97
    2-ethylhexanol 129.89
    isooctanol 97.92
    dipropyl ether 236.15
    1,2-dichlorobenzene 335.66
    ethyl lactate 118.4
    propylene carbonate 390.09
    n-methylformamide 184.57
    2-pentanol 84.31
    n-pentane 53.28
    1-propoxy-2-propanol 206.73
    1-methoxy-2-propyl acetate 267.51
    2-(2-methoxypropoxy) propanol 177.75
    mesitylene 160.67
    ε-caprolactone 439.1
    p-cymene 124.59
    epichlorohydrin 679.58
    1,1,1-trichloroethane 433.13
    2-aminoethanol 56.59
    morpholine-4-carbaldehyde 750.54
    sulfolane 946.01
    2,2,4-trimethylpentane 38.77
    2-methyltetrahydrofuran 520.58
    n-hexyl acetate 244.0
    isooctane 38.49
    2-(2-butoxyethoxy)ethanol 229.12
    sec-butyl acetate 169.23
    tert-butyl acetate 263.64
    decalin 78.85
    glycerin 88.06
    diglyme 492.14
    acrylic acid 113.01
    isopropyl myristate 130.57
    n-butyric acid 162.48
    acetyl acetate 226.73
    di(2-ethylhexyl) phthalate 110.45
    ethyl propionate 212.18
    nitromethane 284.0
    1,2-diethoxyethane 271.59
    benzonitrile 256.55
    trioctyl phosphate 90.09
    1-bromopropane 245.69
    gamma-valerolactone 821.27
    n-decanol 89.03
    triethyl phosphate 126.78
    4-methyl-2-pentanol 74.85
    propionitrile 145.6
    vinylene carbonate 359.57
    1,1,2-trichlorotrifluoroethane 373.77
    DMS 242.59
    cumene 120.44
    2-octanol 89.98
    2-hexanone 257.12
    octyl acetate 146.86
    limonene 178.82
    1,2-dimethoxyethane 454.63
    ethyl orthosilicate 122.85
    tributyl phosphate 99.37
    diacetone alcohol 239.93
    N,N-dimethylaniline 224.27
    acrylonitrile 195.74
    aniline 209.88
    1,3-propanediol 97.39
    bromobenzene 404.59
    dibromomethane 415.92
    1,1,2,2-tetrachloroethane 555.79
    2-methyl-cyclohexyl acetate 190.61
    tetrabutyl urea 151.97
    diisobutyl methanol 100.87
    2-phenylethanol 190.73
    styrene 206.51
    dioctyl adipate 162.07
    dimethyl sulfate 391.41
    ethyl butyrate 213.97
    methyl lactate 147.56
    butyl lactate 125.75
    diethyl carbonate 146.3
    propanediol butyl ether 140.35
    triethyl orthoformate 165.73
    p-tert-butyltoluene 125.91
    methyl 4-tert-butylbenzoate 231.9
    morpholine 492.02
    tert-butylamine 83.39
    n-dodecanol 78.9
    dimethoxymethane 482.13
    ethylene carbonate 306.37
    cyrene 262.99
    2-ethoxyethyl acetate 239.66
    2-ethylhexyl acetate 198.83
    1,2,4-trichlorobenzene 383.37
    4-methylpyridine 425.47
    dibutyl ether 189.77
    2,6-dimethyl-4-heptanol 100.87
    DEF 359.12
    dimethyl isosorbide 373.87
    tetrachloroethylene 388.6
    eugenol 215.66
    triacetin 225.13
    span 80 173.81
    1,4-butanediol 64.89
    1,1-dichloroethane 356.07
    2-methyl-1-pentanol 91.55
    methyl formate 204.3
    2-methyl-1-butanol 85.86
    n-decane 57.04
    butyronitrile 159.15
    3,7-dimethyl-1-octanol 111.56
    1-chlorooctane 145.0
    1-chlorotetradecane 75.78
    n-nonane 59.13
    undecane 45.04
    tert-butylcyclohexane 68.33
    cyclooctane 66.7
    cyclopentanol 190.92
    tetrahydropyran 480.62
    tert-amyl methyl ether 161.06
    2,5,8-trioxanonane 337.3
    1-hexene 128.85
    2-isopropoxyethanol 157.51
    2,2,2-trifluoroethanol 71.64
    methyl butyrate 263.99

    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