2,2'-Dithiobis[thiophene]

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  • Identifiers

    CAS number
    6911-51-9

    Molecular formula
    C8H6S4

    SMILES
    C1=CSC(=C1)SSC2=CC=CS2

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 63.3%
    Meaty 61.36%
    Mushroom 53.27%
    Earthy 48.76%
    Roasted 48.73%
    Burnt 44.68%
    Savory 40.54%
    Cooked 39.48%
    Coffee 39.13%
    Garlic 32.7%

     

    Flavor
    Meaty 59.15%
    Roasted 58.39%
    Sulfury 56.94%
    Onion 53.57%
    Coffee 53.28%
    Cooked 39.83%
    Alliaceous 37.97%
    Garlic 36.34%
    Cabbage 34.45%
    Sulfur 34.12%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    3.65 (weak acid)

    Molecular weight
    230.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    407°C

    Melting point expt.

    • 56 - 57 °C

    Flash point

    • 166.4 ˚C est.

    Solubility expt.

    • 5% in CH3CN
    • Soluble at room temperature (in ethanol)

  • Synonyms

    • 2-Thienyl disulfide
    • 6911-51-9
    • 1,2-Di(thiophen-2-yl)disulfane
    • Thiophene, 2,2'-dithiobis-
    • Di-2-thienyl disulfide
    • DISULFIDE, 2-THIENYL
    • 2,2'-Dithienyl Disulfide
    • 2,2'-Dithiobis(thiophene)
    • 2-(thiophen-2-yldisulfanyl)thiophene
    • 2,2'-Dithiodithiophene
    • 2,2'-Bis(thienyl) disulfide
    • Di(2-thienyl) Disulfide
    • Thiophene, 2,2'-dithiodi-
    • FEMA No. 3323
    • alpha,alpha'-Dithienyl disulfide
    • Z2G7KBC8VY
    • BRN 0147395
    • DTXSID8047476
    • 2-(2-Thienyldisulfanyl)thiophene
    • Bis(2-thienyl)disulfide
    • bis(2-thienyl) disulphide
    • THIENYL DISULFIDE, 2-
    • THIENYL DISULPHIDE, 2-
    • CHEMBL3185770
    • DTXCID6027476
    • BIS(2-THIENYL) DISULFIDE
    • 5-17-03-00306 (Beilstein Handbook Reference)
    • .ALPHA.,.ALPHA.'-DITHIENYL DISULFIDE
    • 2,2'-Dithiobis[thiophene]
    • Dithienyl disulfide
    • 2-Thienyldisulfide
    • 2-Thienyl disulphide
    • C8H6S4
    • UNII-Z2G7KBC8VY
    • FEMA 3323
    • MFCD00066333
    • 2,2-Dithiothiophene
    • 2,2'-Dithiodi-Thiophene
    • 2,2'-Dithiobis-Thiophene
    • 2,2\'-Dithienyl Disulfide
    • 2,2'-disulfanediyldithiophene
    • SCHEMBL365651
    • 2-Thienyl disulfide, >=95%
    • 2,2'-Dithiobisthiophene, 9CI
    • Tox21_302478
    • BDBM50555854
    • STK530533
    • AKOS003679767
    • CS-W012956
    • NCGC00256662-01
    • AS-60155
    • PD168654
    • 2-(2-(thiophen-2-yl)disulfanyl)thiophene
    • CAS-6911-51-9
    • DB-003330
    • D3774
    • NS00022692
    • T71235
    • Q27294912
    • 614-928-4

  • Applications

    2,2'-Dithiobis[thiophene] (CAS 6911-51-9) is primarily used as a building block for polythiophene-based conjugated polymers and related sulfur-containing materials; the disulfide linkage enables synthesis and modification of polymer structures and also supports crosslinking in polymer formulations, coatings, and adhesives to tune electrical conductivity and mechanical properties; in materials research, it is evaluated as a precursor for sulfur-containing heterocycles and as part of sulfur-rich polymer platforms for sensors and organic electronic devices; it may also be explored for conductive coatings and inks where the disulfide functionality promotes crosslinking and network formation under appropriate processing conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.07
    methanol 6.95
    isopropanol 10.68
    water 0.01
    ethyl acetate 98.62
    n-propanol 13.68
    acetone 179.1
    n-butanol 16.54
    acetonitrile 35.49
    DMF 364.14
    toluene 232.22
    isobutanol 12.88
    1,4-dioxane 376.05
    methyl acetate 119.84
    THF 565.28
    2-butanone 174.84
    n-pentanol 20.8
    sec-butanol 17.99
    n-hexane 5.04
    ethylene glycol 3.62
    NMP 471.8
    cyclohexane 24.63
    DMSO 221.08
    n-butyl acetate 119.97
    n-octanol 27.72
    chloroform 304.93
    n-propyl acetate 94.73
    acetic acid 27.4
    dichloromethane 300.4
    cyclohexanone 369.51
    propylene glycol 7.44
    isopropyl acetate 83.79
    DMAc 422.64
    2-ethoxyethanol 55.99
    isopentanol 20.68
    n-heptane 13.77
    ethyl formate 52.81
    1,2-dichloroethane 208.1
    n-hexanol 28.36
    2-methoxyethanol 68.33
    isobutyl acetate 83.93
    tetrachloromethane 33.19
    n-pentyl acetate 89.83
    transcutol 302.19
    n-heptanol 20.08
    ethylbenzene 94.5
    MIBK 102.94
    2-propoxyethanol 71.74
    tert-butanol 23.09
    MTBE 79.96
    2-butoxyethanol 49.49
    propionic acid 24.0
    o-xylene 119.26
    formic acid 4.78
    diethyl ether 67.87
    m-xylene 110.67
    p-xylene 109.43
    chlorobenzene 217.73
    dimethyl carbonate 73.79
    n-octane 7.33
    formamide 18.92
    cyclopentanone 476.18
    2-pentanone 136.15
    anisole 255.62
    cyclopentyl methyl ether 223.92
    gamma-butyrolactone 325.85
    1-methoxy-2-propanol 57.17
    pyridine 416.72
    3-pentanone 138.44
    furfural 396.72
    n-dodecane 7.55
    diethylene glycol 38.65
    diisopropyl ether 38.77
    tert-amyl alcohol 29.75
    acetylacetone 265.16
    n-hexadecane 9.43
    acetophenone 245.79
    methyl propionate 101.98
    isopentyl acetate 127.97
    trichloroethylene 570.28
    n-nonanol 31.3
    cyclohexanol 47.9
    benzyl alcohol 103.59
    2-ethylhexanol 40.37
    isooctanol 22.09
    dipropyl ether 81.18
    1,2-dichlorobenzene 198.2
    ethyl lactate 37.43
    propylene carbonate 170.18
    n-methylformamide 50.78
    2-pentanol 17.32
    n-pentane 5.04
    1-propoxy-2-propanol 70.9
    1-methoxy-2-propyl acetate 163.77
    2-(2-methoxypropoxy) propanol 109.59
    mesitylene 68.32
    ε-caprolactone 253.43
    p-cymene 70.79
    epichlorohydrin 426.15
    1,1,1-trichloroethane 198.62
    2-aminoethanol 8.33
    morpholine-4-carbaldehyde 495.87
    sulfolane 441.26
    2,2,4-trimethylpentane 7.99
    2-methyltetrahydrofuran 289.03
    n-hexyl acetate 107.09
    isooctane 5.78
    2-(2-butoxyethoxy)ethanol 116.15
    sec-butyl acetate 87.19
    tert-butyl acetate 135.4
    decalin 21.22
    glycerin 15.19
    diglyme 282.64
    acrylic acid 28.9
    isopropyl myristate 68.55
    n-butyric acid 37.72
    acetyl acetate 95.65
    di(2-ethylhexyl) phthalate 66.01
    ethyl propionate 83.61
    nitromethane 119.6
    1,2-diethoxyethane 199.48
    benzonitrile 170.59
    trioctyl phosphate 35.23
    1-bromopropane 92.3
    gamma-valerolactone 577.68
    n-decanol 25.77
    triethyl phosphate 63.88
    4-methyl-2-pentanol 17.13
    propionitrile 35.65
    vinylene carbonate 161.61
    1,1,2-trichlorotrifluoroethane 207.01
    DMS 130.92
    cumene 56.75
    2-octanol 19.22
    2-hexanone 127.12
    octyl acetate 72.3
    limonene 105.22
    1,2-dimethoxyethane 235.68
    ethyl orthosilicate 63.65
    tributyl phosphate 47.93
    diacetone alcohol 107.75
    N,N-dimethylaniline 161.67
    acrylonitrile 58.88
    aniline 129.91
    1,3-propanediol 14.31
    bromobenzene 286.64
    dibromomethane 184.07
    1,1,2,2-tetrachloroethane 373.2
    2-methyl-cyclohexyl acetate 132.08
    tetrabutyl urea 89.92
    diisobutyl methanol 34.32
    2-phenylethanol 103.87
    styrene 143.31
    dioctyl adipate 105.21
    dimethyl sulfate 154.9
    ethyl butyrate 110.25
    methyl lactate 45.96
    butyl lactate 52.14
    diethyl carbonate 71.06
    propanediol butyl ether 45.02
    triethyl orthoformate 95.4
    p-tert-butyltoluene 72.93
    methyl 4-tert-butylbenzoate 135.43
    morpholine 281.11
    tert-butylamine 15.56
    n-dodecanol 22.79
    dimethoxymethane 187.71
    ethylene carbonate 107.29
    cyrene 173.39
    2-ethoxyethyl acetate 157.34
    2-ethylhexyl acetate 123.88
    1,2,4-trichlorobenzene 278.77
    4-methylpyridine 384.42
    dibutyl ether 86.02
    2,6-dimethyl-4-heptanol 34.32
    DEF 205.89
    dimethyl isosorbide 306.99
    tetrachloroethylene 193.54
    eugenol 123.84
    triacetin 153.56
    span 80 90.7
    1,4-butanediol 9.46
    1,1-dichloroethane 142.02
    2-methyl-1-pentanol 27.73
    methyl formate 56.51
    2-methyl-1-butanol 20.8
    n-decane 11.28
    butyronitrile 42.96
    3,7-dimethyl-1-octanol 41.5
    1-chlorooctane 45.21
    1-chlorotetradecane 24.64
    n-nonane 9.51
    undecane 8.99
    tert-butylcyclohexane 15.7
    cyclooctane 13.26
    cyclopentanol 54.7
    tetrahydropyran 246.41
    tert-amyl methyl ether 92.5
    2,5,8-trioxanonane 218.84
    1-hexene 24.49
    2-isopropoxyethanol 52.84
    2,2,2-trifluoroethanol 13.99
    methyl butyrate 113.52

    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