bis(2-Methyl-3-furyl) tetrasulfide

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  • Identifiers

    CAS number
    28588-76-3

    Molecular formula
    C10H10O2S4

    SMILES
    CC1=C(C=CO1)SSSSC2=C(OC=C2)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 83.24%
    Sulfurous 77.58%
    Roasted 70.16%
    Savory 52.68%
    Beefy 47.57%
    Cooked 46.26%
    Onion 44.75%
    Coffee 39.24%
    Garlic 34.66%
    Burnt 33.15%

     

    Flavor
    Roasted 66.9%
    Meaty 66.64%
    Sulfury 64.14%
    Onion 61.58%
    Coffee 50.54%
    Cooked 39.2%
    Cabbage 36.48%
    Garlic 35.82%
    Sulfurous 35.09%
    Alliaceous 34.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    2.9 (strong acid)

    Molecular weight
    290.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • 142.00 to 147.00 °C. @ 0.80 mm Hg

    Flash point

    • 195.43 ˚C est.

    Solubility expt.

    • Insoluble in water; slighty soulble in fat
    • Slightly soluble at room temperature (in ethanol)

  • Synonyms

    • 28588-76-3
    • Bis(2-methyl-3-furyl)tetrasulfide
    • Bis(2-methyl-3-furyl) tetrasulfide
    • 2-Methyl-3-furyl tetrasulfide
    • 3,3'-Tetrathiobis(2-methylfuran)
    • FEMA No. 3260
    • Tetrasulfide, bis(2-methyl-3-furyl)-
    • 1DAG9X2ID7
    • Furan, 3,3'-tetrathiobis(2-methyl-
    • UNII-1DAG9X2ID7
    • 2-methyl-3-[(2-methylfuran-3-yl)tetrasulfanyl]furan
    • Furan, 3,3'-tetrathiobis[2-methyl-
    • Bis(2-methyl-3-furanyl)tetrasulfide
    • DTXSID10182785
    • 3,3'-TETRATHIOBIS[2-METHYLFURAN]
    • BIS(2-METHYL-3-FURYL) TETRASULPHIDE
    • BIS(2-METHYL-3-FURYL) TETRASULFIDE [FHFI]
    • 2-methyl-3-[(2-methyl-3-furanyl)tetrasulfanyl]furan
    • SCHEMBL4232983
    • FEMA 3260
    • DTXCID50105276
    • CHEBI:230661
    • WCQMHJWTXQMUQE-UHFFFAOYSA-N
    • 3.3"Tetrathio-bis(2-methylfuran)
    • 3,3'-Tetrathiobis(2-methyl-Furan
    • Bis(2-methyl-3-furyl)-Tetrasulfide
    • bis-(2-methyl-3-furyl)tetrasulphide
    • AKOS015950884
    • 1,4-Bis(2-methylfuran-3-yl)tetrasulfane
    • DB-003604
    • NS00126244
    • 3,3'-Tetrathiobis[2-methylfuran], 9CI, 8CI
    • 2-methyl-3-[(2-methyluran-3-yl)tetrasulanyl]uran
    • Q27252278
    • 2-METHYL-3-{[(2-METHYLFURAN-3-YL)DISULFANYL]DISULFANYL}FURAN

  • Applications

    bis(2-Methyl-3-furyl) tetrasulfide (CAS 28588-76-3) is primarily used as a sulfur-donor and crosslinking agent in polymer systems, notably as a sulfur source in rubber vulcanization and as a network-forming component in thermoset resins such as epoxies and polyurethanes; it also serves as a chemical intermediate in the industrial production of sulfur-containing specialty chemicals; in coatings and adhesives it can act as a reactive crosslinking additive to improve cure performance and chemical resistance; and it is commonly evaluated as a building block for furyl-sulfur-containing polymers and other specialty materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 24.12
    methanol 19.59
    isopropanol 23.68
    water 0.02
    ethyl acetate 231.63
    n-propanol 26.75
    acetone 373.23
    n-butanol 26.73
    acetonitrile 145.1
    DMF 939.14
    toluene 209.9
    isobutanol 22.99
    1,4-dioxane 1007.69
    methyl acetate 331.94
    THF 999.19
    2-butanone 304.01
    n-pentanol 26.98
    sec-butanol 34.79
    n-hexane 7.52
    ethylene glycol 9.34
    NMP 854.68
    cyclohexane 36.0
    DMSO 531.62
    n-butyl acetate 135.92
    n-octanol 23.06
    chloroform 843.88
    n-propyl acetate 148.91
    acetic acid 70.8
    dichloromethane 783.13
    cyclohexanone 492.11
    propylene glycol 19.25
    isopropyl acetate 156.23
    DMAc 1067.7
    2-ethoxyethanol 164.28
    isopentanol 28.28
    n-heptane 9.77
    ethyl formate 123.93
    1,2-dichloroethane 397.71
    n-hexanol 26.12
    2-methoxyethanol 226.96
    isobutyl acetate 104.18
    tetrachloromethane 67.29
    n-pentyl acetate 84.12
    transcutol 526.24
    n-heptanol 17.99
    ethylbenzene 86.28
    MIBK 111.64
    2-propoxyethanol 135.33
    tert-butanol 42.42
    MTBE 144.7
    2-butoxyethanol 67.21
    propionic acid 48.02
    o-xylene 110.51
    formic acid 21.84
    diethyl ether 146.69
    m-xylene 90.56
    p-xylene 127.74
    chlorobenzene 274.82
    dimethyl carbonate 199.69
    n-octane 5.44
    formamide 90.66
    cyclopentanone 674.94
    2-pentanone 181.31
    anisole 415.31
    cyclopentyl methyl ether 338.96
    gamma-butyrolactone 677.18
    1-methoxy-2-propanol 157.11
    pyridine 604.15
    3-pentanone 210.26
    furfural 791.06
    n-dodecane 5.8
    diethylene glycol 102.25
    diisopropyl ether 52.17
    tert-amyl alcohol 47.95
    acetylacetone 503.97
    n-hexadecane 7.33
    acetophenone 327.99
    methyl propionate 228.33
    isopentyl acetate 135.74
    trichloroethylene 1096.97
    n-nonanol 26.47
    cyclohexanol 68.01
    benzyl alcohol 151.27
    2-ethylhexanol 30.67
    isooctanol 18.12
    dipropyl ether 89.96
    1,2-dichlorobenzene 287.12
    ethyl lactate 72.27
    propylene carbonate 276.32
    n-methylformamide 174.47
    2-pentanol 25.13
    n-pentane 6.17
    1-propoxy-2-propanol 106.99
    1-methoxy-2-propyl acetate 274.81
    2-(2-methoxypropoxy) propanol 168.15
    mesitylene 55.15
    ε-caprolactone 361.53
    p-cymene 49.24
    epichlorohydrin 927.43
    1,1,1-trichloroethane 413.31
    2-aminoethanol 19.28
    morpholine-4-carbaldehyde 1174.07
    sulfolane 728.9
    2,2,4-trimethylpentane 6.94
    2-methyltetrahydrofuran 469.59
    n-hexyl acetate 104.63
    isooctane 4.24
    2-(2-butoxyethoxy)ethanol 167.92
    sec-butyl acetate 124.07
    tert-butyl acetate 202.23
    decalin 21.25
    glycerin 40.42
    diglyme 490.46
    acrylic acid 61.06
    isopropyl myristate 66.78
    n-butyric acid 66.6
    acetyl acetate 225.27
    di(2-ethylhexyl) phthalate 61.21
    ethyl propionate 160.08
    nitromethane 528.22
    1,2-diethoxyethane 295.75
    benzonitrile 239.98
    trioctyl phosphate 32.56
    1-bromopropane 139.49
    gamma-valerolactone 1197.08
    n-decanol 22.19
    triethyl phosphate 100.71
    4-methyl-2-pentanol 18.3
    propionitrile 88.18
    vinylene carbonate 301.39
    1,1,2-trichlorotrifluoroethane 552.32
    DMS 228.23
    cumene 48.98
    2-octanol 16.67
    2-hexanone 150.32
    octyl acetate 72.5
    limonene 77.65
    1,2-dimethoxyethane 590.62
    ethyl orthosilicate 91.81
    tributyl phosphate 53.01
    diacetone alcohol 154.06
    N,N-dimethylaniline 219.59
    acrylonitrile 153.55
    aniline 176.1
    1,3-propanediol 36.89
    bromobenzene 360.33
    dibromomethane 362.54
    1,1,2,2-tetrachloroethane 791.61
    2-methyl-cyclohexyl acetate 148.01
    tetrabutyl urea 91.02
    diisobutyl methanol 26.97
    2-phenylethanol 109.17
    styrene 134.65
    dioctyl adipate 119.84
    dimethyl sulfate 400.32
    ethyl butyrate 139.11
    methyl lactate 102.15
    butyl lactate 56.54
    diethyl carbonate 115.44
    propanediol butyl ether 57.49
    triethyl orthoformate 132.98
    p-tert-butyltoluene 50.03
    methyl 4-tert-butylbenzoate 157.56
    morpholine 733.67
    tert-butylamine 26.23
    n-dodecanol 19.64
    dimethoxymethane 518.29
    ethylene carbonate 220.17
    cyrene 270.39
    2-ethoxyethyl acetate 207.32
    2-ethylhexyl acetate 125.83
    1,2,4-trichlorobenzene 430.14
    4-methylpyridine 492.23
    dibutyl ether 85.52
    2,6-dimethyl-4-heptanol 26.97
    DEF 324.11
    dimethyl isosorbide 435.3
    tetrachloroethylene 343.13
    eugenol 158.93
    triacetin 234.13
    span 80 102.22
    1,4-butanediol 19.56
    1,1-dichloroethane 300.24
    2-methyl-1-pentanol 30.97
    methyl formate 191.7
    2-methyl-1-butanol 27.77
    n-decane 8.43
    butyronitrile 79.75
    3,7-dimethyl-1-octanol 33.07
    1-chlorooctane 34.84
    1-chlorotetradecane 21.33
    n-nonane 6.98
    undecane 6.73
    tert-butylcyclohexane 14.3
    cyclooctane 12.61
    cyclopentanol 84.91
    tetrahydropyran 448.56
    tert-amyl methyl ether 134.44
    2,5,8-trioxanonane 377.66
    1-hexene 27.34
    2-isopropoxyethanol 112.01
    2,2,2-trifluoroethanol 52.68
    methyl butyrate 195.04

    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