Difurfuryl sulfide

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  • Identifiers

    CAS number
    13678-67-6

    Molecular formula
    C10H10O2S

    SMILES
    C1=COC(=C1)CSCC2=CC=CO2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Coffee 81.99%
    Sulfurous 80.52%
    Roasted 80.17%
    Meaty 71.63%
    Burnt 62.98%
    Savory 53.19%
    Nutty 51.51%
    Alliaceous 50.51%
    Earthy 48.66%
    Mushroom 46.21%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    194.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 31 - 32 °C

    Boiling point

    • 130.00 to 131.00 °C. @ 9.00 mm Hg

    Flash point est.
    111.48 ˚C

    Solubility expt.

    • Insoluble in water,soluble in organic solvents
    • Miscible at room temperature (in ethanol)

  • Synonyms

    • Difurfuryl sulfide
    • 13678-67-6
    • Difurfurylsulfide
    • Furfuryl sulfide
    • Bis(furan-2-ylmethyl)sulfane
    • Furan, 2,2'-[thiobis(methylene)]bis-
    • 2-(furan-2-ylmethylsulfanylmethyl)furan
    • 2-Furfuryl monosulfide
    • Bis(2-furfuryl) sulfide
    • FEMA No. 3238
    • 2,2-(Thiodimethylene)-difuran
    • 2,2'-(Thiodimethylene) difuran
    • 2,2'-(Thiobis(methylene))bisfuran
    • Furan, 2,2'-(thiodimethylene)di-
    • X6O686CPCO
    • bis-Furfuryl sulfide
    • 2-Difurfuryl sulfide
    • 2,2'-(Thiodimethylene)difuran
    • Furan, 2,2'-(thiobis(methylene))bis-
    • di-2-Furfuryl sulfide
    • EINECS 237-172-3
    • bis(2-Furylmethyl) sulfide
    • Bis(2-furanylmethyl) sulfide
    • DTXSID3065580
    • 2,2'-[thiobis(methylene)]bisfuran
    • 2-([(2-Furylmethyl)sulfanyl]methyl)furan
    • 2,2'-(THIODIMETHYLENE)DIFURAN [FHFI]
    • 2,2'-(Thiobis(methylene))bis-Furan
    • 2,2'-[Thiobis(methylene)]bis-Furan
    • Difurfuryl monosulfide
    • UNII-X6O686CPCO
    • MFCD00010081
    • Furfuryl sulfide, 98%
    • SCHEMBL140950
    • DTXCID7034381
    • FEMA 3238
    • 2,2'-(Thiodimethylene)di-Furan
    • Furfuryl sulfide, analytical standard
    • 2,2'-(Thiodimethylene)difuran, 9CI
    • AKOS005206909
    • CS-W010649
    • SB60943
    • 2,2'-(Thiodimethylene)difuran, >=98%
    • BS-14978
    • D3420
    • NS00021622
    • D70198
    • 2-{[(FURAN-2-YLMETHYL)SULFANYL]METHYL}FURAN
    • Q27293611
    • InChI=1/C10H10O2S/c1-3-9(11-5-1)7-13-8-10-4-2-6-12-10/h1-6H,7-8H

  • Applications

    2,2′-(Thiodimethylene)difuran (CAS 13678-67-6), featuring two furan rings bridged by a thioether, is utilized as a versatile building block in heteroaromatic synthesis, a functional monomer for sulfur-oxygen conducting polymers, a precursor of sulfur-rich metal–organic frameworks for Li-S batteries, a pharmacological ligand model for hydrophobic and disulfide-stabilized sites, and an intermediate for fragrance ingredients, dyes, UV stabilizers and fluorescent probes thanks to its strong electron-donating and antioxidative properties.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 80.27
    methanol 83.22
    isopropanol 56.1
    water 0.29
    ethyl acetate 155.49
    n-propanol 72.65
    acetone 409.69
    n-butanol 59.64
    acetonitrile 180.68
    DMF 495.36
    toluene 116.61
    isobutanol 63.09
    1,4-dioxane 454.13
    methyl acetate 220.15
    THF 625.45
    2-butanone 279.56
    n-pentanol 63.83
    sec-butanol 70.34
    n-hexane 11.1
    ethylene glycol 57.24
    NMP 543.47
    cyclohexane 29.06
    DMSO 1113.43
    n-butyl acetate 106.03
    n-octanol 47.54
    chloroform 635.71
    n-propyl acetate 116.78
    acetic acid 215.15
    dichloromethane 676.44
    cyclohexanone 379.03
    propylene glycol 74.73
    isopropyl acetate 94.14
    DMAc 557.79
    2-ethoxyethanol 204.25
    isopentanol 61.41
    n-heptane 13.43
    ethyl formate 90.78
    1,2-dichloroethane 409.98
    n-hexanol 58.45
    2-methoxyethanol 260.81
    isobutyl acetate 88.64
    tetrachloromethane 51.06
    n-pentyl acetate 74.57
    transcutol 1001.77
    n-heptanol 32.9
    ethylbenzene 52.7
    MIBK 107.37
    2-propoxyethanol 162.29
    tert-butanol 87.77
    MTBE 111.53
    2-butoxyethanol 92.8
    propionic acid 138.06
    o-xylene 73.27
    formic acid 74.31
    diethyl ether 139.33
    m-xylene 65.33
    p-xylene 65.88
    chlorobenzene 186.38
    dimethyl carbonate 129.8
    n-octane 5.4
    formamide 156.21
    cyclopentanone 527.6
    2-pentanone 166.87
    anisole 187.22
    cyclopentyl methyl ether 244.36
    gamma-butyrolactone 519.57
    1-methoxy-2-propanol 197.47
    pyridine 382.95
    3-pentanone 187.71
    furfural 470.14
    n-dodecane 6.69
    diethylene glycol 177.2
    diisopropyl ether 45.95
    tert-amyl alcohol 87.05
    acetylacetone 278.18
    n-hexadecane 7.93
    acetophenone 179.94
    methyl propionate 175.08
    isopentyl acetate 102.52
    trichloroethylene 771.8
    n-nonanol 46.53
    cyclohexanol 119.02
    benzyl alcohol 131.67
    2-ethylhexanol 52.38
    isooctanol 33.23
    dipropyl ether 98.11
    1,2-dichlorobenzene 174.97
    ethyl lactate 84.82
    propylene carbonate 224.01
    n-methylformamide 175.98
    2-pentanol 49.49
    n-pentane 8.85
    1-propoxy-2-propanol 123.04
    1-methoxy-2-propyl acetate 158.18
    2-(2-methoxypropoxy) propanol 176.03
    mesitylene 40.4
    ε-caprolactone 264.67
    p-cymene 41.61
    epichlorohydrin 582.28
    1,1,1-trichloroethane 259.95
    2-aminoethanol 83.58
    morpholine-4-carbaldehyde 549.61
    sulfolane 724.98
    2,2,4-trimethylpentane 10.42
    2-methyltetrahydrofuran 319.53
    n-hexyl acetate 115.57
    isooctane 6.25
    2-(2-butoxyethoxy)ethanol 235.57
    sec-butyl acetate 84.03
    tert-butyl acetate 115.35
    decalin 19.0
    glycerin 148.54
    diglyme 446.93
    acrylic acid 175.24
    isopropyl myristate 55.71
    n-butyric acid 122.8
    acetyl acetate 129.26
    di(2-ethylhexyl) phthalate 63.52
    ethyl propionate 108.9
    nitromethane 476.21
    1,2-diethoxyethane 220.88
    benzonitrile 151.34
    trioctyl phosphate 37.87
    1-bromopropane 151.18
    gamma-valerolactone 610.19
    n-decanol 36.14
    triethyl phosphate 71.21
    4-methyl-2-pentanol 36.86
    propionitrile 111.07
    vinylene carbonate 222.37
    1,1,2-trichlorotrifluoroethane 438.33
    DMS 155.12
    cumene 40.48
    2-octanol 27.19
    2-hexanone 129.78
    octyl acetate 65.86
    limonene 64.9
    1,2-dimethoxyethane 346.95
    ethyl orthosilicate 66.0
    tributyl phosphate 54.4
    diacetone alcohol 136.64
    N,N-dimethylaniline 123.8
    acrylonitrile 169.5
    aniline 159.87
    1,3-propanediol 88.69
    bromobenzene 194.43
    dibromomethane 359.71
    1,1,2,2-tetrachloroethane 568.05
    2-methyl-cyclohexyl acetate 104.32
    tetrabutyl urea 79.56
    diisobutyl methanol 37.58
    2-phenylethanol 93.69
    styrene 80.96
    dioctyl adipate 103.23
    dimethyl sulfate 276.32
    ethyl butyrate 99.01
    methyl lactate 123.98
    butyl lactate 76.96
    diethyl carbonate 80.46
    propanediol butyl ether 133.38
    triethyl orthoformate 89.35
    p-tert-butyltoluene 38.8
    methyl 4-tert-butylbenzoate 131.84
    morpholine 423.39
    tert-butylamine 58.55
    n-dodecanol 29.48
    dimethoxymethane 276.48
    ethylene carbonate 168.61
    cyrene 203.41
    2-ethoxyethyl acetate 150.26
    2-ethylhexyl acetate 87.16
    1,2,4-trichlorobenzene 237.71
    4-methylpyridine 269.18
    dibutyl ether 96.76
    2,6-dimethyl-4-heptanol 37.58
    DEF 216.97
    dimethyl isosorbide 269.1
    tetrachloroethylene 319.73
    eugenol 124.28
    triacetin 193.12
    span 80 136.15
    1,4-butanediol 59.18
    1,1-dichloroethane 284.27
    2-methyl-1-pentanol 66.83
    methyl formate 156.49
    2-methyl-1-butanol 66.07
    n-decane 10.52
    butyronitrile 88.47
    3,7-dimethyl-1-octanol 56.12
    1-chlorooctane 47.92
    1-chlorotetradecane 21.94
    n-nonane 9.53
    undecane 8.05
    tert-butylcyclohexane 15.01
    cyclooctane 10.13
    cyclopentanol 137.25
    tetrahydropyran 317.1
    tert-amyl methyl ether 105.66
    2,5,8-trioxanonane 322.25
    1-hexene 42.99
    2-isopropoxyethanol 147.34
    2,2,2-trifluoroethanol 107.66
    methyl butyrate 135.55

    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