Furfuryl mercaptan formate

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  • Identifiers

    CAS number
    59020-90-5

    Molecular formula
    C6H6O2S

    SMILES
    C1=COC(=C1)CSC=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 81.33%
    Coffee 66.15%
    Roasted 61.97%
    Onion 58.66%
    Garlic 57.81%
    Meaty 57.62%
    Alliaceous 53.75%
    Savory 51.41%
    Nutty 49.94%
    Burnt 42.95%

     

    Flavor
    Sulfury 61.69%
    Coffee 58.05%
    Roasted 57.7%
    Onion 53.46%
    Sulfur 47.32%
    Roast 47.31%
    Meaty 46.93%
    Garlic 43.18%
    Sulfurous 43.08%
    Nutty 42.47%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    5.73 (weak acid)

    Molecular weight
    142.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 66.00 °C. @ 15.00 mm Hg

    Flash point

    • 79.69 ˚C est.

    Solubility expt.

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

  • Synonyms

    • Furfuryl thioformate
    • 59020-90-5
    • 2-Furanmethanethiol formate
    • S-Furfuryl Thioformate
    • Furfurylthiol formate
    • Furfuryl mercaptan formate
    • S-(furan-2-ylmethyl) methanethioate
    • S-(2-Furanylmethyl) methanethioate
    • S-(2-Furylmethyl) methanethioate
    • Methanethioic acid, S-(2-furanylmethyl) ester
    • FEMA No. 3158
    • 3-(2-Furanylmethyl) methanethioate
    • JK1M930RJC
    • Methanethioic acid, 3-(2-furanylmethyl) ester
    • EINECS 261-563-8
    • DTXSID8069301
    • [(furan-2-ylmethyl)sulfanyl]carbaldehyde
    • 2-FURANMETHANETHIOL FORMATE [FHFI]
    • ((furan-2-ylmethyl)sulfanyl)carbaldehyde
    • UNII-JK1M930RJC
    • 2-(Formylthiomethyl)furan
    • SCHEMBL3505825
    • DTXCID1042524
    • FEMA 3158
    • Thioformic Acid S-Furfuryl Ester
    • CHEBI:173596
    • GFAOAYJTEVHTLA-UHFFFAOYSA-N
    • S-(uran-2-ylmethyl) methanethioate
    • AKOS015965011
    • AS-87508
    • 2-Furanmethanethiol formate, >=97%, FG
    • F0688
    • NS00022443
    • G78069
    • Q27281539
    • InChI=1/C6H6O2S/c7-5-9-4-6-2-1-3-8-6/h1-3,5H,4H
    • 261-563-8

  • Applications

    2-Furanmethanethiol formate (CAS 59020-90-5) is an ester derivative of a sulfur-containing heteroaromatic thiol that finds broad use in the flavor and fragrance industry as a key aroma contributor imparting roasted, smoky and coffee-like nuances to instant coffee, chocolate confections, roasted nuts, snack foods, soups, sauces, seasonings and processed meats, while also acting as a flavor modulator that enriches complexity, masks off-notes and stabilizes the final aroma profile; in addition, it is employed as an analytical reference standard in GC-MS quantification of volatile thiols in food-aroma research, as an intermediate in cosmetic and fine-fragrance synthesis where subtle smoky notes are desired, and as a model substrate for studying sulfur-involved Maillard reaction mechanisms in sensory science.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 388.34
    methanol 569.09
    isopropanol 227.3
    water 15.27
    ethyl acetate 384.7
    n-propanol 250.12
    acetone 828.12
    n-butanol 203.4
    acetonitrile 688.49
    DMF 1006.83
    toluene 115.92
    isobutanol 185.76
    1,4-dioxane 698.78
    methyl acetate 601.35
    THF 778.01
    2-butanone 568.18
    n-pentanol 156.8
    sec-butanol 204.17
    n-hexane 10.29
    ethylene glycol 221.88
    NMP 908.05
    cyclohexane 25.32
    DMSO 1398.36
    n-butyl acetate 183.96
    n-octanol 98.4
    chloroform 591.32
    n-propyl acetate 260.69
    acetic acid 487.15
    dichloromethane 878.08
    cyclohexanone 540.27
    propylene glycol 148.51
    isopropyl acetate 184.65
    DMAc 935.76
    2-ethoxyethanol 429.97
    isopentanol 182.86
    n-heptane 17.96
    ethyl formate 281.29
    1,2-dichloroethane 557.68
    n-hexanol 125.32
    2-methoxyethanol 646.77
    isobutyl acetate 157.15
    tetrachloromethane 79.53
    n-pentyl acetate 123.16
    transcutol 1211.17
    n-heptanol 73.42
    ethylbenzene 77.67
    MIBK 191.58
    2-propoxyethanol 307.84
    tert-butanol 269.1
    MTBE 229.32
    2-butoxyethanol 181.53
    propionic acid 304.32
    o-xylene 109.49
    formic acid 280.56
    diethyl ether 252.41
    m-xylene 93.99
    p-xylene 109.92
    chlorobenzene 207.34
    dimethyl carbonate 224.56
    n-octane 8.56
    formamide 541.22
    cyclopentanone 771.62
    2-pentanone 341.23
    anisole 282.3
    cyclopentyl methyl ether 302.42
    gamma-butyrolactone 795.49
    1-methoxy-2-propanol 379.44
    pyridine 509.65
    3-pentanone 294.35
    furfural 699.51
    n-dodecane 11.53
    diethylene glycol 378.66
    diisopropyl ether 72.83
    tert-amyl alcohol 245.12
    acetylacetone 441.61
    n-hexadecane 12.99
    acetophenone 281.31
    methyl propionate 351.96
    isopentyl acetate 173.0
    trichloroethylene 951.96
    n-nonanol 84.19
    cyclohexanol 212.94
    benzyl alcohol 217.59
    2-ethylhexanol 95.9
    isooctanol 69.82
    dipropyl ether 124.39
    1,2-dichlorobenzene 210.58
    ethyl lactate 140.19
    propylene carbonate 345.48
    n-methylformamide 528.57
    2-pentanol 137.83
    n-pentane 11.69
    1-propoxy-2-propanol 203.52
    1-methoxy-2-propyl acetate 210.29
    2-(2-methoxypropoxy) propanol 231.7
    mesitylene 65.26
    ε-caprolactone 412.4
    p-cymene 65.92
    epichlorohydrin 860.57
    1,1,1-trichloroethane 382.08
    2-aminoethanol 271.28
    morpholine-4-carbaldehyde 839.43
    sulfolane 912.13
    2,2,4-trimethylpentane 15.08
    2-methyltetrahydrofuran 498.4
    n-hexyl acetate 179.72
    isooctane 10.72
    2-(2-butoxyethoxy)ethanol 298.14
    sec-butyl acetate 166.64
    tert-butyl acetate 204.54
    decalin 22.68
    glycerin 272.95
    diglyme 613.67
    acrylic acid 328.87
    isopropyl myristate 81.59
    n-butyric acid 284.17
    acetyl acetate 254.03
    di(2-ethylhexyl) phthalate 83.55
    ethyl propionate 214.27
    nitromethane 1248.57
    1,2-diethoxyethane 294.7
    benzonitrile 260.13
    trioctyl phosphate 60.47
    1-bromopropane 200.98
    gamma-valerolactone 798.3
    n-decanol 66.83
    triethyl phosphate 98.5
    4-methyl-2-pentanol 88.4
    propionitrile 335.91
    vinylene carbonate 333.85
    1,1,2-trichlorotrifluoroethane 507.22
    DMS 235.42
    cumene 63.33
    2-octanol 61.21
    2-hexanone 244.83
    octyl acetate 99.45
    limonene 94.86
    1,2-dimethoxyethane 627.71
    ethyl orthosilicate 91.57
    tributyl phosphate 77.18
    diacetone alcohol 263.42
    N,N-dimethylaniline 186.8
    acrylonitrile 490.35
    aniline 210.44
    1,3-propanediol 314.64
    bromobenzene 199.69
    dibromomethane 408.52
    1,1,2,2-tetrachloroethane 594.98
    2-methyl-cyclohexyl acetate 141.94
    tetrabutyl urea 113.7
    diisobutyl methanol 70.84
    2-phenylethanol 159.4
    styrene 108.4
    dioctyl adipate 128.78
    dimethyl sulfate 400.98
    ethyl butyrate 161.25
    methyl lactate 202.16
    butyl lactate 111.2
    diethyl carbonate 127.25
    propanediol butyl ether 213.97
    triethyl orthoformate 117.42
    p-tert-butyltoluene 58.95
    methyl 4-tert-butylbenzoate 190.23
    morpholine 711.58
    tert-butylamine 155.12
    n-dodecanol 54.04
    dimethoxymethane 472.07
    ethylene carbonate 271.03
    cyrene 277.06
    2-ethoxyethyl acetate 217.31
    2-ethylhexyl acetate 136.53
    1,2,4-trichlorobenzene 270.4
    4-methylpyridine 399.85
    dibutyl ether 118.86
    2,6-dimethyl-4-heptanol 70.84
    DEF 464.25
    dimethyl isosorbide 350.99
    tetrachloroethylene 389.58
    eugenol 192.29
    triacetin 256.79
    span 80 166.54
    1,4-butanediol 165.25
    1,1-dichloroethane 445.35
    2-methyl-1-pentanol 156.51
    methyl formate 448.9
    2-methyl-1-butanol 182.52
    n-decane 15.97
    butyronitrile 252.92
    3,7-dimethyl-1-octanol 100.92
    1-chlorooctane 65.81
    1-chlorotetradecane 31.93
    n-nonane 14.63
    undecane 13.26
    tert-butylcyclohexane 21.5
    cyclooctane 10.86
    cyclopentanol 259.4
    tetrahydropyran 444.46
    tert-amyl methyl ether 185.97
    2,5,8-trioxanonane 433.4
    1-hexene 53.21
    2-isopropoxyethanol 287.65
    2,2,2-trifluoroethanol 227.82
    methyl butyrate 291.66

    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