2-Tetrahydrofurfuryl 2-mercaptopropionate

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  • Identifiers

    CAS number
    99253-91-5

    Molecular formula
    C8H14O3S

    SMILES
    CC(C(=O)OCC1CCCO1)S

  • Odor profile

    Fragrance
    Sulfurous 77.88%
    Meaty 71.26%
    Roasted 60.6%
    Tropical 54.08%
    Savory 50.05%
    Onion 40.58%
    Fruity 38.21%
    Cooked 34.41%
    Nutty 29.78%
    Alliaceous 29.41%

     

    Flavor
    Fruity 38.94%
    Roasted 29.62%
    Cooked 24.57%
    Odorless 24.2%
    Fatty 23.7%
    Caramel 22.35%
    Sulfury 22.12%
    Bouillon 21.17%
    Taco 21.03%
    Sweet-like 21.01%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    6.05 (neutral)

    Molecular weight
    190.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    260°C

    Flash point

    • 103.34 ˚C est.

    Solubility expt.

    • Practically insoluble to insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 2-Tetrahydrofurfuryl 2-mercaptopropionate
    • FEMA No. 4535
    • UNII-XK1J81950O
    • XK1J81950O
    • 99253-91-5
    • Tetrahydrofuran-2-yl methyl 2-sulfanylpropanoate
    • (+-)-2-Tetrahydrofurfuryl 2-mercaptopropionate
    • Propanoic acid, 2-mercapto-, (tetrahydro-2-furanyl)methyl ester
    • 2-Tetrahydrofurfuryl 2-mercaptopropionate, (+-)-
    • TETRAHYDROFURFURYL 2-MERCAPTOPROPIONATE
    • (+/-)-2-TETRAHYDROFURFURYL 2-MERCAPTOPROPIONATE
    • 2-TETRAHYDROFURFURYL 2-MERCAPTOPROPIONATE, (+/-)-
    • SCHEMBL18430006
    • DTXSID00912816
    • oxolan-2-ylmethyl 2-sulfanylpropanoate
    • (Oxolan-2-yl)methyl 2-sulfanylpropanoate
    • Tetrahydrofuran-2-yl methyl 2-sulfanyl propanoate
    • Q27293874

  • Applications

    For 2-Tetrahydrofurfuryl 2-mercaptopropionate (CAS 99253-91-5), this thiol-containing mercaptopropionate ester is used primarily as a reactive intermediate and building block to introduce thiol functionality into polymers and specialty chemicals; it enables thiol-ene crosslinking and post-functionalization in polymer formulations and UV- or heat-cured coatings and adhesives; in epoxy- and polyurethane-based systems it can serve as a curing or co-curing agent via thiol-epoxy chemistry to improve network properties and adhesion; in pharmaceutical and agrochemical synthesis it is employed as an intermediate to access sulfur-containing motifs such as mercaptopropionate derivatives; and more broadly in industrial manufacturing it is used to prepare thioester linkers and other specialty chemicals for coatings, adhesives, and performance materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1053.56
    methanol 2151.67
    isopropanol 561.69
    water 90.82
    ethyl acetate 333.95
    n-propanol 470.83
    acetone 723.58
    n-butanol 399.63
    acetonitrile 601.64
    DMF 777.88
    toluene 93.02
    isobutanol 304.21
    1,4-dioxane 681.86
    methyl acetate 407.91
    THF 611.79
    2-butanone 338.48
    n-pentanol 289.76
    sec-butanol 299.97
    n-hexane 5.57
    ethylene glycol 437.19
    NMP 448.09
    cyclohexane 17.88
    DMSO 816.29
    n-butyl acetate 157.97
    n-octanol 96.77
    chloroform 1073.16
    n-propyl acetate 224.03
    acetic acid 2350.13
    dichloromethane 826.01
    cyclohexanone 400.9
    propylene glycol 288.61
    isopropyl acetate 201.22
    DMAc 685.48
    2-ethoxyethanol 755.53
    isopentanol 328.55
    n-heptane 5.1
    ethyl formate 401.23
    1,2-dichloroethane 363.18
    n-hexanol 151.09
    2-methoxyethanol 1143.5
    isobutyl acetate 140.28
    tetrachloromethane 92.04
    n-pentyl acetate 115.91
    transcutol 1336.84
    n-heptanol 91.54
    ethylbenzene 55.21
    MIBK 164.98
    2-propoxyethanol 403.16
    tert-butanol 513.74
    MTBE 232.99
    2-butoxyethanol 265.75
    propionic acid 502.97
    o-xylene 71.67
    formic acid 1750.27
    diethyl ether 202.03
    m-xylene 67.57
    p-xylene 95.73
    chlorobenzene 170.16
    dimethyl carbonate 129.31
    n-octane 3.77
    formamide 1707.58
    cyclopentanone 406.21
    2-pentanone 246.86
    anisole 190.91
    cyclopentyl methyl ether 194.0
    gamma-butyrolactone 548.0
    1-methoxy-2-propanol 523.71
    pyridine 478.15
    3-pentanone 146.66
    furfural 698.59
    n-dodecane 5.31
    diethylene glycol 507.86
    diisopropyl ether 50.63
    tert-amyl alcohol 307.59
    acetylacetone 366.69
    n-hexadecane 6.01
    acetophenone 231.24
    methyl propionate 206.68
    isopentyl acetate 150.02
    trichloroethylene 905.22
    n-nonanol 83.24
    cyclohexanol 260.57
    benzyl alcohol 256.58
    2-ethylhexanol 79.13
    isooctanol 74.46
    dipropyl ether 59.17
    1,2-dichlorobenzene 159.93
    ethyl lactate 136.3
    propylene carbonate 320.16
    n-methylformamide 631.58
    2-pentanol 194.99
    n-pentane 7.49
    1-propoxy-2-propanol 197.34
    1-methoxy-2-propyl acetate 174.19
    2-(2-methoxypropoxy) propanol 218.48
    mesitylene 43.0
    ε-caprolactone 383.43
    p-cymene 36.67
    epichlorohydrin 569.54
    1,1,1-trichloroethane 301.3
    2-aminoethanol 583.65
    morpholine-4-carbaldehyde 719.62
    sulfolane 453.45
    2,2,4-trimethylpentane 8.74
    2-methyltetrahydrofuran 359.7
    n-hexyl acetate 160.11
    isooctane 5.98
    2-(2-butoxyethoxy)ethanol 333.33
    sec-butyl acetate 133.04
    tert-butyl acetate 180.01
    decalin 11.23
    glycerin 448.82
    diglyme 635.2
    acrylic acid 574.16
    isopropyl myristate 57.4
    n-butyric acid 606.44
    acetyl acetate 299.56
    di(2-ethylhexyl) phthalate 81.65
    ethyl propionate 148.04
    nitromethane 1984.72
    1,2-diethoxyethane 227.33
    benzonitrile 258.59
    trioctyl phosphate 53.08
    1-bromopropane 127.99
    gamma-valerolactone 715.42
    n-decanol 60.2
    triethyl phosphate 68.63
    4-methyl-2-pentanol 117.46
    propionitrile 253.72
    vinylene carbonate 362.54
    1,1,2-trichlorotrifluoroethane 676.82
    DMS 151.05
    cumene 44.66
    2-octanol 61.27
    2-hexanone 192.94
    octyl acetate 76.64
    limonene 48.47
    1,2-dimethoxyethane 739.43
    ethyl orthosilicate 67.13
    tributyl phosphate 68.72
    diacetone alcohol 255.29
    N,N-dimethylaniline 132.48
    acrylonitrile 386.96
    aniline 214.39
    1,3-propanediol 737.03
    bromobenzene 139.84
    dibromomethane 412.66
    1,1,2,2-tetrachloroethane 615.53
    2-methyl-cyclohexyl acetate 106.36
    tetrabutyl urea 86.46
    diisobutyl methanol 50.06
    2-phenylethanol 158.55
    styrene 78.53
    dioctyl adipate 101.65
    dimethyl sulfate 195.1
    ethyl butyrate 113.31
    methyl lactate 171.7
    butyl lactate 118.75
    diethyl carbonate 91.2
    propanediol butyl ether 272.69
    triethyl orthoformate 90.6
    p-tert-butyltoluene 34.02
    methyl 4-tert-butylbenzoate 147.33
    morpholine 740.29
    tert-butylamine 226.99
    n-dodecanol 45.51
    dimethoxymethane 390.97
    ethylene carbonate 286.19
    cyrene 242.64
    2-ethoxyethyl acetate 203.81
    2-ethylhexyl acetate 107.45
    1,2,4-trichlorobenzene 226.49
    4-methylpyridine 403.57
    dibutyl ether 78.04
    2,6-dimethyl-4-heptanol 50.06
    DEF 309.23
    dimethyl isosorbide 266.78
    tetrachloroethylene 480.93
    eugenol 185.68
    triacetin 217.09
    span 80 181.83
    1,4-butanediol 329.18
    1,1-dichloroethane 383.81
    2-methyl-1-pentanol 238.94
    methyl formate 511.85
    2-methyl-1-butanol 256.36
    n-decane 7.88
    butyronitrile 287.26
    3,7-dimethyl-1-octanol 88.52
    1-chlorooctane 38.87
    1-chlorotetradecane 18.09
    n-nonane 6.4
    undecane 6.25
    tert-butylcyclohexane 9.92
    cyclooctane 5.82
    cyclopentanol 279.31
    tetrahydropyran 359.38
    tert-amyl methyl ether 146.38
    2,5,8-trioxanonane 385.02
    1-hexene 33.58
    2-isopropoxyethanol 397.09
    2,2,2-trifluoroethanol 685.45
    methyl butyrate 234.05

    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