Ethyl 3-mercaptopropionate

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  • Identifiers

    CAS number
    5466-06-8

    Molecular formula
    C5H10O2S

    SMILES
    CCOC(=O)CCS

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 85.49%
    Sulfurous 76.51%
    Tropical 63.65%
    Meaty 46.55%
    Grape 42.06%
    Cheesy 41.17%
    Sweet 39.91%
    Onion 38.85%
    Pineapple 36.87%
    Fresh 35.51%

     

    Flavor
    Fruity 72.65%
    Pineapple 51.52%
    Sweet 44.65%
    Tropical 39.31%
    Fruit 35.77%
    Sulfury 34.06%
    Cheese 33.88%
    Fatty 33.28%
    Ripe 31.71%
    Grape 29.97%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.42 (neutral)

    Molecular weight
    134.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 75.00 to 76.00 °C. @ 10.00 mm Hg

    Flash point

    • 61.79 ˚C est.

  • Synonyms

    • ETHYL 3-MERCAPTOPROPIONATE
    • 5466-06-8
    • Ethyl 3-mercaptopropanoate
    • Ethyl 3-sulfanylpropanoate
    • 3-Mercaptopropionic Acid Ethyl Ester
    • 3-Mercaptopropanoic acid ethyl ester
    • Propanoic acid, 3-mercapto-, ethyl ester
    • Ethyl .beta.-mercaptopropionate
    • Propionic acid, 3-mercapto-, ethyl ester
    • Ethyl beta-mercaptopropionate
    • Ethyl 3-mercaptopropanoic acid
    • FEMA No. 3677
    • 22GQZ8P70D
    • Ethyl 3-thiopropionate
    • MFCD00004896
    • NSC-25754
    • DTXSID7063922
    • EINECS 226-771-5
    • NSC 25754
    • ETHYL 3-MERCAPTOPROPIONATE [FHFI]
    • .BETA.-MERCAPTOPROPIONIC ACID ETHYL ESTER
    • Ethyl 3thiopropionate
    • tiagabine, (S)-isomer
    • ethyl 3mercaptopropanoate
    • Ethyl3-mercaptopropionate
    • ethyl 3-sulanylpropanoate
    • ethyl 3-sulfanylpropionate
    • Ethyl betamercaptopropionate
    • UNII-22GQZ8P70D
    • Ethyl 3-sulfanylpropanoate #
    • SCHEMBL279949
    • CHEMBL3234723
    • DTXCID0041771
    • CJQWLNNCQIHKHP-UHFFFAOYSA-
    • FEMA 3677
    • ETHYL-3-MERCAPTOPROPIONATE
    • CHEBI:173554
    • 3Mercaptopropanoic acid ethyl ester
    • NSC25754
    • Ethyl 3-mercaptopropionate, >=99%
    • 3-mercapto-propionic acid ethyl ester
    • AKOS009157041
    • FE62969
    • Propanoic acid, 3mercapto, ethyl ester
    • Propionic acid, 3mercapto, ethyl ester
    • AS-58767
    • SY051631
    • DB-003648
    • M1038
    • NS00043534
    • BETA-MERCAPTOPROPIONIC ACID ETHYL ESTER
    • D87716
    • EN300-333122
    • Q27253650
    • F0001-1439
    • InChI=1/C5H10O2S/c1-2-7-5(6)3-4-8/h8H,2-4H2,1H3
    • 226-771-5

  • Applications

    Ethyl 3-mercaptopropionate is primarily used as a reactive intermediate in organic synthesis, enabling the introduction of thiol functionality to access thioethers, disulfides, and thioester derivatives with applications across fine chemicals, pharmaceuticals, and agrochemicals. In polymer and coating technologies, it serves as a monofunctional thiol for thiol-ene click reactions, enabling network formation and surface functionalization in UV-curable coatings, adhesives, and specialty polymers. In fragrance applications, Ethyl 3-mercaptopropionate can serve as a fragrance intermediate or odorant precursor, leveraging the thiol moiety for distinctive notes. In cosmetics and personal care, it is used as a reactive building block for fragrance components and to functionalize cosmetic formulations. It may also be employed in industrial manufacturing and specialty chemistries that leverage thiol-ester intermediates, subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 683.61
    methanol 1250.21
    isopropanol 457.08
    water 25.14
    ethyl acetate 311.12
    n-propanol 424.37
    acetone 755.53
    n-butanol 356.18
    acetonitrile 884.88
    DMF 1193.75
    toluene 167.1
    isobutanol 276.22
    1,4-dioxane 716.32
    methyl acetate 441.46
    THF 693.06
    2-butanone 421.88
    n-pentanol 307.51
    sec-butanol 341.71
    n-hexane 64.38
    ethylene glycol 254.27
    NMP 967.62
    cyclohexane 108.16
    DMSO 1250.05
    n-butyl acetate 205.69
    n-octanol 209.82
    chloroform 1179.38
    n-propyl acetate 250.1
    acetic acid 1167.49
    dichloromethane 1313.92
    cyclohexanone 587.44
    propylene glycol 204.83
    isopropyl acetate 174.32
    DMAc 873.43
    2-ethoxyethanol 484.48
    isopentanol 238.26
    n-heptane 45.19
    ethyl formate 339.94
    1,2-dichloroethane 607.32
    n-hexanol 222.78
    2-methoxyethanol 738.26
    isobutyl acetate 140.61
    tetrachloromethane 168.77
    n-pentyl acetate 194.85
    transcutol 1001.16
    n-heptanol 135.41
    ethylbenzene 127.09
    MIBK 161.41
    2-propoxyethanol 373.23
    tert-butanol 391.72
    MTBE 242.58
    2-butoxyethanol 249.64
    propionic acid 477.03
    o-xylene 139.87
    formic acid 477.2
    diethyl ether 291.15
    m-xylene 117.44
    p-xylene 198.33
    chlorobenzene 336.77
    dimethyl carbonate 139.84
    n-octane 26.22
    formamide 575.25
    cyclopentanone 651.34
    2-pentanone 301.17
    anisole 278.54
    cyclopentyl methyl ether 246.94
    gamma-butyrolactone 740.09
    1-methoxy-2-propanol 456.98
    pyridine 673.73
    3-pentanone 244.12
    furfural 834.88
    n-dodecane 28.24
    diethylene glycol 367.06
    diisopropyl ether 76.61
    tert-amyl alcohol 303.41
    acetylacetone 382.91
    n-hexadecane 30.79
    acetophenone 304.68
    methyl propionate 264.73
    isopentyl acetate 163.82
    trichloroethylene 1124.82
    n-nonanol 171.76
    cyclohexanol 320.64
    benzyl alcohol 299.31
    2-ethylhexanol 140.18
    isooctanol 110.87
    dipropyl ether 150.2
    1,2-dichlorobenzene 330.0
    ethyl lactate 148.22
    propylene carbonate 371.5
    n-methylformamide 653.26
    2-pentanol 204.58
    n-pentane 61.97
    1-propoxy-2-propanol 236.57
    1-methoxy-2-propyl acetate 173.92
    2-(2-methoxypropoxy) propanol 269.4
    mesitylene 82.87
    ε-caprolactone 468.65
    p-cymene 83.2
    epichlorohydrin 689.15
    1,1,1-trichloroethane 480.26
    2-aminoethanol 344.36
    morpholine-4-carbaldehyde 832.33
    sulfolane 841.09
    2,2,4-trimethylpentane 30.27
    2-methyltetrahydrofuran 438.49
    n-hexyl acetate 306.25
    isooctane 20.19
    2-(2-butoxyethoxy)ethanol 371.03
    sec-butyl acetate 139.73
    tert-butyl acetate 168.58
    decalin 48.26
    glycerin 316.46
    diglyme 661.2
    acrylic acid 527.62
    isopropyl myristate 122.17
    n-butyric acid 459.04
    acetyl acetate 256.19
    di(2-ethylhexyl) phthalate 133.67
    ethyl propionate 206.64
    nitromethane 1412.06
    1,2-diethoxyethane 302.3
    benzonitrile 462.3
    trioctyl phosphate 99.24
    1-bromopropane 329.56
    gamma-valerolactone 820.44
    n-decanol 125.3
    triethyl phosphate 107.68
    4-methyl-2-pentanol 109.38
    propionitrile 448.91
    vinylene carbonate 444.39
    1,1,2-trichlorotrifluoroethane 564.55
    DMS 215.19
    cumene 98.62
    2-octanol 120.02
    2-hexanone 266.62
    octyl acetate 156.18
    limonene 119.25
    1,2-dimethoxyethane 766.2
    ethyl orthosilicate 101.33
    tributyl phosphate 120.34
    diacetone alcohol 217.28
    N,N-dimethylaniline 213.35
    acrylonitrile 646.64
    aniline 252.05
    1,3-propanediol 406.73
    bromobenzene 326.51
    dibromomethane 760.93
    1,1,2,2-tetrachloroethane 766.17
    2-methyl-cyclohexyl acetate 165.52
    tetrabutyl urea 175.75
    diisobutyl methanol 81.61
    2-phenylethanol 206.11
    styrene 185.06
    dioctyl adipate 186.74
    dimethyl sulfate 257.43
    ethyl butyrate 189.7
    methyl lactate 189.77
    butyl lactate 164.37
    diethyl carbonate 149.9
    propanediol butyl ether 286.42
    triethyl orthoformate 131.21
    p-tert-butyltoluene 75.25
    methyl 4-tert-butylbenzoate 230.26
    morpholine 685.39
    tert-butylamine 256.29
    n-dodecanol 98.59
    dimethoxymethane 435.94
    ethylene carbonate 309.56
    cyrene 264.32
    2-ethoxyethyl acetate 244.94
    2-ethylhexyl acetate 131.31
    1,2,4-trichlorobenzene 379.37
    4-methylpyridine 586.98
    dibutyl ether 200.45
    2,6-dimethyl-4-heptanol 81.61
    DEF 438.2
    dimethyl isosorbide 363.53
    tetrachloroethylene 533.05
    eugenol 266.89
    triacetin 294.04
    span 80 262.16
    1,4-butanediol 240.24
    1,1-dichloroethane 589.04
    2-methyl-1-pentanol 235.4
    methyl formate 481.08
    2-methyl-1-butanol 241.06
    n-decane 41.33
    butyronitrile 420.19
    3,7-dimethyl-1-octanol 163.28
    1-chlorooctane 139.08
    1-chlorotetradecane 59.83
    n-nonane 41.4
    undecane 32.99
    tert-butylcyclohexane 43.42
    cyclooctane 29.83
    cyclopentanol 376.72
    tetrahydropyran 510.72
    tert-amyl methyl ether 180.49
    2,5,8-trioxanonane 475.47
    1-hexene 193.35
    2-isopropoxyethanol 286.0
    2,2,2-trifluoroethanol 331.3
    methyl butyrate 298.13

    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