3-Mercapto-2-methylpropionic acid

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  • Identifiers

    CAS number
    26473-47-2

    Molecular formula
    C4H8O2S

    SMILES
    CC(CS)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 88.08%
    Cheesy 67.68%
    Meaty 65.4%
    Tropical 55.77%
    Roasted 48.71%
    Savory 46.78%
    Onion 39.88%
    Vegetable 39.76%
    Ripe 38.33%
    Fruity 34.8%

     

    Flavor
    Odorless 52.58%
    Sour 33.29%
    Acidic 32.79%
    Cheese 31.86%
    Sulfury 27.41%
    Sulfurous 27.36%
    Pungent 24.57%
    Rancid 22.44%
    Soy 22.09%
    Yeast 21.81%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    8.13 (weak base)

    Molecular weight
    120.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    225°C

    Flash point

    • 102.88 ˚C est.

  • Synonyms

    • 26473-47-2
    • 3-Mercaptoisobutyric acid
    • 3-mercapto-2-methylpropanoic acid
    • 3-Mercapto-2-methylpropionic acid
    • Propanoic acid, 3-mercapto-2-methyl-
    • 2-methyl-3-sulfanylpropanoic acid
    • Captopril EP Impurity C
    • MFCD00671555
    • V3E4016VAS
    • EINECS 247-726-6
    • DTXSID60865293
    • CAPTOPRIL IMPURITY C [EP IMPURITY]
    • ISOBUTYRIC ACID, .BETA.-MERCAPTO-
    • (2RS)-2-Methyl-3-sulfanyl-propanoic Acid
    • PROPIONIC ACID, 3-MERCAPTO-2-METHYL-
    • (+/-)-3-MERCAPTO-2-METHYLPROPIONIC ACID
    • (2RS)-2-METHYL-3-SULFANYLPROPANOIC ACID
    • CAPTOPRIL IMPURITY C (EP IMPURITY)
    • UNII-V3E4016VAS
    • Captopril impurity C
    • Mercaptoisobutyricacid; 98%
    • SCHEMBL161586
    • 3-Mercapto-2-methylpropansaure
    • CHEMBL3100057
    • 3-mercapto-2-methylpropanoicacid
    • MHRDCHHESNJQIS-UHFFFAOYSA-
    • DTXCID10199671
    • 2-methyl-3-sulfanyl-propanoic acid
    • AKOS009159080
    • ISOBUTYRIC ACID, BETA-MERCAPTO-
    • DA-71915
    • SY052746
    • HY-137769
    • CS-0141858
    • M1200
    • NS00021963
    • EN300-91800
    • 2-Methyl-3-sulfanylpropanoic acid, AldrichCPR
    • D91461
    • Q27291489
    • Z808230868
    • InChI=1/C4H8O2S/c1-3(2-7)4(5)6/h3,7H,2H2,1H3,(H,5,6)
    • 247-726-6

  • Applications

    3-Mercapto-2-methylpropionic acid (CAS 26473-47-2) is a bifunctional organosulfur compound bearing a thiol and a carboxylic acid, enabling multiple practical applications in industry. In polymers and coatings, it is used as a thiol-ene crosslinker and a chain-transfer agent to tailor cure behavior and network properties in radical polymerization and UV-curable systems. It also serves as an intermediate for the synthesis of sulfur-containing polymers, thioesters, and other specialty chemicals used in coatings, adhesives, and plastics. In metal processing and catalysis, its thiol group can coordinate to metal centers, making it a potential ligand for metal complexes or a corrosion-inhibiting additive in certain formulations. As a chemical building block, it is evaluated for further functionalization to obtain pharmaceutical or agrochemical products, subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 75.68
    methanol 160.37
    isopropanol 37.83
    water 66.14
    ethyl acetate 7.59
    n-propanol 32.55
    acetone 71.55
    n-butanol 25.22
    acetonitrile 6.47
    DMF 124.94
    toluene 1.39
    isobutanol 19.99
    1,4-dioxane 35.72
    methyl acetate 10.27
    THF 69.97
    2-butanone 16.13
    n-pentanol 26.81
    sec-butanol 18.65
    n-hexane 1.56
    ethylene glycol 75.1
    NMP 127.54
    cyclohexane 1.02
    DMSO 181.49
    n-butyl acetate 11.95
    n-octanol 20.15
    chloroform 4.82
    n-propyl acetate 10.82
    acetic acid 127.15
    dichloromethane 5.07
    cyclohexanone 35.12
    propylene glycol 42.7
    isopropyl acetate 10.4
    DMAc 74.62
    2-ethoxyethanol 75.68
    isopentanol 26.93
    n-heptane 1.43
    ethyl formate 15.84
    1,2-dichloroethane 5.34
    n-hexanol 26.01
    2-methoxyethanol 118.03
    isobutyl acetate 8.59
    tetrachloromethane 2.99
    n-pentyl acetate 18.49
    transcutol 191.9
    n-heptanol 24.3
    ethylbenzene 2.18
    MIBK 23.58
    2-propoxyethanol 57.09
    tert-butanol 55.8
    MTBE 13.49
    2-butoxyethanol 52.69
    propionic acid 36.82
    o-xylene 3.46
    formic acid 161.82
    diethyl ether 7.17
    m-xylene 3.83
    p-xylene 3.68
    chlorobenzene 3.03
    dimethyl carbonate 7.07
    n-octane 1.01
    formamide 145.1
    cyclopentanone 58.31
    2-pentanone 20.23
    anisole 9.32
    cyclopentyl methyl ether 18.1
    gamma-butyrolactone 61.37
    1-methoxy-2-propanol 66.03
    pyridine 9.87
    3-pentanone 8.3
    furfural 64.8
    n-dodecane 1.01
    diethylene glycol 82.75
    diisopropyl ether 5.12
    tert-amyl alcohol 33.66
    acetylacetone 42.71
    n-hexadecane 1.08
    acetophenone 17.42
    methyl propionate 8.13
    isopentyl acetate 14.51
    trichloroethylene 10.43
    n-nonanol 18.75
    cyclohexanol 17.71
    benzyl alcohol 17.27
    2-ethylhexanol 14.9
    isooctanol 21.03
    dipropyl ether 7.36
    1,2-dichlorobenzene 5.19
    ethyl lactate 13.73
    propylene carbonate 26.96
    n-methylformamide 57.61
    2-pentanol 15.32
    n-pentane 1.17
    1-propoxy-2-propanol 36.36
    1-methoxy-2-propyl acetate 22.48
    2-(2-methoxypropoxy) propanol 56.54
    mesitylene 4.66
    ε-caprolactone 31.56
    p-cymene 4.45
    epichlorohydrin 32.61
    1,1,1-trichloroethane 4.48
    2-aminoethanol 81.31
    morpholine-4-carbaldehyde 98.66
    sulfolane 113.2
    2,2,4-trimethylpentane 1.26
    2-methyltetrahydrofuran 27.57
    n-hexyl acetate 25.04
    isooctane 1.49
    2-(2-butoxyethoxy)ethanol 79.86
    sec-butyl acetate 8.05
    tert-butyl acetate 22.65
    decalin 1.28
    glycerin 90.54
    diglyme 108.2
    acrylic acid 45.33
    isopropyl myristate 12.27
    n-butyric acid 34.75
    acetyl acetate 11.6
    di(2-ethylhexyl) phthalate 19.47
    ethyl propionate 7.18
    nitromethane 84.9
    1,2-diethoxyethane 24.94
    benzonitrile 8.8
    trioctyl phosphate 15.18
    1-bromopropane 2.04
    gamma-valerolactone 82.75
    n-decanol 14.49
    triethyl phosphate 8.6
    4-methyl-2-pentanol 17.25
    propionitrile 3.91
    vinylene carbonate 21.72
    1,1,2-trichlorotrifluoroethane 50.17
    DMS 15.84
    cumene 3.72
    2-octanol 15.03
    2-hexanone 18.95
    octyl acetate 16.3
    limonene 6.4
    1,2-dimethoxyethane 66.16
    ethyl orthosilicate 8.43
    tributyl phosphate 15.2
    diacetone alcohol 58.05
    N,N-dimethylaniline 12.91
    acrylonitrile 7.06
    aniline 6.8
    1,3-propanediol 84.7
    bromobenzene 1.84
    dibromomethane 3.37
    1,1,2,2-tetrachloroethane 9.7
    2-methyl-cyclohexyl acetate 17.46
    tetrabutyl urea 23.59
    diisobutyl methanol 11.56
    2-phenylethanol 19.83
    styrene 2.04
    dioctyl adipate 21.35
    dimethyl sulfate 22.08
    ethyl butyrate 9.52
    methyl lactate 19.94
    butyl lactate 25.71
    diethyl carbonate 5.95
    propanediol butyl ether 60.7
    triethyl orthoformate 8.8
    p-tert-butyltoluene 4.77
    methyl 4-tert-butylbenzoate 37.57
    morpholine 38.65
    tert-butylamine 22.65
    n-dodecanol 11.01
    dimethoxymethane 39.68
    ethylene carbonate 15.58
    cyrene 54.36
    2-ethoxyethyl acetate 28.63
    2-ethylhexyl acetate 10.13
    1,2,4-trichlorobenzene 7.55
    4-methylpyridine 9.44
    dibutyl ether 9.43
    2,6-dimethyl-4-heptanol 11.56
    DEF 25.06
    dimethyl isosorbide 70.2
    tetrachloroethylene 11.42
    eugenol 42.24
    triacetin 33.07
    span 80 51.5
    1,4-butanediol 43.71
    1,1-dichloroethane 2.86
    2-methyl-1-pentanol 26.27
    methyl formate 40.52
    2-methyl-1-butanol 18.64
    n-decane 1.43
    butyronitrile 6.03
    3,7-dimethyl-1-octanol 19.51
    1-chlorooctane 5.05
    1-chlorotetradecane 2.79
    n-nonane 1.26
    undecane 1.18
    tert-butylcyclohexane 1.68
    cyclooctane 0.71
    cyclopentanol 30.53
    tetrahydropyran 13.1
    tert-amyl methyl ether 12.13
    2,5,8-trioxanonane 91.43
    1-hexene 3.61
    2-isopropoxyethanol 47.43
    2,2,2-trifluoroethanol 53.19
    methyl butyrate 13.13

    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