3-Mercapto-2-methyl-1-butanol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    227456-33-9

    Molecular formula
    C5H12OS

    SMILES
    CC(CO)C(C)S

  • Odor profile

    Fragrance
    Sulfurous 87.06%
    Meaty 75.01%
    Onion 66.1%
    Savory 56.14%
    Roasted 55.57%
    Grapefruit 48.2%
    Alliaceous 47.91%
    Tropical 47.36%
    Garlic 41.11%
    Black currant 40.32%

     

    Flavor
    Sulfurous 57.88%
    Onion 52.15%
    Meaty 34.8%
    Roasted 26.93%
    Sulfury 26.54%
    Fishy 25.11%
    Tropical 21.88%
    Vegetable 21.65%
    Bloody 21.61%
    Odorless 21.48%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    8.87 (weak base)

    Molecular weight
    120.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    192°C

    Flash point

    • 71.03 ˚C est.

    Solubility expt.

    • Slightly soluble in water; soluble in organic solvents
    • soluble (in ethanol)

  • Synonyms

    • 227456-33-9
    • 2-methyl-3-sulfanylbutan-1-ol
    • 3-MERCAPTO-2-METHYL-1-BUTANOL
    • 3-mercapto-2-methyl butanol
    • 1-Butanol, 3-mercapto-2-methyl-
    • FEMA No. 3993
    • UNII-37ZRE7AMO5
    • 3-mercapto-2-methylbutanol
    • 37ZRE7AMO5
    • 3-mercapto-2-methylbutan-1-ol
    • 2-methyl-3-mercapto-1-butanol
    • CHEBI:156147
    • DTXSID40945426
    • Erythro- and threo-3-mercapto-2-methylbutan-1-ol
    • Erythro- and threo-3-mercapto-2-methylbutan-1-ol [FHFI]
    • 3-?Mercapto-?2-?methyl butanol
    • SCHEMBL334228
    • DTXCID60222302
    • RFMHFOPFUZZBAD-UHFFFAOYSA-N
    • AKOS024258060
    • DB-294387
    • NS00124948
    • F87289
    • EN300-7585774
    • ERYTHRO-AND THREO-3-MERCAPTO-2-METHYLBUTAN-1-OL
    • ERYTHRO-AND THREO-3-MERCAPTO-2-METHYLBUTAN-1-OL [FHFI]
    • 639-009-5

  • Applications

    3-Mercapto-2-methyl-1-butanol (CAS 227456-33-9) is an alkanol bearing a mercapto group and serves primarily as a synthetic intermediate and sulfur-containing building block for thioether derivatives; in the fragrance and flavor industry, it is used as a sulfur-containing odorant component and may be used to prepare perfumery compounds; in cosmetics and personal care, it can be incorporated as a fragrance ingredient or precursor for related formulations; in polymer and coating applications, it is used as a precursor for sulfur-containing polymers and coatings; and in research and development, it is often explored as a starting material for sulfur-linkage reactions and functionalization strategies in materials chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 187.65
    methanol 249.14
    isopropanol 99.45
    water 19.76
    ethyl acetate 38.53
    n-propanol 123.53
    acetone 45.21
    n-butanol 114.93
    acetonitrile 34.55
    DMF 57.47
    toluene 5.92
    isobutanol 77.52
    1,4-dioxane 141.9
    methyl acetate 46.65
    THF 177.75
    2-butanone 46.36
    n-pentanol 61.36
    sec-butanol 81.79
    n-hexane 2.63
    ethylene glycol 95.82
    NMP 101.64
    cyclohexane 4.79
    DMSO 127.78
    n-butyl acetate 56.47
    n-octanol 44.05
    chloroform 55.27
    n-propyl acetate 33.22
    acetic acid 264.02
    dichloromethane 34.92
    cyclohexanone 86.85
    propylene glycol 94.76
    isopropyl acetate 26.51
    DMAc 52.08
    2-ethoxyethanol 121.16
    isopentanol 79.72
    n-heptane 5.89
    ethyl formate 41.2
    1,2-dichloroethane 21.92
    n-hexanol 102.05
    2-methoxyethanol 219.88
    isobutyl acetate 24.8
    tetrachloromethane 22.53
    n-pentyl acetate 39.16
    transcutol 313.11
    n-heptanol 60.77
    ethylbenzene 4.8
    MIBK 28.8
    2-propoxyethanol 156.64
    tert-butanol 118.98
    MTBE 42.1
    2-butoxyethanol 107.78
    propionic acid 110.0
    o-xylene 8.61
    formic acid 184.86
    diethyl ether 31.07
    m-xylene 8.04
    p-xylene 8.31
    chlorobenzene 16.07
    dimethyl carbonate 9.66
    n-octane 2.46
    formamide 149.49
    cyclopentanone 99.07
    2-pentanone 36.94
    anisole 22.77
    cyclopentyl methyl ether 52.47
    gamma-butyrolactone 119.37
    1-methoxy-2-propanol 120.79
    pyridine 48.37
    3-pentanone 22.74
    furfural 118.82
    n-dodecane 2.06
    diethylene glycol 167.43
    diisopropyl ether 11.96
    tert-amyl alcohol 92.38
    acetylacetone 44.44
    n-hexadecane 2.18
    acetophenone 28.49
    methyl propionate 25.6
    isopentyl acetate 47.17
    trichloroethylene 59.48
    n-nonanol 38.94
    cyclohexanol 70.07
    benzyl alcohol 33.48
    2-ethylhexanol 53.32
    isooctanol 47.37
    dipropyl ether 29.54
    1,2-dichlorobenzene 19.65
    ethyl lactate 28.96
    propylene carbonate 62.94
    n-methylformamide 63.79
    2-pentanol 54.35
    n-pentane 3.37
    1-propoxy-2-propanol 113.83
    1-methoxy-2-propyl acetate 58.68
    2-(2-methoxypropoxy) propanol 88.27
    mesitylene 7.1
    ε-caprolactone 83.1
    p-cymene 12.15
    epichlorohydrin 85.45
    1,1,1-trichloroethane 31.4
    2-aminoethanol 147.8
    morpholine-4-carbaldehyde 120.01
    sulfolane 141.16
    2,2,4-trimethylpentane 3.57
    2-methyltetrahydrofuran 111.21
    n-hexyl acetate 49.54
    isooctane 3.1
    2-(2-butoxyethoxy)ethanol 122.48
    sec-butyl acetate 23.07
    tert-butyl acetate 39.63
    decalin 3.03
    glycerin 154.75
    diglyme 172.76
    acrylic acid 101.47
    isopropyl myristate 20.43
    n-butyric acid 117.65
    acetyl acetate 29.49
    di(2-ethylhexyl) phthalate 29.98
    ethyl propionate 20.57
    nitromethane 141.8
    1,2-diethoxyethane 61.12
    benzonitrile 30.16
    trioctyl phosphate 24.2
    1-bromopropane 11.69
    gamma-valerolactone 143.38
    n-decanol 28.12
    triethyl phosphate 23.45
    4-methyl-2-pentanol 37.01
    propionitrile 27.42
    vinylene carbonate 51.47
    1,1,2-trichlorotrifluoroethane 122.33
    DMS 28.76
    cumene 7.13
    2-octanol 33.23
    2-hexanone 34.36
    octyl acetate 28.45
    limonene 20.68
    1,2-dimethoxyethane 99.41
    ethyl orthosilicate 23.5
    tributyl phosphate 25.28
    diacetone alcohol 80.4
    N,N-dimethylaniline 18.14
    acrylonitrile 34.16
    aniline 30.71
    1,3-propanediol 191.35
    bromobenzene 10.68
    dibromomethane 23.72
    1,1,2,2-tetrachloroethane 53.21
    2-methyl-cyclohexyl acetate 42.94
    tetrabutyl urea 29.03
    diisobutyl methanol 29.12
    2-phenylethanol 52.86
    styrene 5.17
    dioctyl adipate 34.03
    dimethyl sulfate 21.96
    ethyl butyrate 37.5
    methyl lactate 33.84
    butyl lactate 46.92
    diethyl carbonate 22.64
    propanediol butyl ether 95.27
    triethyl orthoformate 32.55
    p-tert-butyltoluene 12.87
    methyl 4-tert-butylbenzoate 49.92
    morpholine 158.19
    tert-butylamine 58.06
    n-dodecanol 20.76
    dimethoxymethane 35.35
    ethylene carbonate 41.81
    cyrene 74.84
    2-ethoxyethyl acetate 52.16
    2-ethylhexyl acetate 35.72
    1,2,4-trichlorobenzene 28.11
    4-methylpyridine 33.07
    dibutyl ether 22.03
    2,6-dimethyl-4-heptanol 29.12
    DEF 37.52
    dimethyl isosorbide 117.73
    tetrachloroethylene 55.7
    eugenol 62.54
    triacetin 53.68
    span 80 93.09
    1,4-butanediol 73.04
    1,1-dichloroethane 21.28
    2-methyl-1-pentanol 51.87
    methyl formate 42.19
    2-methyl-1-butanol 73.97
    n-decane 3.27
    butyronitrile 32.72
    3,7-dimethyl-1-octanol 39.35
    1-chlorooctane 13.87
    1-chlorotetradecane 5.82
    n-nonane 2.96
    undecane 2.5
    tert-butylcyclohexane 3.87
    cyclooctane 2.01
    cyclopentanol 94.7
    tetrahydropyran 87.94
    tert-amyl methyl ether 32.46
    2,5,8-trioxanonane 133.01
    1-hexene 8.29
    2-isopropoxyethanol 79.78
    2,2,2-trifluoroethanol 99.65
    methyl butyrate 31.28

    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