3-[(2-Mercapto-1-methylpropyl)thio]-2-butanol

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  • Identifiers

    CAS number
    54957-02-7

    Molecular formula
    C8H18OS2

    SMILES
    CC(C(C)SC(C)C(C)S)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 83.82%
    Sulfurous 81.39%
    Roasted 71.97%
    Savory 60.78%
    Fatty 58.69%
    Onion 52.14%
    Burnt 47.73%
    Beefy 44.74%
    Alliaceous 42.45%
    Cooked 39.33%

     

    Flavor
    Sulfurous 60.6%
    Onion 47.77%
    Meaty 41.4%
    Sulfury 31.42%
    Alliaceous 25.46%
    Cooked 23.64%
    Garlic 22.52%
    Roasted 22.19%
    Bloody 21.83%
    Cabbage 21.64%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    6.69 (neutral)

    Molecular weight
    194.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point

    • 85.00 to 88.00 °C. @ 0.40 mm Hg

    Flash point

    • 102.78 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in alcohol; slightly soluble in fat

  • Synonyms

    • 3-((2-Mercapto-1-methylpropyl)thio)-2-butanol
    • 54957-02-7
    • FEMA No. 3509
    • roasted butanol
    • FEMA 3509
    • UNII-T27YXW53EF
    • 3-(3-sulfanylbutan-2-ylsulfanyl)butan-2-ol
    • T27YXW53EF
    • 3-[(2-Mercapto-1-methylpropyl)thio]-2-butanol
    • 2-Butanol, 3-((2-mercapto-1-methylpropyl)thio)-
    • THIONOL 966
    • DTXSID90866455
    • 3-[(3-SULFANYLBUTAN-2-YL)SULFANYL]BUTAN-2-OL
    • 2-Butanol, 3-[(2-mercapto-1-methylpropyl)thio]-
    • (+/-)-3-((2-MERCAPTO-1-METHYLPROPYL)THIO)-2-BUTANOL
    • 3-((2-MERCAPTO-1-METHYLPROPYL)THIO)-2-BUTANOL, (+/-)-
    • .ALPHA.-METHYL-.BETA.-HYDROXYPROPYL.ALPHA.-METHYL-.BETA.-MERCAPTOPROPYL SULFIDE [FHFI]
    • .ALPHA.-METHYL-.BETA.-MERCAPTOPROPYL .ALPHA.'-METHYL-.BETA.'-HYDROXYPROPYL SULFIDE
    • 3-((3-Sulfanylbutan-2-yl)sulfanyl)butan-2-ol
    • alpha-Methyl-beta-hydroxypropyl alpha-methyl-beta-mercaptopropyl sulfide
    • SCHEMBL3505187
    • DTXCID70814737
    • CHEBI:172910
    • AKOS006272897
    • FM41590
    • 3-(3-sulanylbutan-2-ylsulanyl)butan-2-ol
    • DB-003334
    • NS00124348
    • 3((2-mercapto-1-methylpropyl) thio)-2-butanol
    • Q27289566
    • a-Methyl-b-mercaptopropyl-a'-methyl-b'-hydroxypropyl sulfide
    • ALPHA-METHYL-BETA-HYDROXYPROPYLALPHA-METHYL-BETA-MERCAPTOPROPYL SULFIDE
    • ALPHA-METHYL-BETA-MERCAPTOPROPYL ALPHA'-METHYL-BETA'-HYDROXYPROPYL SULFIDE

  • Applications

    3-[(2-Mercapto-1-methylpropyl)thio]-2-butanol (CAS 54957-02-7) may function as a sulfur-containing fragrance ingredient and odorant in perfumery and related consumer products, may serve as a flavor-related intermediate in the flavor industry, and may also be used in cosmetics and personal care formulations as a scent component; in industrial manufacturing it can act as an intermediate for sulfur-containing building blocks; in polymer and plastics chemistry it may serve as a chain-transfer agent or a crosslinking modifier; in adhesives formulations it can act as a reactive thiol co-monomer or additive; and in household cleaning products it may contribute odor characteristics or serve as a fragrance precursor.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 419.89
    methanol 309.46
    isopropanol 481.08
    water 3.01
    ethyl acetate 185.76
    n-propanol 377.86
    acetone 422.43
    n-butanol 298.17
    acetonitrile 190.43
    DMF 480.1
    toluene 103.53
    isobutanol 279.39
    1,4-dioxane 725.7
    methyl acetate 235.11
    THF 951.98
    2-butanone 315.59
    n-pentanol 190.86
    sec-butanol 327.18
    n-hexane 9.93
    ethylene glycol 107.29
    NMP 398.63
    cyclohexane 41.44
    DMSO 592.73
    n-butyl acetate 209.03
    n-octanol 162.88
    chloroform 460.73
    n-propyl acetate 141.91
    acetic acid 267.5
    dichloromethane 335.85
    cyclohexanone 512.68
    propylene glycol 209.34
    isopropyl acetate 135.03
    DMAc 351.88
    2-ethoxyethanol 278.74
    isopentanol 223.33
    n-heptane 26.02
    ethyl formate 157.8
    1,2-dichloroethane 182.62
    n-hexanol 283.69
    2-methoxyethanol 467.48
    isobutyl acetate 109.73
    tetrachloromethane 89.62
    n-pentyl acetate 154.11
    transcutol 550.0
    n-heptanol 167.24
    ethylbenzene 64.61
    MIBK 136.5
    2-propoxyethanol 369.76
    tert-butanol 493.76
    MTBE 251.88
    2-butoxyethanol 237.17
    propionic acid 222.22
    o-xylene 91.16
    formic acid 75.06
    diethyl ether 170.54
    m-xylene 85.73
    p-xylene 100.21
    chlorobenzene 139.74
    dimethyl carbonate 60.41
    n-octane 12.92
    formamide 106.88
    cyclopentanone 570.67
    2-pentanone 227.53
    anisole 166.31
    cyclopentyl methyl ether 266.48
    gamma-butyrolactone 499.51
    1-methoxy-2-propanol 375.54
    pyridine 324.41
    3-pentanone 145.97
    furfural 444.51
    n-dodecane 11.15
    diethylene glycol 294.73
    diisopropyl ether 58.54
    tert-amyl alcohol 319.71
    acetylacetone 270.87
    n-hexadecane 12.66
    acetophenone 171.2
    methyl propionate 147.21
    isopentyl acetate 194.84
    trichloroethylene 395.3
    n-nonanol 138.75
    cyclohexanol 303.94
    benzyl alcohol 170.12
    2-ethylhexanol 158.73
    isooctanol 130.6
    dipropyl ether 141.27
    1,2-dichlorobenzene 132.94
    ethyl lactate 93.41
    propylene carbonate 278.19
    n-methylformamide 191.71
    2-pentanol 190.25
    n-pentane 13.44
    1-propoxy-2-propanol 303.07
    1-methoxy-2-propyl acetate 204.86
    2-(2-methoxypropoxy) propanol 202.46
    mesitylene 57.5
    ε-caprolactone 389.2
    p-cymene 73.67
    epichlorohydrin 441.37
    1,1,1-trichloroethane 231.63
    2-aminoethanol 209.92
    morpholine-4-carbaldehyde 505.07
    sulfolane 593.51
    2,2,4-trimethylpentane 13.44
    2-methyltetrahydrofuran 530.11
    n-hexyl acetate 205.43
    isooctane 11.65
    2-(2-butoxyethoxy)ethanol 271.04
    sec-butyl acetate 101.01
    tert-butyl acetate 168.63
    decalin 19.19
    glycerin 241.18
    diglyme 462.39
    acrylic acid 167.55
    isopropyl myristate 89.32
    n-butyric acid 271.95
    acetyl acetate 133.57
    di(2-ethylhexyl) phthalate 98.02
    ethyl propionate 99.92
    nitromethane 349.52
    1,2-diethoxyethane 230.99
    benzonitrile 198.79
    trioctyl phosphate 81.42
    1-bromopropane 111.01
    gamma-valerolactone 687.5
    n-decanol 103.55
    triethyl phosphate 79.02
    4-methyl-2-pentanol 108.3
    propionitrile 172.21
    vinylene carbonate 238.77
    1,1,2-trichlorotrifluoroethane 341.75
    DMS 121.9
    cumene 53.85
    2-octanol 122.86
    2-hexanone 179.76
    octyl acetate 116.71
    limonene 113.84
    1,2-dimethoxyethane 430.28
    ethyl orthosilicate 78.98
    tributyl phosphate 82.25
    diacetone alcohol 243.75
    N,N-dimethylaniline 116.35
    acrylonitrile 187.69
    aniline 165.02
    1,3-propanediol 301.08
    bromobenzene 124.72
    dibromomethane 210.71
    1,1,2,2-tetrachloroethane 333.43
    2-methyl-cyclohexyl acetate 156.35
    tetrabutyl urea 113.79
    diisobutyl methanol 98.12
    2-phenylethanol 188.23
    styrene 76.23
    dioctyl adipate 126.32
    dimethyl sulfate 118.22
    ethyl butyrate 143.66
    methyl lactate 114.27
    butyl lactate 148.08
    diethyl carbonate 88.4
    propanediol butyl ether 259.57
    triethyl orthoformate 116.43
    p-tert-butyltoluene 75.23
    methyl 4-tert-butylbenzoate 176.09
    morpholine 696.31
    tert-butylamine 255.53
    n-dodecanol 78.26
    dimethoxymethane 227.68
    ethylene carbonate 205.27
    cyrene 231.42
    2-ethoxyethyl acetate 185.53
    2-ethylhexyl acetate 152.36
    1,2,4-trichlorobenzene 187.86
    4-methylpyridine 310.57
    dibutyl ether 120.3
    2,6-dimethyl-4-heptanol 98.12
    DEF 200.94
    dimethyl isosorbide 331.76
    tetrachloroethylene 224.55
    eugenol 175.14
    triacetin 187.37
    span 80 219.4
    1,4-butanediol 135.28
    1,1-dichloroethane 229.9
    2-methyl-1-pentanol 152.57
    methyl formate 154.66
    2-methyl-1-butanol 208.78
    n-decane 19.55
    butyronitrile 200.38
    3,7-dimethyl-1-octanol 139.56
    1-chlorooctane 79.2
    1-chlorotetradecane 31.17
    n-nonane 19.03
    undecane 14.13
    tert-butylcyclohexane 19.79
    cyclooctane 13.65
    cyclopentanol 383.63
    tetrahydropyran 581.25
    tert-amyl methyl ether 164.14
    2,5,8-trioxanonane 324.95
    1-hexene 46.87
    2-isopropoxyethanol 213.15
    2,2,2-trifluoroethanol 105.57
    methyl butyrate 152.83

    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