4-Mercapto-4-methylpentan-2-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    19872-52-7

    Molecular formula
    C6H12OS

    SMILES
    CC(=O)CC(C)(C)S

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 87.57%
    Sulfurous 86.56%
    Tropical 78.75%
    Green 62.51%
    Meaty 61.91%
    Black currant 60.32%
    Grapefruit 51.91%
    Onion 38.61%
    Vegetable 37.16%
    Roasted 35.15%

     

    Flavor
    Sulfurous 65.07%
    Meaty 50.21%
    Sulfury 37.88%
    Vegetable 33.45%
    Roasted 33.08%
    Onion 31.96%
    Box tree 29.64%
    Burnt 28.61%
    Tropical 28.19%
    Blackcurrant 27.52%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.95 (neutral)

    Molecular weight
    132.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    169°C

    Flash point

    • 48.72 ˚C est.

    Solubility expt.

    • Soluble in water; Insoluble in fat
    • partially soluble (in ethanol)

  • Synonyms

    • 19872-52-7
    • 4-Mercapto-4-methyl-2-pentanone
    • 4-Mercapto-4-methylpentan-2-one
    • 2-Pentanone, 4-mercapto-4-methyl-
    • 4-methyl-4-sulfanylpentan-2-one
    • 4-methyl-4-mercapto-2-pentanone
    • 4-Methyl-4-mercaptopentan-2-one
    • 4-Methyl-4-thiolpentan-2-one
    • 4-Methyl-4-sulfanyl-2-pentanone
    • 4-Sulphanyl-4-methylpentan-2-one
    • 4-Mercapto-4-methyl-pentan-2-one
    • 4-Methyl-4-mercapto-pentan-2-one
    • EINECS 243-386-8
    • 9524RG5ZQL
    • 4-Sulfanyl-4-methylpentan-2-one
    • 4-MMP
    • DTXSID8051839
    • FEMA NO. 3997
    • CHEBI:77856
    • 2-MERCAPTO-2-METHYLPENTAN-4-ONE
    • 4-MERCAPTO-4-METHYL-2-PENTANONE [FHFI]
    • UNII-9524RG5ZQL
    • MFCD00085208
    • 4MMP cpd
    • SCHEMBL869584
    • FEMA3997
    • DTXCID3030395
    • LMFA12000335
    • AKOS006283682
    • FM35715
    • AS-17349
    • DB-006870
    • M3271
    • NS00019881
    • 4-methyl-4-mercaptopentan-2-one, AldrichCPR
    • D95275
    • Q27147464
    • 243-386-8

  • Applications

    2-Methyl-4-oxopentane-2-thiol (CAS 19872-52-7) is a sulfur-bearing organic compound with a pronounced odor that is routinely employed by flavor, fragrance and food-technology laboratories to deliver roasted, onion-like or mature cheese nuances to savory seasonings, while also serving as an analytical reference standard in gas chromatography–mass spectrometry for quantifying volatile thiols in flavor-matrix interaction studies; moreover, the juxtaposed carbonyl and mercapto groups render it a versatile synthetic intermediate for pharmaceutical candidates, agrochemical prototypes and optically active organic materials, underpinning investigations into Michael additions, surface-enhanced Raman scattering probes and electron-transfer mechanisms in biocatalysis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1250.28
    methanol 1888.17
    isopropanol 895.18
    water 111.26
    ethyl acetate 594.89
    n-propanol 955.94
    acetone 823.14
    n-butanol 816.37
    acetonitrile 617.71
    DMF 954.38
    toluene 277.59
    isobutanol 656.98
    1,4-dioxane 870.53
    methyl acetate 690.06
    THF 1291.99
    2-butanone 653.57
    n-pentanol 464.76
    sec-butanol 811.92
    n-hexane 227.64
    ethylene glycol 585.62
    NMP 1003.94
    cyclohexane 242.85
    DMSO 430.04
    n-butyl acetate 431.21
    n-octanol 465.8
    chloroform 1113.14
    n-propyl acetate 322.26
    acetic acid 1567.77
    dichloromethane 712.76
    cyclohexanone 795.39
    propylene glycol 709.58
    isopropyl acetate 364.85
    DMAc 892.93
    2-ethoxyethanol 624.07
    isopentanol 519.66
    n-heptane 194.23
    ethyl formate 475.26
    1,2-dichloroethane 402.75
    n-hexanol 910.35
    2-methoxyethanol 1169.88
    isobutyl acetate 230.93
    tetrachloromethane 284.91
    n-pentyl acetate 297.3
    transcutol 1311.9
    n-heptanol 348.29
    ethylbenzene 164.22
    MIBK 327.88
    2-propoxyethanol 1020.27
    tert-butanol 928.37
    MTBE 589.71
    2-butoxyethanol 490.13
    propionic acid 853.61
    o-xylene 223.63
    formic acid 866.9
    diethyl ether 657.99
    m-xylene 240.2
    p-xylene 209.78
    chlorobenzene 307.51
    dimethyl carbonate 242.29
    n-octane 66.8
    formamide 452.39
    cyclopentanone 770.49
    2-pentanone 547.71
    anisole 291.96
    cyclopentyl methyl ether 709.59
    gamma-butyrolactone 843.26
    1-methoxy-2-propanol 865.58
    pyridine 525.32
    3-pentanone 449.23
    furfural 691.83
    n-dodecane 55.13
    diethylene glycol 789.66
    diisopropyl ether 231.45
    tert-amyl alcohol 760.1
    acetylacetone 503.51
    n-hexadecane 57.95
    acetophenone 255.53
    methyl propionate 499.31
    isopentyl acetate 346.4
    trichloroethylene 766.68
    n-nonanol 375.16
    cyclohexanol 741.35
    benzyl alcohol 280.71
    2-ethylhexanol 424.77
    isooctanol 241.9
    dipropyl ether 380.78
    1,2-dichlorobenzene 254.52
    ethyl lactate 227.03
    propylene carbonate 507.8
    n-methylformamide 666.22
    2-pentanol 559.76
    n-pentane 237.68
    1-propoxy-2-propanol 650.02
    1-methoxy-2-propyl acetate 433.1
    2-(2-methoxypropoxy) propanol 441.59
    mesitylene 159.79
    ε-caprolactone 740.67
    p-cymene 157.47
    epichlorohydrin 751.92
    1,1,1-trichloroethane 588.33
    2-aminoethanol 772.6
    morpholine-4-carbaldehyde 926.84
    sulfolane 665.77
    2,2,4-trimethylpentane 98.05
    2-methyltetrahydrofuran 920.51
    n-hexyl acetate 565.24
    isooctane 72.47
    2-(2-butoxyethoxy)ethanol 607.88
    sec-butyl acetate 232.99
    tert-butyl acetate 410.03
    decalin 99.8
    glycerin 788.41
    diglyme 780.41
    acrylic acid 759.05
    isopropyl myristate 204.81
    n-butyric acid 835.44
    acetyl acetate 397.8
    di(2-ethylhexyl) phthalate 202.66
    ethyl propionate 306.89
    nitromethane 1161.76
    1,2-diethoxyethane 383.49
    benzonitrile 322.96
    trioctyl phosphate 163.56
    1-bromopropane 418.1
    gamma-valerolactone 1008.17
    n-decanol 270.4
    triethyl phosphate 159.67
    4-methyl-2-pentanol 282.19
    propionitrile 479.86
    vinylene carbonate 455.24
    1,1,2-trichlorotrifluoroethane 716.59
    DMS 335.84
    cumene 128.47
    2-octanol 264.57
    2-hexanone 357.78
    octyl acetate 285.38
    limonene 259.23
    1,2-dimethoxyethane 705.57
    ethyl orthosilicate 169.96
    tributyl phosphate 193.37
    diacetone alcohol 489.95
    N,N-dimethylaniline 214.4
    acrylonitrile 498.94
    aniline 354.9
    1,3-propanediol 757.72
    bromobenzene 253.69
    dibromomethane 563.49
    1,1,2,2-tetrachloroethane 606.53
    2-methyl-cyclohexyl acetate 268.5
    tetrabutyl urea 237.06
    diisobutyl methanol 189.48
    2-phenylethanol 362.5
    styrene 177.95
    dioctyl adipate 254.7
    dimethyl sulfate 286.49
    ethyl butyrate 274.98
    methyl lactate 333.73
    butyl lactate 270.04
    diethyl carbonate 195.43
    propanediol butyl ether 565.27
    triethyl orthoformate 227.71
    p-tert-butyltoluene 166.89
    methyl 4-tert-butylbenzoate 325.46
    morpholine 1037.31
    tert-butylamine 629.12
    n-dodecanol 204.99
    dimethoxymethane 653.81
    ethylene carbonate 395.41
    cyrene 353.87
    2-ethoxyethyl acetate 365.58
    2-ethylhexyl acetate 285.38
    1,2,4-trichlorobenzene 313.35
    4-methylpyridine 558.24
    dibutyl ether 311.37
    2,6-dimethyl-4-heptanol 189.48
    DEF 565.71
    dimethyl isosorbide 540.82
    tetrachloroethylene 456.05
    eugenol 324.74
    triacetin 419.81
    span 80 442.54
    1,4-butanediol 346.08
    1,1-dichloroethane 590.64
    2-methyl-1-pentanol 352.92
    methyl formate 566.18
    2-methyl-1-butanol 603.91
    n-decane 94.38
    butyronitrile 484.85
    3,7-dimethyl-1-octanol 349.6
    1-chlorooctane 244.32
    1-chlorotetradecane 110.54
    n-nonane 100.12
    undecane 68.26
    tert-butylcyclohexane 106.39
    cyclooctane 102.75
    cyclopentanol 697.08
    tetrahydropyran 904.96
    tert-amyl methyl ether 500.93
    2,5,8-trioxanonane 559.93
    1-hexene 387.08
    2-isopropoxyethanol 426.3
    2,2,2-trifluoroethanol 553.13
    methyl butyrate 379.66

    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

Botanical

Name CAS Botanical Proportion
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.04%