4-Mercapto-2-pentanone

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  • Identifiers

    CAS number
    92585-08-5

    Molecular formula
    C5H10OS

    SMILES
    CC(CC(=O)C)S

  • Odor profile

    Fragrance
    Sulfurous 79.46%
    Meaty 78.75%
    Roasted 59.68%
    Onion 56.43%
    Savory 47.31%
    Tropical 43.89%
    Grapefruit 43.49%
    Burnt 38.97%
    Alliaceous 38.07%
    Black currant 37.57%

     

    Flavor
    Sulfurous 57.34%
    Onion 41.83%
    Meaty 41.13%
    Sulfury 40.54%
    Roasted 31.55%
    Fruity 30.97%
    Vegetable 30.0%
    Tropical 29.3%
    Fishy 28.71%
    Garlic 27.01%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.61 (neutral)

    Molecular weight
    118.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    165°C

    Flash point

    • 45.63 ˚C est.

    Solubility expt.

    • Soluble in ether and chloroform; insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 4-MERCAPTO-2-PENTANONE
    • 4-Mercaptopentan-2-one
    • 92585-08-5
    • 4-sulfanylpentan-2-one
    • 2-Pentanone, 4-mercapto-
    • 2-Mercapto-4-pentanone
    • FEMA no. 4157
    • 4-Mercaptopentan-2-ol
    • 4-Mercapto-2-pentanone 1% in acetoin
    • (+/-)-4-Mercapto-2-pentanone
    • 4-Mercapto-2-pentanone [FHFI]
    • 4-Mercapto-2-pentanone, (+/-)-
    • UNII-8646NA32I8
    • 2-Pentanone, 4-mercapto- (9CI)
    • 8646NA32I8
    • 4-sulanylpentan-2-one
    • SCHEMBL2290676
    • DTXSID00919087
    • CHEBI:173441
    • KHIPEWLRUGVKIC-UHFFFAOYSA-N
    • (p-carboxyphenyl)(purin-6-ylthio)-Mercury
    • p-[(Purin-6-ylthio)mercuri]-Benzoic acid
    • DB-270673
    • NS00122830
    • Q27269701
    • 639-235-4

  • Applications

    4-Mercapto-2-pentanone (CAS 92585-08-5) is viewed as a versatile organic synthesis intermediate, featuring a thiol and a ketone that can participate in reactions to build sulfur-containing compounds. In the field of polymers and plastics, it can serve as a precursor for sulfur-containing motifs and participate in thiol-ene reactions to form polymer networks. In fragrance and perfumery, its thiol group imparts distinctive characteristics and it can be considered as a fragrance ingredient or processing precursor for sulfur notes. In metal chemistry and coordination chemistry, it can function as a ligand or chelating agent for metal complex systems. In coatings, inks, and adhesives, it can be used as a functional additive to improve adhesion and surface properties through reactions with surface functional groups.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1616.24
    methanol 2451.76
    isopropanol 1005.06
    water 152.51
    ethyl acetate 468.58
    n-propanol 1021.27
    acetone 983.52
    n-butanol 815.82
    acetonitrile 670.21
    DMF 907.5
    toluene 160.07
    isobutanol 633.19
    1,4-dioxane 889.07
    methyl acetate 556.15
    THF 1189.63
    2-butanone 622.52
    n-pentanol 514.86
    sec-butanol 755.98
    n-hexane 122.72
    ethylene glycol 799.75
    NMP 842.11
    cyclohexane 127.11
    DMSO 613.16
    n-butyl acetate 304.48
    n-octanol 354.71
    chloroform 837.47
    n-propyl acetate 253.61
    acetic acid 1904.08
    dichloromethane 585.58
    cyclohexanone 729.04
    propylene glycol 715.09
    isopropyl acetate 256.71
    DMAc 727.74
    2-ethoxyethanol 712.11
    isopentanol 504.93
    n-heptane 91.37
    ethyl formate 362.14
    1,2-dichloroethane 330.4
    n-hexanol 700.63
    2-methoxyethanol 1288.09
    isobutyl acetate 169.95
    tetrachloromethane 194.6
    n-pentyl acetate 222.41
    transcutol 1521.28
    n-heptanol 269.89
    ethylbenzene 93.97
    MIBK 267.72
    2-propoxyethanol 888.65
    tert-butanol 902.42
    MTBE 510.09
    2-butoxyethanol 414.04
    propionic acid 817.42
    o-xylene 126.69
    formic acid 1036.08
    diethyl ether 570.23
    m-xylene 133.0
    p-xylene 127.53
    chlorobenzene 213.47
    dimethyl carbonate 155.84
    n-octane 30.43
    formamide 589.37
    cyclopentanone 709.17
    2-pentanone 485.8
    anisole 220.05
    cyclopentyl methyl ether 515.46
    gamma-butyrolactone 717.81
    1-methoxy-2-propanol 797.37
    pyridine 440.97
    3-pentanone 341.45
    furfural 623.33
    n-dodecane 28.35
    diethylene glycol 822.43
    diisopropyl ether 155.29
    tert-amyl alcohol 668.35
    acetylacetone 444.74
    n-hexadecane 30.36
    acetophenone 198.78
    methyl propionate 356.0
    isopentyl acetate 254.66
    trichloroethylene 593.31
    n-nonanol 277.05
    cyclohexanol 628.58
    benzyl alcohol 247.67
    2-ethylhexanol 285.82
    isooctanol 179.47
    dipropyl ether 247.82
    1,2-dichlorobenzene 178.0
    ethyl lactate 168.6
    propylene carbonate 390.38
    n-methylformamide 630.87
    2-pentanol 494.99
    n-pentane 138.66
    1-propoxy-2-propanol 512.25
    1-methoxy-2-propyl acetate 303.31
    2-(2-methoxypropoxy) propanol 363.97
    mesitylene 87.98
    ε-caprolactone 581.25
    p-cymene 88.0
    epichlorohydrin 622.43
    1,1,1-trichloroethane 417.69
    2-aminoethanol 960.77
    morpholine-4-carbaldehyde 862.16
    sulfolane 598.92
    2,2,4-trimethylpentane 52.36
    2-methyltetrahydrofuran 830.68
    n-hexyl acetate 411.42
    isooctane 38.59
    2-(2-butoxyethoxy)ethanol 536.62
    sec-butyl acetate 164.19
    tert-butyl acetate 282.5
    decalin 49.27
    glycerin 878.34
    diglyme 720.04
    acrylic acid 709.61
    isopropyl myristate 139.26
    n-butyric acid 741.92
    acetyl acetate 305.24
    di(2-ethylhexyl) phthalate 158.33
    ethyl propionate 202.36
    nitromethane 1203.28
    1,2-diethoxyethane 369.85
    benzonitrile 273.51
    trioctyl phosphate 117.82
    1-bromopropane 299.9
    gamma-valerolactone 909.94
    n-decanol 193.88
    triethyl phosphate 102.38
    4-methyl-2-pentanol 224.58
    propionitrile 417.71
    vinylene carbonate 357.26
    1,1,2-trichlorotrifluoroethane 588.34
    DMS 239.18
    cumene 76.01
    2-octanol 191.22
    2-hexanone 334.25
    octyl acetate 195.64
    limonene 155.36
    1,2-dimethoxyethane 752.7
    ethyl orthosilicate 108.05
    tributyl phosphate 137.37
    diacetone alcohol 409.08
    N,N-dimethylaniline 153.18
    acrylonitrile 418.67
    aniline 267.04
    1,3-propanediol 884.96
    bromobenzene 163.23
    dibromomethane 435.37
    1,1,2,2-tetrachloroethane 450.55
    2-methyl-cyclohexyl acetate 178.5
    tetrabutyl urea 172.82
    diisobutyl methanol 134.14
    2-phenylethanol 268.96
    styrene 109.67
    dioctyl adipate 191.02
    dimethyl sulfate 207.01
    ethyl butyrate 178.93
    methyl lactate 247.6
    butyl lactate 196.49
    diethyl carbonate 120.85
    propanediol butyl ether 487.92
    triethyl orthoformate 149.11
    p-tert-butyltoluene 89.48
    methyl 4-tert-butylbenzoate 221.63
    morpholine 1040.12
    tert-butylamine 535.7
    n-dodecanol 145.9
    dimethoxymethane 550.99
    ethylene carbonate 298.38
    cyrene 290.5
    2-ethoxyethyl acetate 302.81
    2-ethylhexyl acetate 196.05
    1,2,4-trichlorobenzene 239.71
    4-methylpyridine 440.62
    dibutyl ether 231.21
    2,6-dimethyl-4-heptanol 134.14
    DEF 427.4
    dimethyl isosorbide 462.9
    tetrachloroethylene 356.98
    eugenol 249.89
    triacetin 320.43
    span 80 360.66
    1,4-butanediol 405.35
    1,1-dichloroethane 462.59
    2-methyl-1-pentanol 360.06
    methyl formate 471.94
    2-methyl-1-butanol 553.77
    n-decane 47.76
    butyronitrile 423.25
    3,7-dimethyl-1-octanol 267.53
    1-chlorooctane 157.01
    1-chlorotetradecane 65.11
    n-nonane 49.72
    undecane 35.1
    tert-butylcyclohexane 54.98
    cyclooctane 42.79
    cyclopentanol 649.98
    tetrahydropyran 818.51
    tert-amyl methyl ether 367.39
    2,5,8-trioxanonane 528.41
    1-hexene 276.49
    2-isopropoxyethanol 457.32
    2,2,2-trifluoroethanol 554.78
    methyl butyrate 269.31

    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