Ethanethioic acid, S-(1-methyl-1-((1R,4R)-4-methyl-2-oxocyclohexyl)ethyl) ester

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  • Identifiers

    CAS number
    57074-34-7

    Molecular formula
    C12H20O2S

    SMILES
    C[C@@H]1CC[C@H](C(=O)C1)C(C)(C)SC(=O)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 2168.0

  • Odor profile

    Herbal 69.77%
    Fruity 53.52%
    Tropical 52.56%
    Sulfurous 52.05%
    Mint 49.85%
    Black currant 47.0%
    Grapefruit 45.52%
    Green 38.87%
    Spicy 34.94%
    Citrus 32.72%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    Molecular weight
    228.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    326°C

    Flash point est.
    126.46 ˚C

  • Synonyms

    • 57074-34-7
    • Menthone-8-thioacetate, trans-
    • 1HQV1B71RE
    • UNII-B163AE9AB3
    • B163AE9AB3
    • Menthone-8-thioacetate, (1R,4R)-
    • 8-Acetylthio-p-menthanone-3
    • 166022-17-9
    • EINECS 260-546-2
    • Ethanethioic acid, S-(1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl) ester, trans-
    • Ethanethioic acid, S-(1-methyl-1-((1R,4R)-4-methyl-2-oxocyclohexyl)ethyl) ester, rel-
    • Ethanethioic acid, S-(1-methyl-1-((1R,4R)-4-methyl-2-oxocyclohexyl)ethyl) ester
    • Ethanethioic acid, S-(1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl) ester, trans-(+-)-
    • S-(1-Methyl-1-(4-methyl-2-oxocyclohexyl)ethyl) (1Rtrans)ethanethioate
    • ETHANETHIOIC ACID, S-(1-METHYL-1-(4-METHYL-2-OXOCYCLOHEXYL)ETHYL) ESTER, (1R-TRANS)-
    • Ethanethioic acid, S-(1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl) ester, (1theta-trans)-
    • Ethanethioic acid, S-[1-methyl-1-[(1R,4R)-4-methyl-2-oxocyclohexyl]ethyl] ester
    • S-(1-METHYL-1-((1R,4R)-4-METHYL-2-OXO-CYCLOHEXYL)ETHYL) ETHANETHIOATE
    • S-(1-METHYL-1-((1R,4R)-4-METHYL-2-OXO-CYCLOHEXYL)ETHYL) ETHANETHIOATE, (1R-E)-
    • S-(1-Methyl-1-((1R,4R)-4-methyl-2-oxocyclohexyl)ethyl) ethanethioate
    • S-[1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl] (1Rtrans)ethanethioate
    • S-[1-Methyl-1-[(1R,4R)-4-methyl-2-oxocyclohexyl]ethyl] ethanethioate
    • Ethanethioic acid, S-[1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl] ester, (1R-trans)-
    • Ethanethioic acid, S-[1-methyl-1-[(1R,4R)-4-methyl-2-oxocyclohexyl]ethyl] ester, rel-
    • UNII-1HQV1B71RE
    • trans-Menthone-8-thioacetate
    • S-(2-((1R,4R)-4-Methyl-2-oxocyclohexyl)propan-2-yl) ethanethioate
    • DTXSID70168065
    • Ethanethioic acid, S-[1-methyl-1-(4-methyl-2-oxocyclohexyl)ethyl] ester, trans- (.+/-.)-
    • Ethanethioic acid, S-1-methyl-1-(1R,4R)-4-methyl-2-oxocyclohexylethyl ester
    • ETHANETHIOIC ACID, S-(1-METHYL-1-(4-METHYL-2-OXOCYCLOHEXYL)ETHYL) ESTER, TRANS-(+/-)-

  • Applications

    Ethanethioic acid, S-(1-methyl-1-((1R,4R)-4-methyl-2-oxocyclohexyl)ethyl) ester (CAS 57074-34-7) is a sulfur-bearing thioacetate with defined stereochemistry, used mainly as a thiol-protecting/latent-thiol handle and a sophisticated synthetic intermediate: it can liberate –SH under suitable conditions to forge thioethers, disulfides, or surface anchors; serves as a stereochemically guided building block in medicinal, agrochemical, and specialty-chemical discovery; acts as a sulfur-rich reference standard for developing/calibrating analytical methods (GC-MS, LC-MS, sulfur detection); supports mechanistic studies of thioester reactivity and acyl transfer; is explored in flavor–fragrance chemistry as a model for sulfur notes; and enables materials, polymer, or nanoparticle functionalization via deprotection to –SH followed by conjugation, with its (1R,4R) configuration valuable for asymmetric studies and chirality transfer.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 698.87
    methanol 1024.2
    isopropanol 528.32
    water 4.6
    ethyl acetate 685.92
    n-propanol 494.59
    acetone 947.73
    n-butanol 445.03
    acetonitrile 899.64
    DMF 1301.63
    toluene 586.05
    isobutanol 360.85
    1,4-dioxane 1446.59
    methyl acetate 647.58
    THF 2345.71
    2-butanone 636.25
    n-pentanol 275.11
    sec-butanol 379.43
    n-hexane 25.05
    ethylene glycol 144.67
    NMP 1275.24
    cyclohexane 81.87
    DMSO 624.89
    n-butyl acetate 488.14
    n-octanol 226.61
    chloroform 2049.24
    n-propyl acetate 358.32
    acetic acid 1006.96
    dichloromethane 1430.87
    cyclohexanone 1303.26
    propylene glycol 270.86
    isopropyl acetate 420.86
    DMAc 717.1
    2-ethoxyethanol 364.67
    isopentanol 352.38
    n-heptane 28.73
    ethyl formate 586.04
    1,2-dichloroethane 695.81
    n-hexanol 491.72
    2-methoxyethanol 835.71
    isobutyl acetate 250.11
    tetrachloromethane 220.93
    n-pentyl acetate 321.48
    transcutol 1248.57
    n-heptanol 209.15
    ethylbenzene 198.05
    MIBK 362.97
    2-propoxyethanol 736.68
    tert-butanol 561.99
    MTBE 388.68
    2-butoxyethanol 353.68
    propionic acid 539.6
    o-xylene 281.45
    formic acid 423.21
    diethyl ether 430.89
    m-xylene 402.79
    p-xylene 253.84
    chlorobenzene 722.48
    dimethyl carbonate 278.09
    n-octane 12.29
    formamide 463.96
    cyclopentanone 1492.73
    2-pentanone 611.44
    anisole 410.58
    cyclopentyl methyl ether 819.49
    gamma-butyrolactone 1781.58
    1-methoxy-2-propanol 701.82
    pyridine 1087.8
    3-pentanone 385.78
    furfural 1456.73
    n-dodecane 11.86
    diethylene glycol 556.15
    diisopropyl ether 140.48
    tert-amyl alcohol 372.75
    acetylacetone 736.65
    n-hexadecane 14.19
    acetophenone 390.66
    methyl propionate 494.54
    isopentyl acetate 422.87
    trichloroethylene 1753.41
    n-nonanol 183.17
    cyclohexanol 646.13
    benzyl alcohol 402.98
    2-ethylhexanol 227.64
    isooctanol 157.98
    dipropyl ether 211.04
    1,2-dichlorobenzene 517.33
    ethyl lactate 193.08
    propylene carbonate 1013.72
    n-methylformamide 761.02
    2-pentanol 295.82
    n-pentane 32.25
    1-propoxy-2-propanol 503.41
    1-methoxy-2-propyl acetate 550.43
    2-(2-methoxypropoxy) propanol 308.89
    mesitylene 194.49
    ε-caprolactone 1118.46
    p-cymene 132.56
    epichlorohydrin 1551.91
    1,1,1-trichloroethane 850.42
    2-aminoethanol 320.69
    morpholine-4-carbaldehyde 1213.95
    sulfolane 1255.24
    2,2,4-trimethylpentane 22.16
    2-methyltetrahydrofuran 1309.75
    n-hexyl acetate 483.72
    isooctane 20.23
    2-(2-butoxyethoxy)ethanol 435.3
    sec-butyl acetate 250.4
    tert-butyl acetate 461.26
    decalin 35.82
    glycerin 368.26
    diglyme 745.56
    acrylic acid 515.4
    isopropyl myristate 150.0
    n-butyric acid 789.79
    acetyl acetate 522.16
    di(2-ethylhexyl) phthalate 167.44
    ethyl propionate 289.37
    nitromethane 1426.6
    1,2-diethoxyethane 377.55
    benzonitrile 698.05
    trioctyl phosphate 124.61
    1-bromopropane 381.03
    gamma-valerolactone 1890.86
    n-decanol 125.64
    triethyl phosphate 146.3
    4-methyl-2-pentanol 181.0
    propionitrile 557.77
    vinylene carbonate 967.26
    1,1,2-trichlorotrifluoroethane 924.7
    DMS 385.08
    cumene 123.96
    2-octanol 156.12
    2-hexanone 344.39
    octyl acetate 202.32
    limonene 191.48
    1,2-dimethoxyethane 605.44
    ethyl orthosilicate 144.7
    tributyl phosphate 154.24
    diacetone alcohol 501.52
    N,N-dimethylaniline 241.66
    acrylonitrile 741.61
    aniline 635.61
    1,3-propanediol 475.06
    bromobenzene 680.35
    dibromomethane 898.64
    1,1,2,2-tetrachloroethane 1278.12
    2-methyl-cyclohexyl acetate 274.14
    tetrabutyl urea 187.77
    diisobutyl methanol 124.18
    2-phenylethanol 493.65
    styrene 241.6
    dioctyl adipate 212.21
    dimethyl sulfate 391.6
    ethyl butyrate 290.58
    methyl lactate 307.14
    butyl lactate 288.68
    diethyl carbonate 204.03
    propanediol butyl ether 411.66
    triethyl orthoformate 211.92
    p-tert-butyltoluene 133.94
    methyl 4-tert-butylbenzoate 330.71
    morpholine 1473.5
    tert-butylamine 313.49
    n-dodecanol 90.74
    dimethoxymethane 715.48
    ethylene carbonate 762.6
    cyrene 381.85
    2-ethoxyethyl acetate 433.53
    2-ethylhexyl acetate 320.69
    1,2,4-trichlorobenzene 667.19
    4-methylpyridine 1248.63
    dibutyl ether 176.3
    2,6-dimethyl-4-heptanol 124.18
    DEF 551.73
    dimethyl isosorbide 612.15
    tetrachloroethylene 710.66
    eugenol 301.74
    triacetin 398.62
    span 80 329.13
    1,4-butanediol 175.22
    1,1-dichloroethane 928.9
    2-methyl-1-pentanol 236.04
    methyl formate 723.07
    2-methyl-1-butanol 322.59
    n-decane 21.56
    butyronitrile 634.74
    3,7-dimethyl-1-octanol 198.2
    1-chlorooctane 129.92
    1-chlorotetradecane 43.7
    n-nonane 20.37
    undecane 15.34
    tert-butylcyclohexane 32.67
    cyclooctane 25.69
    cyclopentanol 676.35
    tetrahydropyran 1232.48
    tert-amyl methyl ether 270.29
    2,5,8-trioxanonane 469.52
    1-hexene 129.61
    2-isopropoxyethanol 285.95
    2,2,2-trifluoroethanol 398.62
    methyl butyrate 402.28

    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

Botanical

Name CAS Botanical Proportion
Buchu leaf (South Africa) 1b (species) 84649-93-4 Agathosma crenulata Pillans, fam. Rutaceae 6.83%
Buchu leaf (South Africa) 1c (hybrid) 84649-93-4 Agathosma betulina x crenulata, fam. Rutaceae 1.11%
Buchu leaf (South Africa) 2 84649-93-4 Agathosma betulina (Berg.) Pillans (Barosma betulina Bertl.), fam. Rutacea 0.06%