4-(5-Methyl-2-propan-2-ylcyclohexyl)oxy-4-oxobutanoic acid

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  • Identifiers

    CAS number
    188709-97-9

    Molecular formula
    C14H24O4

    SMILES
    CC1CCC(C(C1)OC(=O)CCC(=O)O)C(C)C

  • Odor profile

    Fragrance
    Odorless 61.36%
    Mint 46.04%
    Cooling 40.92%
    Sour 26.99%
    Fruity 23.14%
    Herbal 23.05%
    Animal 21.56%
    Milky 20.82%
    Lactonic 19.92%
    Fresh 17.32%

     

    Flavor
    Fruity 48.0%
    Odorless 34.93%
    Sour 26.8%
    Cheese 24.71%
    Mild 23.68%
    Animal 23.21%
    Tropical 21.28%
    Berry 20.97%
    Bland 20.44%
    Fatty 20.4%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    6.76 (neutral)

    Molecular weight
    256.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    336°C

    Melting point expt.

    • 61.5 - 62.5 °C

    Flash point

    • 157.42 ˚C est.

  • Synonyms

    • Monomenthyl succinate
    • 188709-97-9
    • 4-(5-methyl-2-propan-2-ylcyclohexyl)oxy-4-oxobutanoic acid
    • 4-{[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-4-oxobutanoic acid
    • SCHEMBL79842
    • FEMA 3810
    • DTXSID10868431
    • CHEBI:169181
    • DB-162146
    • 1-[5-Methyl-2-(1-methylethyl)cyclohexyl] hydrogen butanedioate
    • Mono[5-methyl-2-(1-methylethyl)cyclohexyl] butanedioate, 9CI

  • Applications

    Chemical name: 4-(5-Methyl-2-propan-2-ylcyclohexyl)oxy-4-oxobutanoic acid; CAS number: 188709-97-9. In practice, this compound is typically used as an organic synthesis intermediate, particularly for beta-keto ester motifs and related C–C/C–O bond-forming steps; its practical applications include serving as an intermediate for pharmaceutical and agrochemical development, as a building block for advanced organic compounds and specialty polymers, and as a precursor in enolate chemistry to generate diverse derivatives; it may also be used in coatings and ink formulations after functionalization of its ether and keto-ester moieties. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 535.18
    methanol 736.25
    isopropanol 452.9
    water 1.03
    ethyl acetate 159.4
    n-propanol 322.33
    acetone 239.33
    n-butanol 274.58
    acetonitrile 101.88
    DMF 416.8
    toluene 48.74
    isobutanol 226.09
    1,4-dioxane 381.48
    methyl acetate 141.88
    THF 599.31
    2-butanone 188.48
    n-pentanol 212.29
    sec-butanol 265.34
    n-hexane 5.61
    ethylene glycol 45.71
    NMP 276.2
    cyclohexane 6.94
    DMSO 471.65
    n-butyl acetate 155.49
    n-octanol 58.73
    chloroform 218.24
    n-propyl acetate 126.47
    acetic acid 258.85
    dichloromethane 201.45
    cyclohexanone 263.74
    propylene glycol 112.98
    isopropyl acetate 139.95
    DMAc 441.64
    2-ethoxyethanol 307.84
    isopentanol 239.64
    n-heptane 1.93
    ethyl formate 110.02
    1,2-dichloroethane 139.83
    n-hexanol 161.4
    2-methoxyethanol 451.6
    isobutyl acetate 107.92
    tetrachloromethane 22.33
    n-pentyl acetate 80.24
    transcutol 610.9
    n-heptanol 68.11
    ethylbenzene 40.79
    MIBK 127.54
    2-propoxyethanol 302.45
    tert-butanol 453.82
    MTBE 181.29
    2-butoxyethanol 163.17
    propionic acid 156.64
    o-xylene 49.2
    formic acid 106.09
    diethyl ether 112.05
    m-xylene 51.42
    p-xylene 58.66
    chlorobenzene 65.66
    dimethyl carbonate 43.08
    n-octane 2.05
    formamide 158.73
    cyclopentanone 306.01
    2-pentanone 162.62
    anisole 102.87
    cyclopentyl methyl ether 162.54
    gamma-butyrolactone 338.89
    1-methoxy-2-propanol 367.61
    pyridine 157.91
    3-pentanone 84.79
    furfural 260.65
    n-dodecane 2.19
    diethylene glycol 217.64
    diisopropyl ether 35.49
    tert-amyl alcohol 270.39
    acetylacetone 189.07
    n-hexadecane 2.53
    acetophenone 110.9
    methyl propionate 112.5
    isopentyl acetate 160.16
    trichloroethylene 247.82
    n-nonanol 54.63
    cyclohexanol 161.03
    benzyl alcohol 130.03
    2-ethylhexanol 69.08
    isooctanol 58.4
    dipropyl ether 42.93
    1,2-dichlorobenzene 68.6
    ethyl lactate 69.83
    propylene carbonate 190.58
    n-methylformamide 182.93
    2-pentanol 164.87
    n-pentane 3.89
    1-propoxy-2-propanol 195.44
    1-methoxy-2-propyl acetate 170.47
    2-(2-methoxypropoxy) propanol 141.73
    mesitylene 32.55
    ε-caprolactone 249.89
    p-cymene 24.15
    epichlorohydrin 321.87
    1,1,1-trichloroethane 100.15
    2-aminoethanol 170.05
    morpholine-4-carbaldehyde 357.98
    sulfolane 358.18
    2,2,4-trimethylpentane 5.11
    2-methyltetrahydrofuran 328.19
    n-hexyl acetate 107.95
    isooctane 4.27
    2-(2-butoxyethoxy)ethanol 214.18
    sec-butyl acetate 99.35
    tert-butyl acetate 145.77
    decalin 7.75
    glycerin 129.56
    diglyme 336.44
    acrylic acid 105.74
    isopropyl myristate 40.78
    n-butyric acid 251.96
    acetyl acetate 92.72
    di(2-ethylhexyl) phthalate 55.53
    ethyl propionate 88.08
    nitromethane 265.23
    1,2-diethoxyethane 147.53
    benzonitrile 101.05
    trioctyl phosphate 38.74
    1-bromopropane 68.64
    gamma-valerolactone 457.23
    n-decanol 40.17
    triethyl phosphate 47.4
    4-methyl-2-pentanol 98.57
    propionitrile 84.05
    vinylene carbonate 146.6
    1,1,2-trichlorotrifluoroethane 220.14
    DMS 85.35
    cumene 34.02
    2-octanol 44.58
    2-hexanone 129.28
    octyl acetate 54.0
    limonene 32.79
    1,2-dimethoxyethane 386.11
    ethyl orthosilicate 47.39
    tributyl phosphate 46.29
    diacetone alcohol 212.85
    N,N-dimethylaniline 75.46
    acrylonitrile 88.86
    aniline 99.54
    1,3-propanediol 269.18
    bromobenzene 56.73
    dibromomethane 123.88
    1,1,2,2-tetrachloroethane 235.61
    2-methyl-cyclohexyl acetate 90.61
    tetrabutyl urea 57.79
    diisobutyl methanol 37.68
    2-phenylethanol 119.25
    styrene 44.51
    dioctyl adipate 68.37
    dimethyl sulfate 79.28
    ethyl butyrate 86.08
    methyl lactate 79.22
    butyl lactate 91.29
    diethyl carbonate 57.62
    propanediol butyl ether 159.1
    triethyl orthoformate 64.61
    p-tert-butyltoluene 24.16
    methyl 4-tert-butylbenzoate 102.63
    morpholine 517.88
    tert-butylamine 186.55
    n-dodecanol 28.93
    dimethoxymethane 203.26
    ethylene carbonate 134.36
    cyrene 141.84
    2-ethoxyethyl acetate 129.82
    2-ethylhexyl acetate 110.33
    1,2,4-trichlorobenzene 86.45
    4-methylpyridine 184.45
    dibutyl ether 45.0
    2,6-dimethyl-4-heptanol 37.68
    DEF 170.77
    dimethyl isosorbide 224.77
    tetrachloroethylene 133.97
    eugenol 105.3
    triacetin 113.8
    span 80 121.46
    1,4-butanediol 120.14
    1,1-dichloroethane 130.12
    2-methyl-1-pentanol 184.82
    methyl formate 107.53
    2-methyl-1-butanol 189.6
    n-decane 3.59
    butyronitrile 122.31
    3,7-dimethyl-1-octanol 65.55
    1-chlorooctane 21.41
    1-chlorotetradecane 8.7
    n-nonane 2.94
    undecane 2.71
    tert-butylcyclohexane 7.52
    cyclooctane 2.84
    cyclopentanol 192.0
    tetrahydropyran 280.56
    tert-amyl methyl ether 115.92
    2,5,8-trioxanonane 232.14
    1-hexene 37.29
    2-isopropoxyethanol 218.35
    2,2,2-trifluoroethanol 76.46
    methyl butyrate 130.6

    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