rel-(betaR,1S,4R)-beta,4-Dimethyl-1-(2-methyl-1-oxopropyl)-3-oxocyclohexanepropanoic acid

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  • Identifiers

    CAS number
    5956-06-9

    Molecular formula
    C15H24O4

    SMILES
    C[C@@H]1CC[C@](CC1=O)([C@H](C)CC(=O)O)C(=O)C(C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 37.28%
    Mint 36.95%
    Woody 34.74%
    Cooling 32.79%
    Dry 24.41%
    Herbal 23.73%
    Animal 20.85%
    Fresh 18.67%
    Fruity 17.88%
    Tobacco 17.62%

     

    Flavor
    Fruity 46.3%
    Bitter 27.93%
    Berry 26.0%
    Odorless 22.62%
    Cedarleaf 20.15%
    Leaves 19.54%
    Roquefort cheese 19.51%
    Toffee 19.37%
    Fenugreek 19.25%
    Stinky 19.18%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.08 (neutral)

    Molecular weight
    268.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    418°C

    Flash point

    • 185.4 ˚C est.

  • Synonyms

    • Acoric acid
    • 5956-06-9
    • 65WVB6DB6D
    • DTXSID90208235
    • Cyclohexanepropanoic acid, beta,4-dimethyl-1-(2-methyl-1-oxopropyl)-3-oxo-, (1alpha,1(S*),4alpha)-
    • RefChem:879177
    • DTXCID10130726
    • rel-(betaR,1S,4R)-beta,4-Dimethyl-1-(2-methyl-1-oxopropyl)-3-oxocyclohexanepropanoic acid
    • UNII-65WVB6DB6D
    • (3R)-3-[(1S,4R)-4-METHYL-1-(2-METHYLPROPANOYL)-3-OXOCYCLOHEXYL]BUTANOIC ACID
    • (R)-3-((1S,4R)-Rel-1-isobutyryl-4-methyl-3-oxocyclohexyl)butanoic acid
    • SCHEMBL29410676
    • Acoric acid, >=95% (LC/MS-ELSD)
    • Q27263910
    • P-MENTHANE-9-CARBOXYLIC ACID, 4-ISOBUTYRYL-2-OXO-
    • CYCLOHEXANEPROPANOIC ACID, .BETA.,4-DIMETHYL-1-(2-METHYL-1-OXOPROPYL)-3-OXO-, (.BETA.R,1S,4R)-REL-
    • CYCLOHEXANEPROPANOIC ACID, .BETA.,4-DIMETHYL-1-(2-METHYL-1-OXOPROPYL)-3-OXO-, (1.ALPHA.,1(S*),4.ALPHA.)-
    • 5956-06-9

  • Applications

    rel-(betaR,1S,4R)-beta,4-Dimethyl-1-(2-methyl-1-oxopropyl)-3-oxocyclohexanepropanoic acid (CAS 5956-06-9) is primarily used as a chiral building block and synthetic intermediate in pharmaceutical research and manufacturing, enabling asymmetric syntheses and the preparation of cyclohexanone-based APIs. It also serves as a versatile precursor for constructing complex molecules in the specialty chemicals space, including the development of chiral scaffolds and beta-diketone derivatives. In industrial manufacturing, it acts as a starting material and a substrate for process development and scale-up. Additionally, the compound is sometimes evaluated for use in agrochemical synthesis to access bioactive cyclohexanone frameworks, and may find roles in custom synthesis programs and contract chemistry settings subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 402.08
    methanol 726.59
    isopropanol 443.34
    water 3.97
    ethyl acetate 213.69
    n-propanol 387.08
    acetone 401.15
    n-butanol 267.87
    acetonitrile 183.43
    DMF 995.61
    toluene 103.41
    isobutanol 249.88
    1,4-dioxane 440.69
    methyl acetate 204.31
    THF 866.38
    2-butanone 276.84
    n-pentanol 147.86
    sec-butanol 255.8
    n-hexane 3.79
    ethylene glycol 111.26
    NMP 732.68
    cyclohexane 5.3
    DMSO 913.33
    n-butyl acetate 123.73
    n-octanol 47.51
    chloroform 416.37
    n-propyl acetate 101.34
    acetic acid 355.13
    dichloromethane 371.34
    cyclohexanone 417.55
    propylene glycol 175.28
    isopropyl acetate 160.07
    DMAc 671.93
    2-ethoxyethanol 261.4
    isopentanol 200.12
    n-heptane 1.09
    ethyl formate 155.92
    1,2-dichloroethane 281.31
    n-hexanol 144.53
    2-methoxyethanol 516.91
    isobutyl acetate 64.68
    tetrachloromethane 54.62
    n-pentyl acetate 86.55
    transcutol 400.99
    n-heptanol 64.91
    ethylbenzene 54.35
    MIBK 152.05
    2-propoxyethanol 295.1
    tert-butanol 447.5
    MTBE 174.26
    2-butoxyethanol 141.7
    propionic acid 259.2
    o-xylene 78.65
    formic acid 270.09
    diethyl ether 149.07
    m-xylene 79.69
    p-xylene 61.44
    chlorobenzene 133.02
    dimethyl carbonate 126.34
    n-octane 0.92
    formamide 380.24
    cyclopentanone 640.69
    2-pentanone 245.91
    anisole 132.02
    cyclopentyl methyl ether 244.28
    gamma-butyrolactone 680.58
    1-methoxy-2-propanol 417.07
    pyridine 278.19
    3-pentanone 160.19
    furfural 473.11
    n-dodecane 0.79
    diethylene glycol 258.24
    diisopropyl ether 36.53
    tert-amyl alcohol 276.39
    acetylacetone 284.91
    n-hexadecane 0.97
    acetophenone 147.52
    methyl propionate 209.67
    isopentyl acetate 120.55
    trichloroethylene 541.28
    n-nonanol 41.06
    cyclohexanol 201.63
    benzyl alcohol 163.58
    2-ethylhexanol 52.39
    isooctanol 49.87
    dipropyl ether 32.69
    1,2-dichlorobenzene 125.49
    ethyl lactate 79.39
    propylene carbonate 311.78
    n-methylformamide 518.17
    2-pentanol 152.51
    n-pentane 3.59
    1-propoxy-2-propanol 162.54
    1-methoxy-2-propyl acetate 176.7
    2-(2-methoxypropoxy) propanol 115.14
    mesitylene 38.6
    ε-caprolactone 379.02
    p-cymene 25.13
    epichlorohydrin 610.69
    1,1,1-trichloroethane 199.49
    2-aminoethanol 245.82
    morpholine-4-carbaldehyde 584.03
    sulfolane 817.38
    2,2,4-trimethylpentane 4.03
    2-methyltetrahydrofuran 400.12
    n-hexyl acetate 110.17
    isooctane 3.05
    2-(2-butoxyethoxy)ethanol 154.6
    sec-butyl acetate 82.12
    tert-butyl acetate 166.91
    decalin 5.94
    glycerin 259.97
    diglyme 281.15
    acrylic acid 240.21
    isopropyl myristate 29.88
    n-butyric acid 296.01
    acetyl acetate 139.24
    di(2-ethylhexyl) phthalate 55.19
    ethyl propionate 99.41
    nitromethane 554.86
    1,2-diethoxyethane 92.36
    benzonitrile 140.31
    trioctyl phosphate 37.25
    1-bromopropane 105.15
    gamma-valerolactone 719.77
    n-decanol 25.63
    triethyl phosphate 46.31
    4-methyl-2-pentanol 79.56
    propionitrile 165.02
    vinylene carbonate 267.43
    1,1,2-trichlorotrifluoroethane 397.11
    DMS 128.97
    cumene 35.0
    2-octanol 38.83
    2-hexanone 112.39
    octyl acetate 43.72
    limonene 30.87
    1,2-dimethoxyethane 330.4
    ethyl orthosilicate 41.33
    tributyl phosphate 41.48
    diacetone alcohol 240.5
    N,N-dimethylaniline 89.59
    acrylonitrile 228.77
    aniline 207.22
    1,3-propanediol 344.95
    bromobenzene 110.65
    dibromomethane 215.19
    1,1,2,2-tetrachloroethane 433.44
    2-methyl-cyclohexyl acetate 74.83
    tetrabutyl urea 56.87
    diisobutyl methanol 28.82
    2-phenylethanol 138.81
    styrene 60.74
    dioctyl adipate 50.76
    dimethyl sulfate 277.98
    ethyl butyrate 71.35
    methyl lactate 160.21
    butyl lactate 91.18
    diethyl carbonate 52.87
    propanediol butyl ether 141.28
    triethyl orthoformate 51.35
    p-tert-butyltoluene 23.92
    methyl 4-tert-butylbenzoate 123.6
    morpholine 607.7
    tert-butylamine 156.62
    n-dodecanol 15.81
    dimethoxymethane 410.68
    ethylene carbonate 219.79
    cyrene 168.33
    2-ethoxyethyl acetate 136.16
    2-ethylhexyl acetate 83.52
    1,2,4-trichlorobenzene 164.04
    4-methylpyridine 335.89
    dibutyl ether 25.56
    2,6-dimethyl-4-heptanol 28.82
    DEF 276.35
    dimethyl isosorbide 213.06
    tetrachloroethylene 263.62
    eugenol 114.24
    triacetin 112.76
    span 80 99.42
    1,4-butanediol 125.83
    1,1-dichloroethane 246.76
    2-methyl-1-pentanol 122.28
    methyl formate 343.58
    2-methyl-1-butanol 185.9
    n-decane 1.64
    butyronitrile 150.95
    3,7-dimethyl-1-octanol 42.01
    1-chlorooctane 16.16
    1-chlorotetradecane 4.38
    n-nonane 1.4
    undecane 1.09
    tert-butylcyclohexane 5.36
    cyclooctane 1.89
    cyclopentanol 299.15
    tetrahydropyran 335.23
    tert-amyl methyl ether 119.27
    2,5,8-trioxanonane 164.39
    1-hexene 25.9
    2-isopropoxyethanol 163.24
    2,2,2-trifluoroethanol 197.22
    methyl butyrate 136.25

    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