Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, (2R,2aS,4aR,7aR,7bR)-3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a,4a-dihydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester

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  • Identifiers

    CAS number
    127500-59-8

    Molecular formula
    C24H30O7

    SMILES
    CC1=CC(=CC(=C1C(=O)O[C@@H]2C[C@]3([C@@]2(C(=C[C@]4([C@@H]3CC(C4)(C)C)O)C=O)O)C)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 48.39%
    Woody 35.19%
    Sweet 32.73%
    Balsamic 26.76%
    Spicy 26.54%
    Fresh 26.16%
    Mint 24.49%
    Cooling 23.95%
    Dry 23.28%
    Herbal 21.31%

     

    Flavor
    Bitter 90.86%
    Bland 26.73%
    Odorless 25.43%
    Cedarleaf 21.33%
    Sweet-like 21.2%
    Parsley 20.17%
    Lovage 19.6%
    Ripe apricot 19.51%
    Red fruit 19.44%
    Heather 19.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.67 (neutral)

    Molecular weight
    430.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    845°C

    Flash point

    • 229.39 ˚C est.

  • Synonyms

    • Armillarilin
    • 127500-59-8
    • Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, 3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a,4a-dihydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester
    • RefChem:916929
    • 3-formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta(e)inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate
    • Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, (2R,2aS,4aR,7aR,7bR)-3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a,4a-dihydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester
    • (2r,2as,4ar,7ar,7br)-3-formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-2,2a,4a,5,6,7,7a,7b-octahydro-1h-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate
    • [(2R,2aS,4aR,7aR,7bR)-3-formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-2,5,7,7a-tetrahydro-1H-cyclobuta[e]inden-2-yl] 2-hydroxy-4-methoxy-6-methylbenzoate
    • SCHEMBL12291282
    • DTXSID40925900
    • 3-Formyl-2a,4a-dihydroxy-6,6,7b-trimethyl-2,2a,4a,5,6,7,7a,7b-octahydro-1H-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate
    • 127500-59-8

  • Applications

    This compound, Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, (2R,2aS,4aR,7aR,7bR)-3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a,4a-dihydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester (CAS 127500-59-8), primarily serves as an intermediate and chiral building block in organic synthesis; in industry it is commonly evaluated for pharmaceutical development as a scaffold for lead compounds, for agrochemical research as a potential precursor, and as a specialty component for fragrance precursors or fixatives. It may also find use as a functional monomer or additive in polymer or coating formulations and, where permitted by regulations, as a formulation intermediate in cosmetics or personal-care products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.45
    methanol 33.75
    isopropanol 9.19
    water 0.04
    ethyl acetate 13.62
    n-propanol 16.58
    acetone 31.78
    n-butanol 11.44
    acetonitrile 17.73
    DMF 116.51
    toluene 3.1
    isobutanol 8.0
    1,4-dioxane 19.18
    methyl acetate 15.76
    THF 83.89
    2-butanone 23.95
    n-pentanol 7.66
    sec-butanol 7.03
    n-hexane 0.14
    ethylene glycol 9.65
    NMP 91.91
    cyclohexane 0.13
    DMSO 150.1
    n-butyl acetate 7.92
    n-octanol 3.14
    chloroform 60.59
    n-propyl acetate 8.78
    acetic acid 55.92
    dichloromethane 42.76
    cyclohexanone 28.36
    propylene glycol 14.57
    isopropyl acetate 7.95
    DMAc 85.48
    2-ethoxyethanol 28.33
    isopentanol 6.94
    n-heptane 0.12
    ethyl formate 13.88
    1,2-dichloroethane 18.52
    n-hexanol 6.94
    2-methoxyethanol 63.77
    isobutyl acetate 5.29
    tetrachloromethane 3.19
    n-pentyl acetate 7.51
    transcutol 24.85
    n-heptanol 4.75
    ethylbenzene 1.49
    MIBK 9.97
    2-propoxyethanol 38.16
    tert-butanol 7.07
    MTBE 3.16
    2-butoxyethanol 19.98
    propionic acid 20.29
    o-xylene 1.61
    formic acid 36.35
    diethyl ether 5.51
    m-xylene 1.98
    p-xylene 1.79
    chlorobenzene 6.37
    dimethyl carbonate 19.26
    n-octane 0.06
    formamide 47.03
    cyclopentanone 61.92
    2-pentanone 17.65
    anisole 6.56
    cyclopentyl methyl ether 11.26
    gamma-butyrolactone 74.95
    1-methoxy-2-propanol 47.88
    pyridine 23.86
    3-pentanone 11.59
    furfural 51.8
    n-dodecane 0.05
    diethylene glycol 34.87
    diisopropyl ether 0.91
    tert-amyl alcohol 5.88
    acetylacetone 26.32
    n-hexadecane 0.05
    acetophenone 11.32
    methyl propionate 20.33
    isopentyl acetate 6.77
    trichloroethylene 59.51
    n-nonanol 3.36
    cyclohexanol 5.27
    benzyl alcohol 10.08
    2-ethylhexanol 2.98
    isooctanol 3.47
    dipropyl ether 3.05
    1,2-dichlorobenzene 7.18
    ethyl lactate 11.86
    propylene carbonate 27.43
    n-methylformamide 60.58
    2-pentanol 4.41
    n-pentane 0.15
    1-propoxy-2-propanol 19.01
    1-methoxy-2-propyl acetate 18.18
    2-(2-methoxypropoxy) propanol 14.76
    mesitylene 0.93
    ε-caprolactone 26.96
    p-cymene 1.16
    epichlorohydrin 83.64
    1,1,1-trichloroethane 12.4
    2-aminoethanol 19.96
    morpholine-4-carbaldehyde 64.46
    sulfolane 105.34
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 17.96
    n-hexyl acetate 8.44
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 17.45
    sec-butyl acetate 4.8
    tert-butyl acetate 8.45
    decalin 0.12
    glycerin 30.19
    diglyme 31.12
    acrylic acid 28.3
    isopropyl myristate 2.3
    n-butyric acid 23.21
    acetyl acetate 11.56
    di(2-ethylhexyl) phthalate 5.75
    ethyl propionate 8.79
    nitromethane 99.98
    1,2-diethoxyethane 5.79
    benzonitrile 9.58
    trioctyl phosphate 4.03
    1-bromopropane 6.44
    gamma-valerolactone 86.64
    n-decanol 1.96
    triethyl phosphate 4.38
    4-methyl-2-pentanol 2.96
    propionitrile 13.37
    vinylene carbonate 28.88
    1,1,2-trichlorotrifluoroethane 78.44
    DMS 10.69
    cumene 1.02
    2-octanol 2.23
    2-hexanone 10.49
    octyl acetate 4.03
    limonene 1.51
    1,2-dimethoxyethane 31.51
    ethyl orthosilicate 3.58
    tributyl phosphate 3.79
    diacetone alcohol 21.2
    N,N-dimethylaniline 4.75
    acrylonitrile 25.42
    aniline 7.59
    1,3-propanediol 24.53
    bromobenzene 5.49
    dibromomethane 19.14
    1,1,2,2-tetrachloroethane 39.04
    2-methyl-cyclohexyl acetate 6.6
    tetrabutyl urea 6.02
    diisobutyl methanol 1.51
    2-phenylethanol 11.01
    styrene 1.85
    dioctyl adipate 5.6
    dimethyl sulfate 43.47
    ethyl butyrate 6.05
    methyl lactate 27.69
    butyl lactate 11.26
    diethyl carbonate 4.62
    propanediol butyl ether 17.01
    triethyl orthoformate 4.7
    p-tert-butyltoluene 1.05
    methyl 4-tert-butylbenzoate 13.22
    morpholine 32.43
    tert-butylamine 1.84
    n-dodecanol 1.12
    dimethoxymethane 58.07
    ethylene carbonate 20.18
    cyrene 28.36
    2-ethoxyethyl acetate 14.16
    2-ethylhexyl acetate 4.89
    1,2,4-trichlorobenzene 10.67
    4-methylpyridine 16.94
    dibutyl ether 1.61
    2,6-dimethyl-4-heptanol 1.51
    DEF 21.62
    dimethyl isosorbide 29.33
    tetrachloroethylene 21.82
    eugenol 15.95
    triacetin 13.33
    span 80 13.03
    1,4-butanediol 9.65
    1,1-dichloroethane 13.59
    2-methyl-1-pentanol 5.24
    methyl formate 42.23
    2-methyl-1-butanol 7.03
    n-decane 0.1
    butyronitrile 11.16
    3,7-dimethyl-1-octanol 2.61
    1-chlorooctane 1.04
    1-chlorotetradecane 0.28
    n-nonane 0.08
    undecane 0.07
    tert-butylcyclohexane 0.12
    cyclooctane 0.06
    cyclopentanol 11.12
    tetrahydropyran 10.53
    tert-amyl methyl ether 3.45
    2,5,8-trioxanonane 20.24
    1-hexene 0.9
    2-isopropoxyethanol 14.72
    2,2,2-trifluoroethanol 24.53
    methyl butyrate 12.04

    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