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

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  • Identifiers

    CAS number
    83329-14-0

    Molecular formula
    C24H30O6

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 46.42%
    Woody 40.06%
    Fresh 27.29%
    Balsamic 26.7%
    Spicy 26.26%
    Dry 25.45%
    Sweet 24.79%
    Amber 24.23%
    Mint 21.63%
    Herbal 20.51%

     

    Flavor
    Bitter 89.55%
    Bland 25.68%
    Odorless 25.47%
    Cedarleaf 20.99%
    Parsley 20.32%
    Sweet-like 20.31%
    Lovage 19.63%
    Ripe apricot 19.48%
    Heather 19.42%
    Red fruit 19.31%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    6.47 (neutral)

    Molecular weight
    414.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    649°C

    Flash point

    • 210.06 ˚C est.

  • Synonyms

    • Armillarin
    • 83329-14-0
    • DTXSID00276344
    • [(2R,2aS,4aS,7aS,7bR)-3-formyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-yl] 2-hydroxy-4-methoxy-6-methylbenzoate
    • Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, 3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a-hydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester, (2R-(2alpha,2abeta,4aalpha,7aalpha,7bbeta))-
    • ((2R,2aS,4aS,7aS,7bR)-3-formyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta(e)inden-2-yl) 2-hydroxy-4-methoxy-6-methylbenzoate
    • RefChem:916930
    • DTXCID20227656
    • Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, (2R,2aS,4aS,7aS,7bR)-3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a-hydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester
    • (2r,2as,4as,7as,7br)-3-formyl-2a-hydroxy-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
    • 88642-93-7
    • CHEMBL1762773
    • SCHEMBL30148141
    • CHEBI:171676
    • [(2R,2aS,4aS,7aS,7bR)-3-ormyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-yl] 2-hydroxy-4-methoxy-6-methylbenzoate
    • 83329-14-0

  • Applications

    Benzoic acid, 2-hydroxy-4-methoxy-6-methyl-, (2R,2aS,4aS,7aS,7bR)-3-formyl-2,2a,4a,5,6,7,7a,7b-octahydro-2a-hydroxy-6,6,7b-trimethyl-1H-cyclobut(e)inden-2-yl ester (CAS 83329-14-0) is primarily used as an advanced organic intermediate and chiral building block in pharmaceutical and agrochemical synthesis, enabling stereoselective routes to complex molecules. It may be evaluated as a fragrance ingredient or odorant precursor in perfumery and cosmetics, with potential roles as a niche fixative or aroma component. In materials and polymer chemistry, it can serve as a specialty additive or monomer precursor to access chiral, bicyclic architectures. It is also considered as an intermediate in industrial manufacturing for the synthesis of other specialty chemicals, subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 24.07
    methanol 27.8
    isopropanol 20.26
    water 0.03
    ethyl acetate 32.87
    n-propanol 30.03
    acetone 57.07
    n-butanol 24.81
    acetonitrile 26.27
    DMF 125.79
    toluene 13.02
    isobutanol 18.37
    1,4-dioxane 40.14
    methyl acetate 34.5
    THF 150.97
    2-butanone 53.86
    n-pentanol 16.08
    sec-butanol 17.7
    n-hexane 0.37
    ethylene glycol 8.72
    NMP 113.65
    cyclohexane 0.56
    DMSO 142.44
    n-butyl acetate 18.98
    n-octanol 6.58
    chloroform 182.33
    n-propyl acetate 19.18
    acetic acid 62.26
    dichloromethane 107.28
    cyclohexanone 64.65
    propylene glycol 16.72
    isopropyl acetate 21.73
    DMAc 119.29
    2-ethoxyethanol 38.84
    isopentanol 17.88
    n-heptane 0.32
    ethyl formate 22.73
    1,2-dichloroethane 49.82
    n-hexanol 15.97
    2-methoxyethanol 71.89
    isobutyl acetate 13.1
    tetrachloromethane 10.5
    n-pentyl acetate 17.46
    transcutol 52.76
    n-heptanol 10.11
    ethylbenzene 5.13
    MIBK 24.49
    2-propoxyethanol 57.73
    tert-butanol 18.43
    MTBE 10.86
    2-butoxyethanol 33.19
    propionic acid 33.94
    o-xylene 6.21
    formic acid 27.21
    diethyl ether 14.86
    m-xylene 7.9
    p-xylene 6.31
    chlorobenzene 22.56
    dimethyl carbonate 35.19
    n-octane 0.15
    formamide 41.19
    cyclopentanone 110.41
    2-pentanone 41.95
    anisole 17.96
    cyclopentyl methyl ether 28.99
    gamma-butyrolactone 113.17
    1-methoxy-2-propanol 70.49
    pyridine 49.08
    3-pentanone 30.75
    furfural 81.43
    n-dodecane 0.12
    diethylene glycol 44.18
    diisopropyl ether 3.31
    tert-amyl alcohol 16.0
    acetylacetone 53.96
    n-hexadecane 0.15
    acetophenone 25.2
    methyl propionate 41.2
    isopentyl acetate 17.59
    trichloroethylene 145.82
    n-nonanol 7.11
    cyclohexanol 15.87
    benzyl alcohol 22.13
    2-ethylhexanol 7.58
    isooctanol 8.07
    dipropyl ether 7.33
    1,2-dichlorobenzene 22.65
    ethyl lactate 21.11
    propylene carbonate 50.14
    n-methylformamide 61.42
    2-pentanol 13.12
    n-pentane 0.47
    1-propoxy-2-propanol 33.53
    1-methoxy-2-propyl acetate 37.48
    2-(2-methoxypropoxy) propanol 27.2
    mesitylene 3.58
    ε-caprolactone 55.39
    p-cymene 3.56
    epichlorohydrin 143.25
    1,1,1-trichloroethane 41.52
    2-aminoethanol 20.49
    morpholine-4-carbaldehyde 87.08
    sulfolane 149.36
    2,2,4-trimethylpentane 0.37
    2-methyltetrahydrofuran 43.12
    n-hexyl acetate 19.45
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 31.84
    sec-butyl acetate 12.37
    tert-butyl acetate 22.39
    decalin 0.44
    glycerin 31.93
    diglyme 54.62
    acrylic acid 39.52
    isopropyl myristate 5.98
    n-butyric acid 45.53
    acetyl acetate 27.38
    di(2-ethylhexyl) phthalate 11.34
    ethyl propionate 19.45
    nitromethane 113.7
    1,2-diethoxyethane 13.29
    benzonitrile 22.41
    trioctyl phosphate 7.99
    1-bromopropane 20.59
    gamma-valerolactone 128.81
    n-decanol 4.4
    triethyl phosphate 9.7
    4-methyl-2-pentanol 8.46
    propionitrile 27.06
    vinylene carbonate 50.17
    1,1,2-trichlorotrifluoroethane 121.46
    DMS 23.44
    cumene 3.43
    2-octanol 5.05
    2-hexanone 22.43
    octyl acetate 9.49
    limonene 4.54
    1,2-dimethoxyethane 46.32
    ethyl orthosilicate 8.32
    tributyl phosphate 8.24
    diacetone alcohol 42.97
    N,N-dimethylaniline 11.46
    acrylonitrile 40.53
    aniline 22.63
    1,3-propanediol 32.84
    bromobenzene 21.71
    dibromomethane 56.91
    1,1,2,2-tetrachloroethane 103.85
    2-methyl-cyclohexyl acetate 15.14
    tetrabutyl urea 12.23
    diisobutyl methanol 4.07
    2-phenylethanol 25.07
    styrene 6.27
    dioctyl adipate 12.19
    dimethyl sulfate 68.34
    ethyl butyrate 14.22
    methyl lactate 43.75
    butyl lactate 21.18
    diethyl carbonate 10.74
    propanediol butyl ether 27.17
    triethyl orthoformate 10.96
    p-tert-butyltoluene 3.35
    methyl 4-tert-butylbenzoate 26.58
    morpholine 61.02
    tert-butylamine 6.33
    n-dodecanol 2.62
    dimethoxymethane 78.86
    ethylene carbonate 38.21
    cyrene 42.14
    2-ethoxyethyl acetate 29.65
    2-ethylhexyl acetate 12.94
    1,2,4-trichlorobenzene 33.07
    4-methylpyridine 41.81
    dibutyl ether 3.98
    2,6-dimethyl-4-heptanol 4.07
    DEF 42.38
    dimethyl isosorbide 50.91
    tetrachloroethylene 56.23
    eugenol 28.21
    triacetin 27.2
    span 80 23.44
    1,4-butanediol 13.29
    1,1-dichloroethane 45.89
    2-methyl-1-pentanol 12.73
    methyl formate 45.22
    2-methyl-1-butanol 17.7
    n-decane 0.27
    butyronitrile 24.22
    3,7-dimethyl-1-octanol 6.33
    1-chlorooctane 2.64
    1-chlorotetradecane 0.78
    n-nonane 0.21
    undecane 0.18
    tert-butylcyclohexane 0.4
    cyclooctane 0.22
    cyclopentanol 25.72
    tetrahydropyran 31.51
    tert-amyl methyl ether 10.32
    2,5,8-trioxanonane 35.38
    1-hexene 2.49
    2-isopropoxyethanol 25.07
    2,2,2-trifluoroethanol 31.56
    methyl butyrate 24.7

    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