(2'S,5aS,6R,9aS)-1,5a,6,7,8,9a-Hexahydro-6-(1-methylethyl)-1-oxospiro(2-benzoxepin-9(3H),2'-oxirane)-4-carboxylic acid

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  • Identifiers

    CAS number
    57710-57-3

    Molecular formula
    C15H20O5

    SMILES
    CC(C)[C@H]1CC[C@@]2(CO2)[C@@H]3[C@@H]1C=C(COC3=O)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 42.6%
    Spicy 42.01%
    Herbal 36.71%
    Woody 33.03%
    Mint 32.99%
    Green 26.69%
    Lactonic 26.68%
    Cooling 23.76%
    Celery 22.23%
    Balsamic 22.04%

     

    Flavor
    Bitter 61.53%
    Cedarleaf 21.72%
    Lovage 21.0%
    Leaves 20.13%
    Ripe apricot 19.84%
    Red fruit 19.6%
    Basil 19.59%
    Parsley 19.48%
    Odorless 19.11%
    Fenugreek 19.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    6.82 (neutral)

    Molecular weight
    280.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    461°C

    Flash point

    • 191.97 ˚C est.

  • Synonyms

    • Heptelidic acid
    • Koningic acid
    • 57710-57-3
    • Avocettin
    • DTXSID901105608
    • 6H8EDV2NKQ
    • (5aS,6R,9S,9aS)-1-oxo-6-propan-2-ylspiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid
    • (5aS,6R,9S,9aS)-1-oxo-6-propan-2-ylspiro(3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane)-4-carboxylic acid
    • Spiro(2-benzoxepin-9(3H),2'-oxirane)-4-carboxylic acid, 1,5a,6,7,8,9a-hexahydro-6-(1-methylethyl)-1-oxo-
    • RefChem:145709
    • DTXCID301537279
    • (2'S,5aS,6R,9aS)-1,5a,6,7,8,9a-Hexahydro-6-(1-methylethyl)-1-oxospiro(2-benzoxepin-9(3H),2'-oxirane)-4-carboxylic acid
    • (5aS,6R,9S,9aS)-1-Oxo-6-(propan-2-yl)-3,5a,6,7,8,9a-hexahydro-1H-spiro[2-benzoxepine-9,2'-oxirane]-4-carboxylic acid
    • (+)-Heptelidic acid
    • orb2695151
    • CHEMBL3585922
    • SCHEMBL20199901
    • CHEBI:214314
    • GLXC-21679
    • MFCD01684016
    • HY-120838
    • CS-0079292
    • G13019
    • Q48791494
    • (2'S,5aS,6R,9aS)-1,5a,6,7,8,9a-Hexahydro-6-(1-methylethyl)-1-oxo-spiro[2-benzoxepin-9(3H),2'-oxirane]-4-carboxylic acid
    • (5aS,6R,9S,9aS)-6-isopropyl-1-oxo-spiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid
    • SPIRO(2-BENZOXEPIN-9(3H),2'-OXIRANE)-4-CARBOXYLIC ACID, 1,5A,6,7,8,9A-HEXAHYDRO-6-(1-METHYLETHYL)-1-OXO-, (2'S,5AS,6R,9AS)-
    • 57710-57-3

  • Applications

    For (2'S,5aS,6R,9aS)-1,5a,6,7,8,9a-Hexahydro-6-(1-methylethyl)-1-oxospiro(2-benzoxepin-9(3H),2'-oxirane)-4-carboxylic acid (CAS 57710-57-3), the compound is primarily used as a chiral building block and synthetic intermediate in pharmaceutical development; it is also evaluated as an intermediate in agrochemical synthesis and as a precursor for specialty polymers/plastics. In addition, it may find use in coatings and inks and other niche industrial formulations where a rigid spiro-oxepin scaffold is desirable. Applications are typically exploratory and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 49.13
    methanol 98.93
    isopropanol 35.62
    water 0.22
    ethyl acetate 57.09
    n-propanol 42.65
    acetone 109.88
    n-butanol 36.08
    acetonitrile 45.24
    DMF 230.85
    toluene 25.89
    isobutanol 29.36
    1,4-dioxane 109.0
    methyl acetate 67.78
    THF 293.56
    2-butanone 86.75
    n-pentanol 26.92
    sec-butanol 28.63
    n-hexane 0.52
    ethylene glycol 31.32
    NMP 282.2
    cyclohexane 1.58
    DMSO 316.39
    n-butyl acetate 37.67
    n-octanol 7.88
    chloroform 175.18
    n-propyl acetate 41.57
    acetic acid 108.24
    dichloromethane 170.12
    cyclohexanone 125.96
    propylene glycol 43.23
    isopropyl acetate 41.58
    DMAc 203.46
    2-ethoxyethanol 81.83
    isopentanol 34.52
    n-heptane 0.49
    ethyl formate 49.91
    1,2-dichloroethane 90.86
    n-hexanol 24.07
    2-methoxyethanol 147.13
    isobutyl acetate 26.34
    tetrachloromethane 13.37
    n-pentyl acetate 23.58
    transcutol 170.37
    n-heptanol 12.32
    ethylbenzene 10.95
    MIBK 43.61
    2-propoxyethanol 88.04
    tert-butanol 41.13
    MTBE 20.28
    2-butoxyethanol 47.77
    propionic acid 67.88
    o-xylene 17.39
    formic acid 89.13
    diethyl ether 22.83
    m-xylene 18.42
    p-xylene 14.31
    chlorobenzene 41.15
    dimethyl carbonate 55.58
    n-octane 0.2
    formamide 137.79
    cyclopentanone 223.83
    2-pentanone 69.08
    anisole 41.19
    cyclopentyl methyl ether 60.88
    gamma-butyrolactone 239.65
    1-methoxy-2-propanol 114.24
    pyridine 110.61
    3-pentanone 44.7
    furfural 196.03
    n-dodecane 0.24
    diethylene glycol 95.08
    diisopropyl ether 6.46
    tert-amyl alcohol 31.02
    acetylacetone 95.93
    n-hexadecane 0.29
    acetophenone 54.9
    methyl propionate 66.72
    isopentyl acetate 35.17
    trichloroethylene 236.61
    n-nonanol 8.23
    cyclohexanol 33.91
    benzyl alcohol 53.49
    2-ethylhexanol 12.49
    isooctanol 10.43
    dipropyl ether 9.84
    1,2-dichlorobenzene 41.52
    ethyl lactate 42.53
    propylene carbonate 110.91
    n-methylformamide 124.91
    2-pentanol 20.18
    n-pentane 0.65
    1-propoxy-2-propanol 53.11
    1-methoxy-2-propyl acetate 66.66
    2-(2-methoxypropoxy) propanol 53.66
    mesitylene 9.74
    ε-caprolactone 105.68
    p-cymene 7.99
    epichlorohydrin 252.2
    1,1,1-trichloroethane 50.33
    2-aminoethanol 50.89
    morpholine-4-carbaldehyde 201.19
    sulfolane 296.51
    2,2,4-trimethylpentane 0.7
    2-methyltetrahydrofuran 104.04
    n-hexyl acetate 27.86
    isooctane 0.59
    2-(2-butoxyethoxy)ethanol 63.82
    sec-butyl acetate 27.59
    tert-butyl acetate 43.81
    decalin 1.27
    glycerin 83.47
    diglyme 115.53
    acrylic acid 83.42
    isopropyl myristate 9.95
    n-butyric acid 70.73
    acetyl acetate 48.1
    di(2-ethylhexyl) phthalate 22.18
    ethyl propionate 35.51
    nitromethane 175.55
    1,2-diethoxyethane 27.76
    benzonitrile 49.32
    trioctyl phosphate 13.31
    1-bromopropane 23.71
    gamma-valerolactone 251.0
    n-decanol 5.85
    triethyl phosphate 21.8
    4-methyl-2-pentanol 15.48
    propionitrile 39.66
    vinylene carbonate 108.69
    1,1,2-trichlorotrifluoroethane 193.67
    DMS 47.13
    cumene 7.98
    2-octanol 6.13
    2-hexanone 39.92
    octyl acetate 14.9
    limonene 9.48
    1,2-dimethoxyethane 100.66
    ethyl orthosilicate 18.22
    tributyl phosphate 15.72
    diacetone alcohol 75.37
    N,N-dimethylaniline 28.54
    acrylonitrile 65.19
    aniline 52.81
    1,3-propanediol 67.73
    bromobenzene 37.12
    dibromomethane 77.25
    1,1,2,2-tetrachloroethane 159.93
    2-methyl-cyclohexyl acetate 32.36
    tetrabutyl urea 21.67
    diisobutyl methanol 7.71
    2-phenylethanol 49.58
    styrene 14.17
    dioctyl adipate 22.53
    dimethyl sulfate 110.45
    ethyl butyrate 28.6
    methyl lactate 75.43
    butyl lactate 33.16
    diethyl carbonate 24.61
    propanediol butyl ether 48.14
    triethyl orthoformate 22.5
    p-tert-butyltoluene 7.56
    methyl 4-tert-butylbenzoate 46.92
    morpholine 139.56
    tert-butylamine 13.62
    n-dodecanol 4.04
    dimethoxymethane 124.02
    ethylene carbonate 82.2
    cyrene 91.88
    2-ethoxyethyl acetate 46.84
    2-ethylhexyl acetate 25.96
    1,2,4-trichlorobenzene 59.75
    4-methylpyridine 94.04
    dibutyl ether 5.6
    2,6-dimethyl-4-heptanol 7.71
    DEF 72.09
    dimethyl isosorbide 99.72
    tetrachloroethylene 88.64
    eugenol 47.89
    triacetin 47.05
    span 80 42.08
    1,4-butanediol 31.26
    1,1-dichloroethane 65.23
    2-methyl-1-pentanol 25.58
    methyl formate 100.13
    2-methyl-1-butanol 30.04
    n-decane 0.35
    butyronitrile 35.14
    3,7-dimethyl-1-octanol 10.25
    1-chlorooctane 3.01
    1-chlorotetradecane 1.3
    n-nonane 0.26
    undecane 0.28
    tert-butylcyclohexane 0.91
    cyclooctane 0.59
    cyclopentanol 57.83
    tetrahydropyran 69.76
    tert-amyl methyl ether 17.84
    2,5,8-trioxanonane 81.11
    1-hexene 3.39
    2-isopropoxyethanol 53.12
    2,2,2-trifluoroethanol 56.73
    methyl butyrate 48.33

    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