1beta-Hydroxyalantolactone

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  • Identifiers

    CAS number
    68776-47-6

    Molecular formula
    C15H20O3

    SMILES
    C[C@H]1CC[C@H]([C@]2(C1=C[C@H]3[C@@H](C2)OC(=O)C3=C)C)O

    Safety labels

  • Odor profile

    Fragrance
    Woody 41.43%
    Spicy 37.27%
    Odorless 32.29%
    Sweet 28.8%
    Mint 24.19%
    Nutty 22.88%
    Tobacco 22.61%
    Phenolic 22.35%
    Burnt 22.25%
    Herbal 20.73%

     

    Flavor
    Bitter 91.11%
    Cedarleaf 21.04%
    Lovage 20.08%
    Ripe apricot 19.39%
    Sweet-like 19.3%
    Basil 19.08%
    Red fruit 19.03%
    Leaves 19.0%
    Fenugreek 18.96%
    Parsley 18.71%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.89 (neutral)

    Molecular weight
    248.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    635°C

    Flash point

    • 183.94 ˚C est.

  • Synonyms

    • 1beta-Hydroxyalantolactone
    • 68776-47-6
    • GWC62NA7PP
    • DTXSID901313851
    • (3aR,5S,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
    • (3aR,5S,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo(f)(1)benzofuran-2-one
    • RefChem:79607
    • Hydroxyalantolactone, 1I2-
    • DTXCID001743653
    • IJ-5
    • CHEMBL4082171
    • 1I(2)-Hydroxyalantolactone
    • Hydroxyalantolactone, 1beta-
    • orb1683977
    • SCHEMBL29420038
    • CHEBI:192839
    • BDBM50249753
    • AKOS040760884
    • DA-69532
    • MS-23518
    • PD199326
    • HY-124670
    • CS-0087281
    • G17842
    • (3aR,5S,8R,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-8-hydroxy-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one
    • (3aR,5S,8R,8aR,9aR)-8-Hydroxy-5,8a-dimethyl-3-methylidene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one
    • (3aR,5S,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[][1]benzouran-2-one
    • Naphtho[2,3-b]furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-8-hydroxy-5,8a-dimethyl-3-methylene-, (3aR,5S,8R,8aR,9aR)-
    • Naphtho[2,3-b]furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-8-hydroxy-5,8a-dimethyl-3-methylene-, [3aR-(3aalpha,5beta,8beta,8abeta,9aalpha)]-
    • 68776-47-6

  • Applications

    Chemical name: 1beta-Hydroxyalantolactone; CAS number: 68776-47-6 is a hydroxy derivative of alantolactone used as a specialty chemical, commonly employed as a synthetic intermediate and as a fragrance precursor in the perfumery and cosmetics sector; it can serve as a chiral building block for pharmaceutical synthesis and as a scaffold for the preparation of fine chemicals in industrial manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 92.6
    methanol 162.0
    isopropanol 90.51
    water 0.53
    ethyl acetate 146.18
    n-propanol 99.69
    acetone 156.36
    n-butanol 106.14
    acetonitrile 72.09
    DMF 385.28
    toluene 168.88
    isobutanol 70.59
    1,4-dioxane 333.32
    methyl acetate 126.25
    THF 518.84
    2-butanone 161.46
    n-pentanol 38.25
    sec-butanol 52.85
    n-hexane 0.95
    ethylene glycol 26.69
    NMP 203.31
    cyclohexane 6.06
    DMSO 230.17
    n-butyl acetate 95.98
    n-octanol 18.63
    chloroform 438.37
    n-propyl acetate 75.45
    acetic acid 109.48
    dichloromethane 320.96
    cyclohexanone 232.68
    propylene glycol 26.3
    isopropyl acetate 118.37
    DMAc 251.19
    2-ethoxyethanol 115.77
    isopentanol 102.01
    n-heptane 1.05
    ethyl formate 87.36
    1,2-dichloroethane 188.1
    n-hexanol 56.78
    2-methoxyethanol 246.41
    isobutyl acetate 59.29
    tetrachloromethane 43.53
    n-pentyl acetate 61.0
    transcutol 578.36
    n-heptanol 30.33
    ethylbenzene 47.45
    MIBK 110.16
    2-propoxyethanol 174.46
    tert-butanol 106.86
    MTBE 70.22
    2-butoxyethanol 98.34
    propionic acid 77.92
    o-xylene 75.49
    formic acid 80.09
    diethyl ether 82.43
    m-xylene 99.89
    p-xylene 61.68
    chlorobenzene 154.91
    dimethyl carbonate 102.64
    n-octane 0.61
    formamide 158.09
    cyclopentanone 297.72
    2-pentanone 144.59
    anisole 127.14
    cyclopentyl methyl ether 148.02
    gamma-butyrolactone 301.99
    1-methoxy-2-propanol 196.05
    pyridine 315.27
    3-pentanone 101.86
    furfural 294.28
    n-dodecane 0.73
    diethylene glycol 153.79
    diisopropyl ether 28.3
    tert-amyl alcohol 56.65
    acetylacetone 203.9
    n-hexadecane 0.92
    acetophenone 122.44
    methyl propionate 125.77
    isopentyl acetate 106.01
    trichloroethylene 430.93
    n-nonanol 20.47
    cyclohexanol 80.01
    benzyl alcohol 112.09
    2-ethylhexanol 30.76
    isooctanol 28.11
    dipropyl ether 28.12
    1,2-dichlorobenzene 126.11
    ethyl lactate 52.83
    propylene carbonate 156.58
    n-methylformamide 178.01
    2-pentanol 53.99
    n-pentane 2.11
    1-propoxy-2-propanol 102.06
    1-methoxy-2-propyl acetate 155.01
    2-(2-methoxypropoxy) propanol 105.88
    mesitylene 49.19
    ε-caprolactone 187.91
    p-cymene 25.94
    epichlorohydrin 378.77
    1,1,1-trichloroethane 141.86
    2-aminoethanol 54.4
    morpholine-4-carbaldehyde 311.73
    sulfolane 258.59
    2,2,4-trimethylpentane 1.95
    2-methyltetrahydrofuran 189.38
    n-hexyl acetate 69.69
    isooctane 2.41
    2-(2-butoxyethoxy)ethanol 150.18
    sec-butyl acetate 64.08
    tert-butyl acetate 121.0
    decalin 3.61
    glycerin 71.21
    diglyme 292.36
    acrylic acid 84.18
    isopropyl myristate 28.58
    n-butyric acid 135.52
    acetyl acetate 115.43
    di(2-ethylhexyl) phthalate 44.65
    ethyl propionate 72.09
    nitromethane 200.23
    1,2-diethoxyethane 113.6
    benzonitrile 137.47
    trioctyl phosphate 28.19
    1-bromopropane 64.19
    gamma-valerolactone 368.47
    n-decanol 14.35
    triethyl phosphate 41.99
    4-methyl-2-pentanol 46.69
    propionitrile 86.86
    vinylene carbonate 171.77
    1,1,2-trichlorotrifluoroethane 210.91
    DMS 108.48
    cumene 29.04
    2-octanol 15.84
    2-hexanone 64.17
    octyl acetate 35.1
    limonene 26.8
    1,2-dimethoxyethane 207.32
    ethyl orthosilicate 39.64
    tributyl phosphate 35.1
    diacetone alcohol 132.98
    N,N-dimethylaniline 71.01
    acrylonitrile 140.93
    aniline 187.74
    1,3-propanediol 118.66
    bromobenzene 146.71
    dibromomethane 164.66
    1,1,2,2-tetrachloroethane 309.32
    2-methyl-cyclohexyl acetate 63.57
    tetrabutyl urea 43.47
    diisobutyl methanol 24.03
    2-phenylethanol 106.39
    styrene 58.68
    dioctyl adipate 51.83
    dimethyl sulfate 146.59
    ethyl butyrate 65.32
    methyl lactate 89.09
    butyl lactate 63.47
    diethyl carbonate 53.65
    propanediol butyl ether 81.26
    triethyl orthoformate 54.42
    p-tert-butyltoluene 25.93
    methyl 4-tert-butylbenzoate 92.99
    morpholine 341.95
    tert-butylamine 46.76
    n-dodecanol 10.16
    dimethoxymethane 271.87
    ethylene carbonate 139.94
    cyrene 108.73
    2-ethoxyethyl acetate 127.58
    2-ethylhexyl acetate 72.87
    1,2,4-trichlorobenzene 152.5
    4-methylpyridine 295.98
    dibutyl ether 20.76
    2,6-dimethyl-4-heptanol 24.03
    DEF 136.93
    dimethyl isosorbide 188.49
    tetrachloroethylene 201.17
    eugenol 99.87
    triacetin 95.26
    span 80 72.71
    1,4-butanediol 30.69
    1,1-dichloroethane 161.15
    2-methyl-1-pentanol 44.31
    methyl formate 131.72
    2-methyl-1-butanol 68.45
    n-decane 1.23
    butyronitrile 86.18
    3,7-dimethyl-1-octanol 27.67
    1-chlorooctane 9.01
    1-chlorotetradecane 3.66
    n-nonane 0.89
    undecane 0.91
    tert-butylcyclohexane 2.99
    cyclooctane 2.13
    cyclopentanol 81.74
    tetrahydropyran 235.55
    tert-amyl methyl ether 45.47
    2,5,8-trioxanonane 187.77
    1-hexene 6.9
    2-isopropoxyethanol 80.51
    2,2,2-trifluoroethanol 62.24
    methyl butyrate 88.44

    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