Americanol A

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  • Identifiers

    CAS number
    133838-65-0

    Molecular formula
    C18H18O6

    SMILES
    C1=CC2=C(C=C1/C=C/CO)O[C@H]([C@@H](O2)C3=CC(=C(C=C3)O)O)CO

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 53.13%
    Odorless 48.38%
    Sweet 34.17%
    Spicy 33.88%
    Phenolic 31.67%
    Balsamic 31.31%
    Creamy 29.01%
    Milky 25.96%
    Savory 25.59%
    Burnt 24.17%

     

    Flavor
    Bitter 77.34%
    Sweet 37.76%
    Vanilla 28.43%
    Mild 23.0%
    Odorless 22.94%
    Sweet-like 22.04%
    Powdery 21.05%
    Curry 20.23%
    Ethyl benzoate 20.13%
    Heliotropin 20.12%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    9.69 (weak base)

    Molecular weight
    330.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1073°C

    Flash point

    • 252.82 ˚C est.

  • Synonyms

    • DTXSID101318045
    • 133838-65-0
    • RefChem:915661
    • DTXCID201747837
    • 1,2-Benzenediol, 4-(2,3-dihydro-3-(hydroxymethyl)-6-(3-hydroxy-1-propenyl)-1,4-benzodioxin-2-yl)-, (2alpha,3beta,6(E))-
    • 4-((2R,3R)-3-(hydroxymethyl)-6-((E)-3-hydroxyprop-1-enyl)-2,3-dihydro-1,4-benzodioxin-2-yl)benzene-1,2-diol
    • Americanol A
    • orb1698479
    • AKOS040750403
    • 4-{(2S,3S)-3-(Hydroxymethyl)-6-[(1E)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl}benzene-1,2-diol
    • 133838-65-0

  • Applications

    Americanol A (CAS 133838-65-0) is primarily used as a fragrance ingredient and odorant in perfumery, and is also evaluated for cosmetics and personal care formulations to impart scent; it may appear in household products and cleaning formulations for fragrance notes, and is studied as a specialty additive in coatings/inks and in polymer/plastic processing, subject to regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 53.06
    methanol 90.27
    isopropanol 48.74
    water 1.55
    ethyl acetate 25.42
    n-propanol 46.39
    acetone 120.68
    n-butanol 33.7
    acetonitrile 36.41
    DMF 127.93
    toluene 4.94
    isobutanol 19.34
    1,4-dioxane 77.2
    methyl acetate 29.2
    THF 282.41
    2-butanone 46.27
    n-pentanol 18.25
    sec-butanol 30.56
    n-hexane 0.18
    ethylene glycol 82.82
    NMP 41.79
    cyclohexane 0.86
    DMSO 894.44
    n-butyl acetate 4.77
    n-octanol 12.53
    chloroform 3.7
    n-propyl acetate 8.72
    acetic acid 130.93
    dichloromethane 4.91
    cyclohexanone 40.7
    propylene glycol 69.38
    isopropyl acetate 14.75
    DMAc 171.7
    2-ethoxyethanol 139.39
    isopentanol 20.97
    n-heptane 1.15
    ethyl formate 20.4
    1,2-dichloroethane 8.69
    n-hexanol 10.08
    2-methoxyethanol 250.81
    isobutyl acetate 4.24
    tetrachloromethane 0.88
    n-pentyl acetate 9.24
    transcutol 145.27
    n-heptanol 11.59
    ethylbenzene 1.97
    MIBK 16.75
    2-propoxyethanol 55.83
    tert-butanol 50.84
    MTBE 16.56
    2-butoxyethanol 32.52
    propionic acid 34.04
    o-xylene 3.72
    formic acid 110.37
    diethyl ether 20.75
    m-xylene 3.38
    p-xylene 1.98
    chlorobenzene 2.69
    dimethyl carbonate 31.88
    n-octane 0.82
    formamide 193.21
    cyclopentanone 70.75
    2-pentanone 41.15
    anisole 11.25
    cyclopentyl methyl ether 32.32
    gamma-butyrolactone 63.93
    1-methoxy-2-propanol 137.6
    pyridine 28.43
    3-pentanone 20.54
    furfural 37.93
    n-dodecane 0.83
    diethylene glycol 85.68
    diisopropyl ether 4.35
    tert-amyl alcohol 29.24
    acetylacetone 61.35
    n-hexadecane 0.94
    acetophenone 12.24
    methyl propionate 30.66
    isopentyl acetate 6.01
    trichloroethylene 14.3
    n-nonanol 13.18
    cyclohexanol 22.99
    benzyl alcohol 18.76
    2-ethylhexanol 5.94
    isooctanol 9.47
    dipropyl ether 11.36
    1,2-dichlorobenzene 2.54
    ethyl lactate 18.6
    propylene carbonate 16.69
    n-methylformamide 79.78
    2-pentanol 20.51
    n-pentane 0.38
    1-propoxy-2-propanol 35.28
    1-methoxy-2-propyl acetate 20.22
    2-(2-methoxypropoxy) propanol 39.45
    mesitylene 2.37
    ε-caprolactone 25.77
    p-cymene 2.4
    epichlorohydrin 74.2
    1,1,1-trichloroethane 3.51
    2-aminoethanol 82.62
    morpholine-4-carbaldehyde 86.34
    sulfolane 104.32
    2,2,4-trimethylpentane 0.44
    2-methyltetrahydrofuran 47.22
    n-hexyl acetate 13.16
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 54.06
    sec-butyl acetate 5.51
    tert-butyl acetate 18.68
    decalin 0.43
    glycerin 129.98
    diglyme 94.7
    acrylic acid 41.78
    isopropyl myristate 7.96
    n-butyric acid 34.35
    acetyl acetate 18.84
    di(2-ethylhexyl) phthalate 8.83
    ethyl propionate 9.84
    nitromethane 208.1
    1,2-diethoxyethane 29.05
    benzonitrile 8.2
    trioctyl phosphate 7.56
    1-bromopropane 3.42
    gamma-valerolactone 93.83
    n-decanol 10.48
    triethyl phosphate 6.89
    4-methyl-2-pentanol 9.72
    propionitrile 18.39
    vinylene carbonate 15.58
    1,1,2-trichlorotrifluoroethane 67.91
    DMS 13.91
    cumene 1.44
    2-octanol 8.2
    2-hexanone 12.0
    octyl acetate 10.78
    limonene 3.82
    1,2-dimethoxyethane 114.9
    ethyl orthosilicate 6.95
    tributyl phosphate 7.27
    diacetone alcohol 48.68
    N,N-dimethylaniline 8.98
    acrylonitrile 28.73
    aniline 15.89
    1,3-propanediol 111.62
    bromobenzene 1.87
    dibromomethane 2.47
    1,1,2,2-tetrachloroethane 12.93
    2-methyl-cyclohexyl acetate 7.59
    tetrabutyl urea 13.0
    diisobutyl methanol 5.93
    2-phenylethanol 12.38
    styrene 2.21
    dioctyl adipate 13.88
    dimethyl sulfate 52.34
    ethyl butyrate 7.39
    methyl lactate 47.66
    butyl lactate 13.22
    diethyl carbonate 6.35
    propanediol butyl ether 35.77
    triethyl orthoformate 9.09
    p-tert-butyltoluene 2.59
    methyl 4-tert-butylbenzoate 20.6
    morpholine 102.87
    tert-butylamine 12.4
    n-dodecanol 8.41
    dimethoxymethane 147.02
    ethylene carbonate 14.81
    cyrene 37.93
    2-ethoxyethyl acetate 20.26
    2-ethylhexyl acetate 3.78
    1,2,4-trichlorobenzene 4.43
    4-methylpyridine 15.05
    dibutyl ether 10.56
    2,6-dimethyl-4-heptanol 5.93
    DEF 36.88
    dimethyl isosorbide 45.89
    tetrachloroethylene 8.61
    eugenol 21.6
    triacetin 23.41
    span 80 25.33
    1,4-butanediol 44.57
    1,1-dichloroethane 4.36
    2-methyl-1-pentanol 11.84
    methyl formate 66.58
    2-methyl-1-butanol 17.98
    n-decane 1.41
    butyronitrile 15.63
    3,7-dimethyl-1-octanol 9.61
    1-chlorooctane 4.13
    1-chlorotetradecane 2.07
    n-nonane 1.17
    undecane 1.04
    tert-butylcyclohexane 0.3
    cyclooctane 0.53
    cyclopentanol 35.93
    tetrahydropyran 50.43
    tert-amyl methyl ether 14.51
    2,5,8-trioxanonane 76.92
    1-hexene 0.95
    2-isopropoxyethanol 57.0
    2,2,2-trifluoroethanol 40.27
    methyl butyrate 12.49

    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