4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-, (S)-

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  • Identifiers

    CAS number
    143381-59-3

    Molecular formula
    C18H16O8

    SMILES
    COC1=CC(=CC2=C1OCO2)[C@@H]3CC(=O)C4=C(O3)C=C(C(=C4O)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 46.38%
    Phenolic 45.09%
    Odorless 42.39%
    Vanilla 40.46%
    Balsamic 29.71%
    Smoky 29.51%
    Sweet 29.48%
    Creamy 24.88%
    Woody 24.23%
    Powdery 24.05%

     

    Flavor
    Bitter 86.77%
    Bland 27.77%
    Parsley 21.21%
    Sweet-like 20.59%
    Cedarleaf 20.19%
    Eugenol 19.8%
    Lovage 19.6%
    Ripe apricot 18.83%
    Red fruit 18.5%
    Carrot 18.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.16 (weak base)

    Molecular weight
    360.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    976°C

    Flash point

    • 210.45 ˚C est.

  • Synonyms

    • 143381-59-3
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-, (S)-
    • RefChem:100672
    • (2S)-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-2,3-dihydrochromen-4-one
    • Agamanone
    • orb1703800
    • DTXSID701113419
    • GLXC-06193
    • AKOS040745507
    • CS-0078124
    • (2S)-5,7-Dihydroxy-6-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-2,3-dihydro-4H-1-benzopyran-4-one
    • (S)-2,3-Dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-4H-1-benzopyran-4-one
    • 143381-59-3

  • Applications

    The compound 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-, (S)-, CAS 143381-59-3 is used as a synthetic intermediate and molecular scaffold in medicinal chemistry, enabling the preparation of chromone-derived compounds with potential bioactivity; it is also encountered in research as a reference material and building block for analytical method development; because of its benzodioxole and methoxy aryl substituents, it may serve as a fragrance precursor or odorant component in perfumery and cosmetics; additionally, it can function as a building block in dye or polymer-related chemistry and may be evaluated for formulation stability in coatings and inks, subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.29
    methanol 0.67
    isopropanol 0.62
    water 0.0
    ethyl acetate 6.43
    n-propanol 0.74
    acetone 9.25
    n-butanol 0.78
    acetonitrile 7.93
    DMF 31.95
    toluene 0.45
    isobutanol 0.65
    1,4-dioxane 12.94
    methyl acetate 7.72
    THF 23.76
    2-butanone 8.77
    n-pentanol 0.77
    sec-butanol 0.7
    n-hexane 0.02
    ethylene glycol 1.36
    NMP 36.79
    cyclohexane 0.06
    DMSO 80.36
    n-butyl acetate 4.0
    n-octanol 1.93
    chloroform 4.06
    n-propyl acetate 4.5
    acetic acid 8.11
    dichloromethane 4.64
    cyclohexanone 15.43
    propylene glycol 0.76
    isopropyl acetate 3.95
    DMAc 48.75
    2-ethoxyethanol 8.77
    isopentanol 1.08
    n-heptane 0.08
    ethyl formate 4.68
    1,2-dichloroethane 4.51
    n-hexanol 0.81
    2-methoxyethanol 14.53
    isobutyl acetate 2.61
    tetrachloromethane 0.45
    n-pentyl acetate 3.78
    transcutol 20.79
    n-heptanol 1.45
    ethylbenzene 0.35
    MIBK 3.57
    2-propoxyethanol 11.85
    tert-butanol 1.5
    MTBE 1.11
    2-butoxyethanol 7.9
    propionic acid 2.99
    o-xylene 0.49
    formic acid 5.27
    diethyl ether 1.3
    m-xylene 0.42
    p-xylene 0.6
    chlorobenzene 1.23
    dimethyl carbonate 8.4
    n-octane 0.06
    formamide 13.17
    cyclopentanone 24.28
    2-pentanone 5.9
    anisole 2.11
    cyclopentyl methyl ether 3.57
    gamma-butyrolactone 33.85
    1-methoxy-2-propanol 8.6
    pyridine 7.25
    3-pentanone 5.07
    furfural 23.6
    n-dodecane 0.11
    diethylene glycol 14.98
    diisopropyl ether 0.45
    tert-amyl alcohol 1.19
    acetylacetone 15.94
    n-hexadecane 0.14
    acetophenone 4.74
    methyl propionate 7.46
    isopentyl acetate 4.01
    trichloroethylene 12.1
    n-nonanol 2.23
    cyclohexanol 1.45
    benzyl alcohol 2.37
    2-ethylhexanol 1.15
    isooctanol 1.54
    dipropyl ether 1.99
    1,2-dichlorobenzene 1.84
    ethyl lactate 4.52
    propylene carbonate 9.63
    n-methylformamide 10.76
    2-pentanol 0.56
    n-pentane 0.02
    1-propoxy-2-propanol 7.76
    1-methoxy-2-propyl acetate 9.68
    2-(2-methoxypropoxy) propanol 11.07
    mesitylene 0.3
    ε-caprolactone 13.04
    p-cymene 0.7
    epichlorohydrin 31.33
    1,1,1-trichloroethane 2.46
    2-aminoethanol 1.39
    morpholine-4-carbaldehyde 37.17
    sulfolane 46.91
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 5.69
    n-hexyl acetate 5.13
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 12.18
    sec-butyl acetate 2.48
    tert-butyl acetate 4.28
    decalin 0.06
    glycerin 5.29
    diglyme 26.96
    acrylic acid 4.99
    isopropyl myristate 2.64
    n-butyric acid 3.99
    acetyl acetate 6.75
    di(2-ethylhexyl) phthalate 3.53
    ethyl propionate 4.88
    nitromethane 50.48
    1,2-diethoxyethane 6.24
    benzonitrile 4.5
    trioctyl phosphate 2.77
    1-bromopropane 0.92
    gamma-valerolactone 46.63
    n-decanol 1.64
    triethyl phosphate 4.09
    4-methyl-2-pentanol 0.63
    propionitrile 4.95
    vinylene carbonate 10.88
    1,1,2-trichlorotrifluoroethane 25.38
    DMS 6.91
    cumene 0.3
    2-octanol 1.08
    2-hexanone 4.86
    octyl acetate 3.53
    limonene 0.91
    1,2-dimethoxyethane 21.16
    ethyl orthosilicate 3.27
    tributyl phosphate 3.24
    diacetone alcohol 8.31
    N,N-dimethylaniline 1.65
    acrylonitrile 10.5
    aniline 1.46
    1,3-propanediol 3.09
    bromobenzene 1.03
    dibromomethane 1.9
    1,1,2,2-tetrachloroethane 8.42
    2-methyl-cyclohexyl acetate 4.24
    tetrabutyl urea 5.76
    diisobutyl methanol 0.97
    2-phenylethanol 3.32
    styrene 0.38
    dioctyl adipate 5.19
    dimethyl sulfate 20.23
    ethyl butyrate 4.63
    methyl lactate 7.38
    butyl lactate 4.21
    diethyl carbonate 3.78
    propanediol butyl ether 5.37
    triethyl orthoformate 4.4
    p-tert-butyltoluene 0.6
    methyl 4-tert-butylbenzoate 7.06
    morpholine 11.97
    tert-butylamine 0.43
    n-dodecanol 1.24
    dimethoxymethane 18.84
    ethylene carbonate 9.02
    cyrene 13.15
    2-ethoxyethyl acetate 8.1
    2-ethylhexyl acetate 3.01
    1,2,4-trichlorobenzene 3.17
    4-methylpyridine 4.92
    dibutyl ether 2.32
    2,6-dimethyl-4-heptanol 0.97
    DEF 10.97
    dimethyl isosorbide 20.83
    tetrachloroethylene 4.68
    eugenol 7.54
    triacetin 9.93
    span 80 6.34
    1,4-butanediol 1.3
    1,1-dichloroethane 1.95
    2-methyl-1-pentanol 0.99
    methyl formate 11.39
    2-methyl-1-butanol 0.89
    n-decane 0.17
    butyronitrile 3.0
    3,7-dimethyl-1-octanol 1.95
    1-chlorooctane 0.95
    1-chlorotetradecane 0.44
    n-nonane 0.12
    undecane 0.13
    tert-butylcyclohexane 0.04
    cyclooctane 0.03
    cyclopentanol 2.08
    tetrahydropyran 4.12
    tert-amyl methyl ether 1.24
    2,5,8-trioxanonane 21.04
    1-hexene 0.11
    2-isopropoxyethanol 5.5
    2,2,2-trifluoroethanol 6.94
    methyl butyrate 6.26

    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