(2R,3R)-2,3-Dihydro-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    37971-67-8

    Molecular formula
    C17H16O7

    SMILES
    COC1=CC(=C2C(=C1)O[C@@H]([C@H](C2=O)O)C3=CC(=C(C=C3)O)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 62.87%
    Sweet 55.7%
    Phenolic 50.74%
    Odorless 41.57%
    Spicy 39.54%
    Balsamic 35.74%
    Creamy 35.34%
    Smoky 32.15%
    Powdery 31.26%
    Burnt 28.3%

     

    Flavor
    Bitter 86.64%
    Bland 29.93%
    Odorless 23.54%
    Sweet-like 22.36%
    Parsley 21.1%
    Eugenol 20.38%
    Cedarleaf 20.31%
    Lovage 20.04%
    Ethyl benzoate 19.26%
    Ripe apricot 18.94%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    8.79 (weak base)

    Molecular weight
    332.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    778°C

    Flash point

    • 225.86 ˚C est.

  • Synonyms

    • DTXSID701117059
    • (2R,3R)-2,3-Dihydro-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
    • (2R,3R)-3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
    • 37971-67-8
    • 37971-67-8

  • Applications

    For (2R,3R)-2,3-Dihydro-3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one (CAS 37971-67-8), the compound is primarily used as an intermediate in the synthesis of flavonoid-derived pharmaceuticals and fine chemicals; it is also evaluated as an antioxidant and stabilizer in cosmetics and personal care formulations; it can serve as an antioxidant additive in polymers and coatings to improve thermal and UV stability; and it is used as an analytical reference material or building block in flavonoid chemistry and materials research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.49
    methanol 11.8
    isopropanol 8.46
    water 0.01
    ethyl acetate 18.62
    n-propanol 10.52
    acetone 57.92
    n-butanol 7.96
    acetonitrile 16.83
    DMF 150.54
    toluene 0.89
    isobutanol 5.59
    1,4-dioxane 32.93
    methyl acetate 22.18
    THF 165.67
    2-butanone 39.68
    n-pentanol 4.55
    sec-butanol 7.9
    n-hexane 0.08
    ethylene glycol 9.49
    NMP 82.31
    cyclohexane 0.17
    DMSO 773.26
    n-butyl acetate 6.94
    n-octanol 3.16
    chloroform 6.14
    n-propyl acetate 8.72
    acetic acid 38.0
    dichloromethane 7.32
    cyclohexanone 38.01
    propylene glycol 7.92
    isopropyl acetate 9.78
    DMAc 168.99
    2-ethoxyethanol 42.78
    isopentanol 6.17
    n-heptane 0.2
    ethyl formate 14.81
    1,2-dichloroethane 10.45
    n-hexanol 4.17
    2-methoxyethanol 99.12
    isobutyl acetate 2.97
    tetrachloromethane 0.93
    n-pentyl acetate 4.82
    transcutol 40.8
    n-heptanol 3.1
    ethylbenzene 0.61
    MIBK 10.05
    2-propoxyethanol 37.04
    tert-butanol 13.3
    MTBE 5.61
    2-butoxyethanol 14.39
    propionic acid 12.5
    o-xylene 1.13
    formic acid 25.87
    diethyl ether 9.35
    m-xylene 0.79
    p-xylene 0.85
    chlorobenzene 1.35
    dimethyl carbonate 21.5
    n-octane 0.11
    formamide 63.72
    cyclopentanone 76.64
    2-pentanone 26.43
    anisole 4.98
    cyclopentyl methyl ether 15.63
    gamma-butyrolactone 83.27
    1-methoxy-2-propanol 57.87
    pyridine 12.7
    3-pentanone 17.72
    furfural 42.47
    n-dodecane 0.14
    diethylene glycol 42.89
    diisopropyl ether 1.54
    tert-amyl alcohol 9.4
    acetylacetone 37.81
    n-hexadecane 0.17
    acetophenone 7.81
    methyl propionate 24.33
    isopentyl acetate 6.04
    trichloroethylene 17.22
    n-nonanol 3.5
    cyclohexanol 6.57
    benzyl alcohol 5.51
    2-ethylhexanol 2.95
    isooctanol 2.74
    dipropyl ether 5.44
    1,2-dichlorobenzene 2.1
    ethyl lactate 9.73
    propylene carbonate 16.3
    n-methylformamide 56.85
    2-pentanol 4.78
    n-pentane 0.11
    1-propoxy-2-propanol 19.94
    1-methoxy-2-propyl acetate 17.39
    2-(2-methoxypropoxy) propanol 18.52
    mesitylene 0.62
    ε-caprolactone 25.28
    p-cymene 1.14
    epichlorohydrin 85.16
    1,1,1-trichloroethane 4.28
    2-aminoethanol 13.26
    morpholine-4-carbaldehyde 72.8
    sulfolane 143.84
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 28.02
    n-hexyl acetate 6.65
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 20.99
    sec-butyl acetate 4.63
    tert-butyl acetate 10.9
    decalin 0.13
    glycerin 29.35
    diglyme 47.66
    acrylic acid 14.88
    isopropyl myristate 3.16
    n-butyric acid 15.19
    acetyl acetate 11.16
    di(2-ethylhexyl) phthalate 4.09
    ethyl propionate 9.97
    nitromethane 130.84
    1,2-diethoxyethane 11.47
    benzonitrile 4.58
    trioctyl phosphate 3.48
    1-bromopropane 3.15
    gamma-valerolactone 91.11
    n-decanol 2.68
    triethyl phosphate 6.69
    4-methyl-2-pentanol 2.77
    propionitrile 12.44
    vinylene carbonate 13.46
    1,1,2-trichlorotrifluoroethane 59.07
    DMS 10.02
    cumene 0.57
    2-octanol 2.08
    2-hexanone 10.8
    octyl acetate 4.53
    limonene 1.85
    1,2-dimethoxyethane 66.75
    ethyl orthosilicate 5.28
    tributyl phosphate 4.17
    diacetone alcohol 26.46
    N,N-dimethylaniline 3.84
    acrylonitrile 19.57
    aniline 4.23
    1,3-propanediol 23.16
    bromobenzene 0.98
    dibromomethane 3.65
    1,1,2,2-tetrachloroethane 15.0
    2-methyl-cyclohexyl acetate 5.65
    tetrabutyl urea 7.23
    diisobutyl methanol 2.21
    2-phenylethanol 6.14
    styrene 0.7
    dioctyl adipate 6.54
    dimethyl sulfate 56.17
    ethyl butyrate 8.05
    methyl lactate 24.64
    butyl lactate 6.72
    diethyl carbonate 6.25
    propanediol butyl ether 10.65
    triethyl orthoformate 6.99
    p-tert-butyltoluene 1.11
    methyl 4-tert-butylbenzoate 10.5
    morpholine 50.51
    tert-butylamine 3.18
    n-dodecanol 1.97
    dimethoxymethane 88.58
    ethylene carbonate 12.81
    cyrene 21.17
    2-ethoxyethyl acetate 10.46
    2-ethylhexyl acetate 4.24
    1,2,4-trichlorobenzene 3.55
    4-methylpyridine 8.94
    dibutyl ether 3.56
    2,6-dimethyl-4-heptanol 2.21
    DEF 34.04
    dimethyl isosorbide 30.97
    tetrachloroethylene 8.84
    eugenol 10.51
    triacetin 11.5
    span 80 10.61
    1,4-butanediol 6.22
    1,1-dichloroethane 4.47
    2-methyl-1-pentanol 4.03
    methyl formate 44.91
    2-methyl-1-butanol 5.54
    n-decane 0.24
    butyronitrile 7.82
    3,7-dimethyl-1-octanol 3.03
    1-chlorooctane 1.31
    1-chlorotetradecane 0.6
    n-nonane 0.18
    undecane 0.18
    tert-butylcyclohexane 0.11
    cyclooctane 0.09
    cyclopentanol 12.33
    tetrahydropyran 17.91
    tert-amyl methyl ether 5.95
    2,5,8-trioxanonane 35.16
    1-hexene 0.45
    2-isopropoxyethanol 19.21
    2,2,2-trifluoroethanol 19.23
    methyl butyrate 13.86

    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