5-[(2R,3R)-6-hydroxy-4-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

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  • Identifiers

    CAS number
    168037-22-7

    Molecular formula
    C42H32O9

    SMILES
    C1=CC(=CC=C1/C=C\C2=C3[C@@H]([C@H](OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=C6[C@H]([C@@H](OC6=CC(=C5)O)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 52.41%
    Odorless 39.8%
    Fruity 35.3%
    Spicy 29.98%
    Medicinal 24.59%
    Burnt 24.49%
    Animal 23.45%
    Balsamic 22.09%
    Smoky 21.5%
    Bitter 19.56%

     

    Flavor
    Bitter 96.88%
    Cedarleaf 19.22%
    Very strong 19.1%
    Odorless 19.08%
    Sweet-like 18.95%
    Nitrile 18.68%
    Indole 18.64%
    Lovage 17.99%
    Bland 17.9%
    Parsley 17.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.7

    pKa est.
    9.41 (weak base)

    Molecular weight
    680.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2213°C

    Flash point

    • 304.8 ˚C est.

  • Synonyms

    • cis-Miyabenol C
    • 168037-22-7
    • orb1682933
    • DTXSID301099857
    • AKOS040761512
    • FS-7716
    • CS-0103748
    • H63473
    • [3,4a(2)-Bibenzofuran]-6,6a(2)-diol, 3a(2)-(3,5-dihydroxyphenyl)-2,2a(2),3,3a(2)-tetrahydro-2,2a(2)-bis(4-hydroxyphenyl)-4-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-, (2S,2a(2)R,3S,3a(2)R)-
    • 168037-22-7

  • Applications

    5-[(2R,3R)-6-hydroxy-4-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol (CAS 168037-22-7) is a polyphenolic dihydrobenzofuran-containing compound that is primarily considered as an antioxidant and stabilizer in formulations. In practice, it is explored as an additive in cosmetics and personal care products to scavenge free radicals, in polymers and coatings to improve oxidative stability and longevity, and as a colorant/intermediate in dye and pigment synthesis for coatings, inks, and specialty plastics. It is also evaluated as an intermediate in chemical syntheses and could be used in household product formulations where antioxidant properties are desired, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.99
    methanol 4.27
    isopropanol 0.84
    water 0.02
    ethyl acetate 1.49
    n-propanol 2.09
    acetone 3.25
    n-butanol 1.3
    acetonitrile 0.88
    DMF 33.1
    toluene 0.21
    isobutanol 0.74
    1,4-dioxane 5.05
    methyl acetate 2.36
    THF 17.73
    2-butanone 4.03
    n-pentanol 0.67
    sec-butanol 1.0
    n-hexane 0.01
    ethylene glycol 2.27
    NMP 18.62
    cyclohexane 0.01
    DMSO 36.96
    n-butyl acetate 0.87
    n-octanol 0.6
    chloroform 2.2
    n-propyl acetate 0.88
    acetic acid 11.49
    dichloromethane 1.31
    cyclohexanone 3.6
    propylene glycol 5.87
    isopropyl acetate 0.9
    DMAc 30.8
    2-ethoxyethanol 9.35
    isopentanol 0.58
    n-heptane 0.02
    ethyl formate 2.84
    1,2-dichloroethane 0.73
    n-hexanol 0.37
    2-methoxyethanol 24.79
    isobutyl acetate 0.4
    tetrachloromethane 0.12
    n-pentyl acetate 1.19
    transcutol 20.1
    n-heptanol 0.57
    ethylbenzene 0.07
    MIBK 0.87
    2-propoxyethanol 10.05
    tert-butanol 0.49
    MTBE 0.47
    2-butoxyethanol 6.21
    propionic acid 4.44
    o-xylene 0.09
    formic acid 8.97
    diethyl ether 0.7
    m-xylene 0.1
    p-xylene 0.06
    chlorobenzene 0.27
    dimethyl carbonate 3.5
    n-octane 0.01
    formamide 10.14
    cyclopentanone 10.02
    2-pentanone 2.26
    anisole 0.78
    cyclopentyl methyl ether 1.49
    gamma-butyrolactone 13.14
    1-methoxy-2-propanol 19.36
    pyridine 4.34
    3-pentanone 1.39
    furfural 12.34
    n-dodecane 0.01
    diethylene glycol 7.71
    diisopropyl ether 0.08
    tert-amyl alcohol 0.66
    acetylacetone 4.44
    n-hexadecane 0.01
    acetophenone 0.98
    methyl propionate 3.0
    isopentyl acetate 0.68
    trichloroethylene 3.33
    n-nonanol 0.69
    cyclohexanol 0.54
    benzyl alcohol 1.14
    2-ethylhexanol 0.21
    isooctanol 0.36
    dipropyl ether 0.76
    1,2-dichlorobenzene 0.24
    ethyl lactate 2.34
    propylene carbonate 3.82
    n-methylformamide 12.58
    2-pentanol 0.51
    n-pentane 0.01
    1-propoxy-2-propanol 6.94
    1-methoxy-2-propyl acetate 4.0
    2-(2-methoxypropoxy) propanol 6.3
    mesitylene 0.04
    ε-caprolactone 4.53
    p-cymene 0.07
    epichlorohydrin 12.43
    1,1,1-trichloroethane 0.37
    2-aminoethanol 4.45
    morpholine-4-carbaldehyde 26.1
    sulfolane 26.73
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.52
    n-hexyl acetate 1.44
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 9.21
    sec-butyl acetate 0.45
    tert-butyl acetate 0.95
    decalin 0.01
    glycerin 17.18
    diglyme 15.51
    acrylic acid 6.68
    isopropyl myristate 0.54
    n-butyric acid 4.43
    acetyl acetate 1.23
    di(2-ethylhexyl) phthalate 0.86
    ethyl propionate 0.97
    nitromethane 19.79
    1,2-diethoxyethane 2.31
    benzonitrile 0.62
    trioctyl phosphate 0.67
    1-bromopropane 0.27
    gamma-valerolactone 38.94
    n-decanol 0.42
    triethyl phosphate 0.6
    4-methyl-2-pentanol 0.21
    propionitrile 1.01
    vinylene carbonate 4.49
    1,1,2-trichlorotrifluoroethane 26.45
    DMS 1.42
    cumene 0.04
    2-octanol 0.31
    2-hexanone 0.95
    octyl acetate 0.95
    limonene 0.1
    1,2-dimethoxyethane 10.72
    ethyl orthosilicate 0.52
    tributyl phosphate 0.69
    diacetone alcohol 3.98
    N,N-dimethylaniline 0.44
    acrylonitrile 2.47
    aniline 0.83
    1,3-propanediol 6.01
    bromobenzene 0.18
    dibromomethane 0.48
    1,1,2,2-tetrachloroethane 2.71
    2-methyl-cyclohexyl acetate 0.6
    tetrabutyl urea 1.26
    diisobutyl methanol 0.14
    2-phenylethanol 0.75
    styrene 0.08
    dioctyl adipate 1.33
    dimethyl sulfate 8.03
    ethyl butyrate 0.98
    methyl lactate 9.09
    butyl lactate 3.11
    diethyl carbonate 0.6
    propanediol butyl ether 7.17
    triethyl orthoformate 1.18
    p-tert-butyltoluene 0.07
    methyl 4-tert-butylbenzoate 2.22
    morpholine 9.48
    tert-butylamine 0.12
    n-dodecanol 0.26
    dimethoxymethane 14.25
    ethylene carbonate 2.67
    cyrene 6.59
    2-ethoxyethyl acetate 3.35
    2-ethylhexyl acetate 0.43
    1,2,4-trichlorobenzene 0.46
    4-methylpyridine 1.75
    dibutyl ether 0.61
    2,6-dimethyl-4-heptanol 0.14
    DEF 4.14
    dimethyl isosorbide 9.2
    tetrachloroethylene 1.24
    eugenol 2.97
    triacetin 3.32
    span 80 5.33
    1,4-butanediol 1.55
    1,1-dichloroethane 0.49
    2-methyl-1-pentanol 0.38
    methyl formate 9.24
    2-methyl-1-butanol 0.76
    n-decane 0.02
    butyronitrile 0.79
    3,7-dimethyl-1-octanol 0.39
    1-chlorooctane 0.13
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 1.28
    tetrahydropyran 1.94
    tert-amyl methyl ether 0.56
    2,5,8-trioxanonane 10.55
    1-hexene 0.05
    2-isopropoxyethanol 3.33
    2,2,2-trifluoroethanol 3.65
    methyl butyrate 1.55

    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