(2S)-3',7-Dihydroxy-8-methyl-4'-methoxyflavan

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  • Identifiers

    CAS number
    87733-81-1

    Molecular formula
    C17H18O4

    SMILES
    CC1=C(C=CC2=C1O[C@@H](CC2)C3=CC(=C(C=C3)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 75.71%
    Sweet 65.67%
    Vanilla 60.05%
    Spicy 58.2%
    Smoky 55.85%
    Medicinal 39.53%
    Balsamic 36.95%
    Burnt 36.39%
    Powdery 34.28%
    Creamy 34.08%

     

    Flavor
    Bitter 77.78%
    Woody 26.05%
    Phenolic 25.74%
    Vanilla 25.65%
    Smoky 24.35%
    Sweet 24.3%
    Spice 24.2%
    Eugenol 23.48%
    Parsley 22.19%
    Powdery 22.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    9.73 (weak base)

    Molecular weight
    286.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    566°C

    Flash point

    • 193.43 ˚C est.

    Solubility expt.

    • Practically insoluble to insoluble
    • Very slightly soluble (in ethanol)

  • Synonyms

    • (S)-2-(3-Hydroxy-4-methoxyphenyl)-8-methylchroman-7-ol
    • RefChem:398480
    • (2S)-3',7-Dihydroxy-4'-methoxy-8-methylflavan
    • (2S)-3',7-Dihydroxy-8-methyl-4'-methoxyflavan
    • (2S)-7,3A'-Dihydroxy-4A'-methoxy-8-methylflavane
    • 7,3'-Dihydroxy-4'-methoxy-8-methylflavan
    • 87733-81-1
    • Fema No. 4833
    • 739S13W7TB
    • UNII-739S13W7TB
    • 3',7-Dihydroxy-8-methyl-4'-methoxyflavan, (-)-
    • (2S)-2-(3-hydroxy-4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-7-ol
    • 3',7-Dihydroxy-8-methyl-4'-methoxyflavan, (2S)-
    • 2-(3-Hydroxy-4-methoxyphenyl)-8-methylchroman-7-ol, (S)-
    • 2H-1-Benzopyran-7-ol, 3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-8-methyl-, (2S)-
    • C09646
    • CHEBI:2244
    • SCHEMBL17559175
    • SCHEMBL31053819
    • DTXSID60331807
    • LMPK12020239
    • (2S)-2-(3-hydroxy-4-methoxyphenyl)-8-methyl-3,4-dihydro-2H-chromen-7-ol
    • Q27105590
    • 87733-81-1

  • Applications

    (2S)-3',7-Dihydroxy-8-methyl-4'-methoxyflavan, CAS number: 87733-81-1, has practical applications primarily as an intermediate in pharmaceutical synthesis; studied as an antioxidant and cosmetic additive for personal care products; serves as a stabilizer/antioxidant for coatings, inks, and plastics to improve durability; and acts as a chiral building block in asymmetric organic synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.08
    methanol 24.11
    isopropanol 16.9
    water 0.03
    ethyl acetate 53.53
    n-propanol 21.98
    acetone 24.46
    n-butanol 22.9
    acetonitrile 21.03
    DMF 41.08
    toluene 12.07
    isobutanol 12.76
    1,4-dioxane 130.34
    methyl acetate 34.93
    THF 212.67
    2-butanone 31.17
    n-pentanol 15.53
    sec-butanol 14.15
    n-hexane 0.36
    ethylene glycol 6.84
    NMP 14.51
    cyclohexane 0.91
    DMSO 101.25
    n-butyl acetate 24.14
    n-octanol 6.55
    chloroform 65.06
    n-propyl acetate 24.26
    acetic acid 35.02
    dichloromethane 68.21
    cyclohexanone 39.61
    propylene glycol 7.06
    isopropyl acetate 34.66
    DMAc 60.51
    2-ethoxyethanol 78.46
    isopentanol 21.54
    n-heptane 1.03
    ethyl formate 17.84
    1,2-dichloroethane 48.94
    n-hexanol 14.52
    2-methoxyethanol 106.58
    isobutyl acetate 18.09
    tetrachloromethane 5.57
    n-pentyl acetate 18.49
    transcutol 248.14
    n-heptanol 10.44
    ethylbenzene 6.57
    MIBK 27.42
    2-propoxyethanol 64.74
    tert-butanol 39.35
    MTBE 39.38
    2-butoxyethanol 35.3
    propionic acid 17.22
    o-xylene 8.51
    formic acid 17.39
    diethyl ether 43.5
    m-xylene 8.75
    p-xylene 7.38
    chlorobenzene 14.86
    dimethyl carbonate 30.07
    n-octane 0.65
    formamide 54.66
    cyclopentanone 45.33
    2-pentanone 32.18
    anisole 29.66
    cyclopentyl methyl ether 40.1
    gamma-butyrolactone 54.0
    1-methoxy-2-propanol 69.97
    pyridine 38.83
    3-pentanone 27.33
    furfural 56.69
    n-dodecane 0.68
    diethylene glycol 65.52
    diisopropyl ether 11.63
    tert-amyl alcohol 25.56
    acetylacetone 57.94
    n-hexadecane 0.81
    acetophenone 24.77
    methyl propionate 36.38
    isopentyl acetate 27.53
    trichloroethylene 90.03
    n-nonanol 8.26
    cyclohexanol 16.05
    benzyl alcohol 21.88
    2-ethylhexanol 10.72
    isooctanol 10.5
    dipropyl ether 20.77
    1,2-dichlorobenzene 17.21
    ethyl lactate 17.5
    propylene carbonate 23.51
    n-methylformamide 25.4
    2-pentanol 15.75
    n-pentane 0.44
    1-propoxy-2-propanol 40.73
    1-methoxy-2-propyl acetate 54.31
    2-(2-methoxypropoxy) propanol 44.62
    mesitylene 6.33
    ε-caprolactone 34.45
    p-cymene 7.0
    epichlorohydrin 121.52
    1,1,1-trichloroethane 26.16
    2-aminoethanol 13.78
    morpholine-4-carbaldehyde 69.04
    sulfolane 67.0
    2,2,4-trimethylpentane 0.96
    2-methyltetrahydrofuran 46.47
    n-hexyl acetate 19.81
    isooctane 0.9
    2-(2-butoxyethoxy)ethanol 62.75
    sec-butyl acetate 20.87
    tert-butyl acetate 48.51
    decalin 1.09
    glycerin 22.52
    diglyme 155.52
    acrylic acid 17.34
    isopropyl myristate 12.79
    n-butyric acid 30.11
    acetyl acetate 38.2
    di(2-ethylhexyl) phthalate 13.17
    ethyl propionate 26.21
    nitromethane 84.84
    1,2-diethoxyethane 77.23
    benzonitrile 19.33
    trioctyl phosphate 9.09
    1-bromopropane 14.01
    gamma-valerolactone 81.27
    n-decanol 6.84
    triethyl phosphate 19.79
    4-methyl-2-pentanol 12.1
    propionitrile 23.46
    vinylene carbonate 25.85
    1,1,2-trichlorotrifluoroethane 64.28
    DMS 31.87
    cumene 5.43
    2-octanol 6.54
    2-hexanone 21.93
    octyl acetate 13.47
    limonene 8.55
    1,2-dimethoxyethane 138.69
    ethyl orthosilicate 20.42
    tributyl phosphate 11.58
    diacetone alcohol 49.0
    N,N-dimethylaniline 17.53
    acrylonitrile 31.41
    aniline 20.07
    1,3-propanediol 36.31
    bromobenzene 14.35
    dibromomethane 29.99
    1,1,2,2-tetrachloroethane 61.47
    2-methyl-cyclohexyl acetate 23.72
    tetrabutyl urea 15.41
    diisobutyl methanol 10.56
    2-phenylethanol 23.01
    styrene 7.64
    dioctyl adipate 21.44
    dimethyl sulfate 42.44
    ethyl butyrate 24.36
    methyl lactate 22.51
    butyl lactate 16.48
    diethyl carbonate 20.75
    propanediol butyl ether 21.81
    triethyl orthoformate 25.75
    p-tert-butyltoluene 7.43
    methyl 4-tert-butylbenzoate 31.38
    morpholine 110.05
    tert-butylamine 15.42
    n-dodecanol 5.6
    dimethoxymethane 131.88
    ethylene carbonate 24.31
    cyrene 36.98
    2-ethoxyethyl acetate 47.63
    2-ethylhexyl acetate 19.5
    1,2,4-trichlorobenzene 22.15
    4-methylpyridine 26.2
    dibutyl ether 15.19
    2,6-dimethyl-4-heptanol 10.56
    DEF 31.66
    dimethyl isosorbide 82.55
    tetrachloroethylene 39.55
    eugenol 31.29
    triacetin 38.76
    span 80 24.87
    1,4-butanediol 11.81
    1,1-dichloroethane 24.08
    2-methyl-1-pentanol 16.41
    methyl formate 22.99
    2-methyl-1-butanol 16.32
    n-decane 1.1
    butyronitrile 17.84
    3,7-dimethyl-1-octanol 10.06
    1-chlorooctane 4.77
    1-chlorotetradecane 2.54
    n-nonane 0.83
    undecane 0.84
    tert-butylcyclohexane 1.11
    cyclooctane 0.62
    cyclopentanol 13.37
    tetrahydropyran 62.98
    tert-amyl methyl ether 25.42
    2,5,8-trioxanonane 103.7
    1-hexene 2.19
    2-isopropoxyethanol 49.01
    2,2,2-trifluoroethanol 16.51
    methyl butyrate 25.79

    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