3-Hydroxy-9-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one

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  • Identifiers

    CAS number
    1690-62-6

    Molecular formula
    C16H10O5

    SMILES
    COC1=CC2=C(C=C1)C3=C(O2)C4=C(C=C(C=C4)O)OC3=O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 50.61%
    Sweet 46.19%
    Vanilla 31.96%
    Burnt 29.87%
    Fruity 29.75%
    Powdery 29.53%
    Odorless 27.49%
    Balsamic 26.96%
    Nutty 26.83%
    Animal 26.03%

     

    Flavor
    Bitter 96.42%
    Very strong 18.8%
    Cedarleaf 18.77%
    Parsley 18.72%
    Indole 18.56%
    Sweet-like 18.48%
    Lovage 18.32%
    Nitrile 18.22%
    Odorless 18.05%
    Ripe apricot 17.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    7.65 (neutral)

    Molecular weight
    282.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    528°C

    Melting point expt.

    • 338 - 339 °C

    Flash point

    • 244.41 ˚C est.

  • Synonyms

    • 9-O-Methylcoumestrol
    • 4'-O-Methylcoumestrol
    • 1690-62-6
    • 3-Hydroxy-9-methoxycoumestan
    • 4'-Methoxycoumestrol
    • QE7972P9NE
    • 3-hydroxy-9-methoxy-[1]benzofuro[3,2-c]chromen-6-one
    • 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3-hydroxy-9-methoxy-
    • DTXSID80168637
    • 6H-Benzofuro[3,2-c][1]benzopyran-6-one, 3-hydroxy-9-methoxy-
    • 3-hydroxy-9-methoxy-(1)benzofuro(3,2-c)chromen-6-one
    • RefChem:1067968
    • DTXCID2091128
    • 3-Hydroxy-9-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one
    • 12-O-Methylcoumestrol
    • Coumestrol-9-methyl ether
    • 9-METHOXYCOUMESTROL
    • UNII-QE7972P9NE
    • 9-Methoxycoumestan
    • orb1680852
    • SCHEMBL4778019
    • SCHEMBL30266809
    • CHEBI:174679
    • LMPK12090019
    • AKOS028111785
    • XC161681
    • CS-0137952
    • Q27287215
    • 3-hydroxy-9-methoxy-[1]benzouro[3,2-c]chromen-6-one
    • 3-Hydroxy-9-methoxy-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one
    • 3-BENZOFURANCARBOXYLIC ACID, 2-(2,4-DIHYDROXYPHENYL)-6-METHOXY-, .DELTA.-LACTONE
    • 1690-62-6

  • Applications

    3-Hydroxy-9-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one (CAS 1690-62-6) is primarily used as a synthetic intermediate for pharmaceutical and specialty organic chemicals, serving as a building block for bioactive compounds within the chromone-benzofuran framework. It also functions as a precursor in the synthesis of fine chemicals for agricultural and industrial applications. Owing to its chromone-benzofuran core and hydroxy/methoxy groups, the compound can be directed toward dyes and pigments for inks and coatings, or as a precursor for UV-absorbing materials in polymers and plastics. Its specific use depends on local regulations and formulation limits, and appropriate handling and waste-management practices apply.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.47
    methanol 3.31
    isopropanol 3.74
    water 0.01
    ethyl acetate 11.7
    n-propanol 4.07
    acetone 38.51
    n-butanol 3.88
    acetonitrile 9.12
    DMF 107.44
    toluene 2.14
    isobutanol 3.77
    1,4-dioxane 45.31
    methyl acetate 23.29
    THF 93.49
    2-butanone 32.13
    n-pentanol 3.03
    sec-butanol 4.13
    n-hexane 0.04
    ethylene glycol 7.33
    NMP 63.79
    cyclohexane 0.12
    DMSO 273.55
    n-butyl acetate 9.6
    n-octanol 1.98
    chloroform 6.11
    n-propyl acetate 11.82
    acetic acid 15.38
    dichloromethane 7.28
    cyclohexanone 39.16
    propylene glycol 7.29
    isopropyl acetate 9.75
    DMAc 161.65
    2-ethoxyethanol 26.72
    isopentanol 5.03
    n-heptane 0.08
    ethyl formate 8.72
    1,2-dichloroethane 9.95
    n-hexanol 2.46
    2-methoxyethanol 63.73
    isobutyl acetate 8.13
    tetrachloromethane 0.39
    n-pentyl acetate 6.54
    transcutol 94.07
    n-heptanol 2.36
    ethylbenzene 1.38
    MIBK 10.58
    2-propoxyethanol 30.24
    tert-butanol 7.4
    MTBE 4.58
    2-butoxyethanol 14.8
    propionic acid 11.33
    o-xylene 1.76
    formic acid 8.4
    diethyl ether 4.24
    m-xylene 1.46
    p-xylene 2.57
    chlorobenzene 3.22
    dimethyl carbonate 20.47
    n-octane 0.07
    formamide 24.5
    cyclopentanone 61.63
    2-pentanone 16.28
    anisole 9.86
    cyclopentyl methyl ether 12.38
    gamma-butyrolactone 58.37
    1-methoxy-2-propanol 40.12
    pyridine 27.97
    3-pentanone 14.64
    furfural 43.59
    n-dodecane 0.18
    diethylene glycol 44.21
    diisopropyl ether 1.33
    tert-amyl alcohol 6.02
    acetylacetone 34.1
    n-hexadecane 0.22
    acetophenone 15.2
    methyl propionate 18.93
    isopentyl acetate 10.67
    trichloroethylene 18.85
    n-nonanol 2.6
    cyclohexanol 6.46
    benzyl alcohol 11.09
    2-ethylhexanol 2.96
    isooctanol 2.55
    dipropyl ether 4.48
    1,2-dichlorobenzene 3.69
    ethyl lactate 13.71
    propylene carbonate 20.1
    n-methylformamide 26.21
    2-pentanol 2.69
    n-pentane 0.03
    1-propoxy-2-propanol 20.79
    1-methoxy-2-propyl acetate 25.24
    2-(2-methoxypropoxy) propanol 25.95
    mesitylene 0.99
    ε-caprolactone 29.9
    p-cymene 1.85
    epichlorohydrin 62.74
    1,1,1-trichloroethane 3.91
    2-aminoethanol 8.73
    morpholine-4-carbaldehyde 88.66
    sulfolane 92.2
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 22.16
    n-hexyl acetate 7.22
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 29.2
    sec-butyl acetate 8.37
    tert-butyl acetate 11.68
    decalin 0.18
    glycerin 27.26
    diglyme 57.35
    acrylic acid 14.95
    isopropyl myristate 5.11
    n-butyric acid 11.52
    acetyl acetate 10.45
    di(2-ethylhexyl) phthalate 7.21
    ethyl propionate 11.69
    nitromethane 58.33
    1,2-diethoxyethane 21.15
    benzonitrile 10.01
    trioctyl phosphate 4.66
    1-bromopropane 2.35
    gamma-valerolactone 94.02
    n-decanol 2.39
    triethyl phosphate 8.88
    4-methyl-2-pentanol 2.53
    propionitrile 8.94
    vinylene carbonate 19.94
    1,1,2-trichlorotrifluoroethane 52.05
    DMS 19.83
    cumene 1.2
    2-octanol 1.68
    2-hexanone 14.26
    octyl acetate 5.95
    limonene 2.34
    1,2-dimethoxyethane 56.86
    ethyl orthosilicate 7.56
    tributyl phosphate 6.54
    diacetone alcohol 25.84
    N,N-dimethylaniline 7.05
    acrylonitrile 18.15
    aniline 9.02
    1,3-propanediol 16.98
    bromobenzene 2.49
    dibromomethane 3.02
    1,1,2,2-tetrachloroethane 18.08
    2-methyl-cyclohexyl acetate 10.45
    tetrabutyl urea 10.67
    diisobutyl methanol 2.71
    2-phenylethanol 9.58
    styrene 1.86
    dioctyl adipate 9.53
    dimethyl sulfate 43.52
    ethyl butyrate 8.89
    methyl lactate 27.89
    butyl lactate 10.62
    diethyl carbonate 8.2
    propanediol butyl ether 12.77
    triethyl orthoformate 9.94
    p-tert-butyltoluene 1.67
    methyl 4-tert-butylbenzoate 13.26
    morpholine 52.22
    tert-butylamine 2.21
    n-dodecanol 2.16
    dimethoxymethane 59.93
    ethylene carbonate 17.08
    cyrene 27.29
    2-ethoxyethyl acetate 16.86
    2-ethylhexyl acetate 8.17
    1,2,4-trichlorobenzene 6.76
    4-methylpyridine 18.46
    dibutyl ether 4.65
    2,6-dimethyl-4-heptanol 2.71
    DEF 26.18
    dimethyl isosorbide 39.85
    tetrachloroethylene 7.57
    eugenol 16.15
    triacetin 17.53
    span 80 14.73
    1,4-butanediol 5.58
    1,1-dichloroethane 4.16
    2-methyl-1-pentanol 4.18
    methyl formate 23.39
    2-methyl-1-butanol 4.47
    n-decane 0.21
    butyronitrile 5.98
    3,7-dimethyl-1-octanol 3.35
    1-chlorooctane 1.06
    1-chlorotetradecane 0.84
    n-nonane 0.13
    undecane 0.2
    tert-butylcyclohexane 0.13
    cyclooctane 0.05
    cyclopentanol 8.18
    tetrahydropyran 16.0
    tert-amyl methyl ether 5.14
    2,5,8-trioxanonane 48.81
    1-hexene 0.37
    2-isopropoxyethanol 16.98
    2,2,2-trifluoroethanol 9.95
    methyl butyrate 15.17

    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