3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one

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  • Identifiers

    CAS number
    112516-43-5

    Molecular formula
    C20H16O6

    SMILES
    CC1(C=CC2=C(O1)C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 55.96%
    Odorless 34.66%
    Spicy 31.2%
    Burnt 29.86%
    Fruity 28.96%
    Sweet 26.5%
    Smoky 26.23%
    Medicinal 25.26%
    Vanilla 23.55%
    Dry 22.03%

     

    Flavor
    Bitter 95.63%
    Cedarleaf 20.04%
    Parsley 19.7%
    Lovage 19.52%
    Sweet-like 19.3%
    Very strong 19.12%
    Indole 18.99%
    Ripe apricot 18.87%
    Red fruit 18.72%
    Eugenol 18.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    9.59 (weak base)

    Molecular weight
    352.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1372°C

    Melting point expt.

    • 252 - 254 °C

    Flash point

    • 257.83 ˚C est.

  • Synonyms

    • citrusinol
    • 112516-43-5
    • 9ES85ZGN4Y
    • 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
    • DTXSID801128144
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano(2,3-h)chromen-4-one
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one
    • RefChem:1065910
    • DTXCID501559647
    • 4H,8H-Benzo[1,2-b:3,4-b']dipyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-
    • CHEMBL463744
    • orb1990572
    • SCHEMBL30377076
    • CHEBI:175501
    • HY-N7790
    • LMPK12111994
    • AKOS040736304
    • 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
    • DA-62355
    • CS-0137861
    • 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-citrusonol
    • 2-(4-HYDROXYPHENYL)-8,8-DIMETHYL-3,5-BIS(OXIDANYL)PYRANO(2,3-H)CHROMEN-4-ONE
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b inverted exclamation marka]dipyran-4-one
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9CI
    • 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-ba(2)]dipyran-4-one
    • 112516-43-5

  • Applications

    3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one (CAS 112516-43-5) is used as an intermediate in the synthesis of aromatic polyphenolic compounds and as a building block for organic materials containing polyphenols, such as polymers. It may function as an antioxidant and stabilizer in polymer formulations, coatings, and personal care products, helping to improve thermal and photochemical stability. It can serve as a dye/colorant precursor for inks or textile coloration, and is evaluated as a synthetic intermediate in pharmaceutical or agrochemical research. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.69
    methanol 4.17
    isopropanol 4.87
    water 0.0
    ethyl acetate 9.89
    n-propanol 6.99
    acetone 16.0
    n-butanol 5.8
    acetonitrile 5.82
    DMF 63.0
    toluene 1.72
    isobutanol 5.16
    1,4-dioxane 17.49
    methyl acetate 14.21
    THF 99.84
    2-butanone 23.64
    n-pentanol 4.36
    sec-butanol 5.85
    n-hexane 0.05
    ethylene glycol 4.94
    NMP 72.98
    cyclohexane 0.1
    DMSO 153.96
    n-butyl acetate 9.62
    n-octanol 3.08
    chloroform 4.49
    n-propyl acetate 8.91
    acetic acid 18.7
    dichloromethane 3.9
    cyclohexanone 29.67
    propylene glycol 8.0
    isopropyl acetate 7.95
    DMAc 100.77
    2-ethoxyethanol 20.33
    isopentanol 6.01
    n-heptane 0.1
    ethyl formate 7.06
    1,2-dichloroethane 5.28
    n-hexanol 3.99
    2-methoxyethanol 49.08
    isobutyl acetate 6.29
    tetrachloromethane 0.37
    n-pentyl acetate 7.57
    transcutol 62.9
    n-heptanol 3.57
    ethylbenzene 0.96
    MIBK 8.84
    2-propoxyethanol 33.75
    tert-butanol 6.64
    MTBE 4.09
    2-butoxyethanol 17.06
    propionic acid 11.31
    o-xylene 1.34
    formic acid 8.53
    diethyl ether 3.35
    m-xylene 1.29
    p-xylene 1.47
    chlorobenzene 1.94
    dimethyl carbonate 13.82
    n-octane 0.07
    formamide 15.2
    cyclopentanone 59.84
    2-pentanone 13.61
    anisole 5.2
    cyclopentyl methyl ether 13.65
    gamma-butyrolactone 61.27
    1-methoxy-2-propanol 40.62
    pyridine 16.89
    3-pentanone 10.1
    furfural 30.45
    n-dodecane 0.14
    diethylene glycol 31.16
    diisopropyl ether 1.14
    tert-amyl alcohol 6.43
    acetylacetone 20.39
    n-hexadecane 0.17
    acetophenone 9.11
    methyl propionate 16.84
    isopentyl acetate 10.5
    trichloroethylene 13.84
    n-nonanol 3.57
    cyclohexanol 6.75
    benzyl alcohol 7.63
    2-ethylhexanol 3.42
    isooctanol 3.34
    dipropyl ether 4.02
    1,2-dichlorobenzene 2.07
    ethyl lactate 11.08
    propylene carbonate 18.22
    n-methylformamide 21.23
    2-pentanol 3.6
    n-pentane 0.05
    1-propoxy-2-propanol 22.54
    1-methoxy-2-propyl acetate 22.55
    2-(2-methoxypropoxy) propanol 22.58
    mesitylene 0.76
    ε-caprolactone 26.55
    p-cymene 1.52
    epichlorohydrin 57.21
    1,1,1-trichloroethane 3.09
    2-aminoethanol 8.4
    morpholine-4-carbaldehyde 59.19
    sulfolane 102.02
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 23.89
    n-hexyl acetate 8.62
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 26.76
    sec-butyl acetate 6.79
    tert-butyl acetate 9.9
    decalin 0.14
    glycerin 23.08
    diglyme 42.42
    acrylic acid 13.26
    isopropyl myristate 4.69
    n-butyric acid 13.09
    acetyl acetate 6.44
    di(2-ethylhexyl) phthalate 6.56
    ethyl propionate 9.29
    nitromethane 40.86
    1,2-diethoxyethane 13.08
    benzonitrile 6.73
    trioctyl phosphate 4.99
    1-bromopropane 2.05
    gamma-valerolactone 76.36
    n-decanol 2.83
    triethyl phosphate 6.59
    4-methyl-2-pentanol 2.85
    propionitrile 7.66
    vinylene carbonate 14.54
    1,1,2-trichlorotrifluoroethane 42.9
    DMS 13.91
    cumene 0.86
    2-octanol 2.39
    2-hexanone 10.54
    octyl acetate 6.11
    limonene 2.02
    1,2-dimethoxyethane 32.38
    ethyl orthosilicate 5.92
    tributyl phosphate 5.85
    diacetone alcohol 23.72
    N,N-dimethylaniline 4.57
    acrylonitrile 12.58
    aniline 6.19
    1,3-propanediol 14.91
    bromobenzene 1.45
    dibromomethane 1.84
    1,1,2,2-tetrachloroethane 12.89
    2-methyl-cyclohexyl acetate 8.76
    tetrabutyl urea 9.72
    diisobutyl methanol 2.6
    2-phenylethanol 9.07
    styrene 1.06
    dioctyl adipate 8.4
    dimethyl sulfate 29.57
    ethyl butyrate 8.21
    methyl lactate 22.02
    butyl lactate 11.04
    diethyl carbonate 6.18
    propanediol butyl ether 15.01
    triethyl orthoformate 8.3
    p-tert-butyltoluene 1.4
    methyl 4-tert-butylbenzoate 12.27
    morpholine 35.03
    tert-butylamine 1.95
    n-dodecanol 2.22
    dimethoxymethane 38.94
    ethylene carbonate 12.08
    cyrene 23.26
    2-ethoxyethyl acetate 14.76
    2-ethylhexyl acetate 7.66
    1,2,4-trichlorobenzene 4.44
    4-methylpyridine 13.88
    dibutyl ether 3.65
    2,6-dimethyl-4-heptanol 2.6
    DEF 20.89
    dimethyl isosorbide 36.44
    tetrachloroethylene 4.83
    eugenol 13.55
    triacetin 14.24
    span 80 14.01
    1,4-butanediol 4.57
    1,1-dichloroethane 3.36
    2-methyl-1-pentanol 4.72
    methyl formate 15.46
    2-methyl-1-butanol 5.87
    n-decane 0.2
    butyronitrile 5.81
    3,7-dimethyl-1-octanol 3.82
    1-chlorooctane 1.16
    1-chlorotetradecane 0.65
    n-nonane 0.14
    undecane 0.17
    tert-butylcyclohexane 0.12
    cyclooctane 0.05
    cyclopentanol 11.15
    tetrahydropyran 12.58
    tert-amyl methyl ether 4.56
    2,5,8-trioxanonane 33.07
    1-hexene 0.42
    2-isopropoxyethanol 13.8
    2,2,2-trifluoroethanol 5.61
    methyl butyrate 12.41

    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