3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one

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  • Identifiers

    CAS number
    74175-82-9

    Molecular formula
    C20H18O6

    SMILES
    CC1(C=CC2=C(O1)C=C(C3=C2OCC(C3=O)C4=C(C=C(C=C4)O)O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 49.63%
    Odorless 38.84%
    Spicy 37.08%
    Sweet 36.45%
    Vanilla 27.22%
    Balsamic 23.8%
    Smoky 23.09%
    Woody 22.86%
    Medicinal 22.0%
    Creamy 21.99%

     

    Flavor
    Bitter 95.31%
    Bland 20.74%
    Cedarleaf 20.17%
    Lovage 19.41%
    Parsley 19.35%
    Sweet-like 19.16%
    Ripe apricot 18.66%
    Red fruit 18.42%
    Odorless 17.88%
    Very strong 17.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    9.56 (weak base)

    Molecular weight
    354.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1189°C

    Flash point

    • 267.77 ˚C est.

  • Synonyms

    • Cyclokievitone
    • 74175-82-9
    • 99EDA7W2K8
    • 3-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-2,3-dihydropyrano[2,3-h]chromen-4-one
    • 4H,8H-Benzo(1,2-b:3,4-b')dipyran-4-one, 3-(2,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-
    • 3-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-2,3-dihydropyrano(2,3-h)chromen-4-one
    • RefChem:935618
    • GlyTouCan:G99757EH
    • G99757EH
    • 3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one
    • Myristoyl-Stearoyl-3-chloropropanol
    • UNII-99EDA7W2K8
    • 1081560-89-5
    • CHEBI:4019
    • 1'',2''-Dehydrocyclokievitone
    • CHEMBL4084828
    • SCHEMBL29377755
    • DTXSID20995646
    • CYCLOKIEVITONE, (+/-)-
    • LMPK12050493
    • Q27106286
    • 3-(2,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-4h,8h -benzo[1,2-b:3,4-b']dipyran-4-one
    • 3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9CI
    • 3-(2,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-2,3-dihydro-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
    • 3-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-2,3-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one
    • 74175-82-9

  • Applications

    Chemical name: 3-(2,4-Dihydroxyphenyl)-2,3-dihydro-5-hydroxy-8,8-dimethyl-4H,8H-benzo(1,2-b:3,4-b')dipyran-4-one, CAS 74175-82-9, is typically considered as an organic-synthesis intermediate and may serve as a building block for pharmaceutical, agrochemical, or specialty dye chemistry. In material applications, it can act as an antioxidant and/or stabilizer for polymers, coatings, and inks, potentially improving thermal, photochemical, and oxidative stability. In fragrance and personal-care contexts, the hydroxyphenyl motif may support use as a fragrance ingredient or fixative, while in cosmetics it could be explored as a colorant or antioxidant under formulation controls. In summary, its use depends on purity, regulatory status, and specific formulation requirements, and must comply with local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.55
    methanol 14.97
    isopropanol 8.86
    water 0.03
    ethyl acetate 25.88
    n-propanol 10.47
    acetone 72.81
    n-butanol 8.69
    acetonitrile 32.21
    DMF 142.32
    toluene 1.74
    isobutanol 7.75
    1,4-dioxane 40.09
    methyl acetate 34.27
    THF 192.9
    2-butanone 45.4
    n-pentanol 6.57
    sec-butanol 6.33
    n-hexane 0.1
    ethylene glycol 7.81
    NMP 99.95
    cyclohexane 0.22
    DMSO 409.26
    n-butyl acetate 15.56
    n-octanol 4.64
    chloroform 21.88
    n-propyl acetate 17.61
    acetic acid 45.82
    dichloromethane 14.23
    cyclohexanone 52.53
    propylene glycol 8.79
    isopropyl acetate 15.63
    DMAc 199.86
    2-ethoxyethanol 34.66
    isopentanol 9.21
    n-heptane 0.15
    ethyl formate 23.39
    1,2-dichloroethane 13.88
    n-hexanol 5.02
    2-methoxyethanol 77.19
    isobutyl acetate 11.97
    tetrachloromethane 1.81
    n-pentyl acetate 9.47
    transcutol 59.54
    n-heptanol 4.33
    ethylbenzene 1.26
    MIBK 16.55
    2-propoxyethanol 51.22
    tert-butanol 12.76
    MTBE 5.19
    2-butoxyethanol 21.89
    propionic acid 20.09
    o-xylene 1.6
    formic acid 24.53
    diethyl ether 7.26
    m-xylene 1.66
    p-xylene 2.02
    chlorobenzene 3.43
    dimethyl carbonate 32.54
    n-octane 0.1
    formamide 43.8
    cyclopentanone 97.34
    2-pentanone 29.81
    anisole 8.45
    cyclopentyl methyl ether 18.93
    gamma-butyrolactone 104.93
    1-methoxy-2-propanol 57.05
    pyridine 21.83
    3-pentanone 20.89
    furfural 50.13
    n-dodecane 0.19
    diethylene glycol 48.65
    diisopropyl ether 1.99
    tert-amyl alcohol 7.32
    acetylacetone 49.01
    n-hexadecane 0.23
    acetophenone 14.19
    methyl propionate 34.41
    isopentyl acetate 14.23
    trichloroethylene 35.86
    n-nonanol 5.06
    cyclohexanol 8.79
    benzyl alcohol 10.68
    2-ethylhexanol 4.19
    isooctanol 4.23
    dipropyl ether 6.74
    1,2-dichlorobenzene 4.22
    ethyl lactate 18.29
    propylene carbonate 32.44
    n-methylformamide 59.38
    2-pentanol 4.4
    n-pentane 0.1
    1-propoxy-2-propanol 30.03
    1-methoxy-2-propyl acetate 30.55
    2-(2-methoxypropoxy) propanol 28.35
    mesitylene 1.14
    ε-caprolactone 40.15
    p-cymene 1.82
    epichlorohydrin 98.29
    1,1,1-trichloroethane 10.77
    2-aminoethanol 11.84
    morpholine-4-carbaldehyde 85.52
    sulfolane 148.83
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 34.03
    n-hexyl acetate 12.77
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 32.49
    sec-butyl acetate 10.83
    tert-butyl acetate 14.91
    decalin 0.22
    glycerin 26.89
    diglyme 63.67
    acrylic acid 22.57
    isopropyl myristate 6.38
    n-butyric acid 25.94
    acetyl acetate 19.73
    di(2-ethylhexyl) phthalate 8.93
    ethyl propionate 19.1
    nitromethane 143.26
    1,2-diethoxyethane 15.81
    benzonitrile 11.92
    trioctyl phosphate 7.35
    1-bromopropane 4.48
    gamma-valerolactone 112.0
    n-decanol 3.92
    triethyl phosphate 11.28
    4-methyl-2-pentanol 3.93
    propionitrile 24.25
    vinylene carbonate 30.76
    1,1,2-trichlorotrifluoroethane 70.36
    DMS 19.9
    cumene 1.13
    2-octanol 2.72
    2-hexanone 19.34
    octyl acetate 8.84
    limonene 2.42
    1,2-dimethoxyethane 69.08
    ethyl orthosilicate 9.21
    tributyl phosphate 8.94
    diacetone alcohol 31.67
    N,N-dimethylaniline 6.35
    acrylonitrile 37.97
    aniline 6.93
    1,3-propanediol 22.59
    bromobenzene 2.59
    dibromomethane 6.72
    1,1,2,2-tetrachloroethane 29.15
    2-methyl-cyclohexyl acetate 12.8
    tetrabutyl urea 14.28
    diisobutyl methanol 3.28
    2-phenylethanol 11.37
    styrene 1.4
    dioctyl adipate 12.49
    dimethyl sulfate 59.96
    ethyl butyrate 14.24
    methyl lactate 35.78
    butyl lactate 13.57
    diethyl carbonate 11.64
    propanediol butyl ether 17.0
    triethyl orthoformate 12.8
    p-tert-butyltoluene 1.61
    methyl 4-tert-butylbenzoate 15.83
    morpholine 55.2
    tert-butylamine 3.17
    n-dodecanol 3.02
    dimethoxymethane 84.55
    ethylene carbonate 28.81
    cyrene 33.21
    2-ethoxyethyl acetate 17.26
    2-ethylhexyl acetate 10.46
    1,2,4-trichlorobenzene 7.56
    4-methylpyridine 17.96
    dibutyl ether 5.16
    2,6-dimethyl-4-heptanol 3.28
    DEF 37.09
    dimethyl isosorbide 48.98
    tetrachloroethylene 13.86
    eugenol 17.33
    triacetin 19.8
    span 80 16.75
    1,4-butanediol 8.08
    1,1-dichloroethane 10.41
    2-methyl-1-pentanol 6.45
    methyl formate 53.5
    2-methyl-1-butanol 7.52
    n-decane 0.28
    butyronitrile 17.5
    3,7-dimethyl-1-octanol 4.71
    1-chlorooctane 1.7
    1-chlorotetradecane 0.87
    n-nonane 0.2
    undecane 0.23
    tert-butylcyclohexane 0.17
    cyclooctane 0.1
    cyclopentanol 15.95
    tetrahydropyran 22.07
    tert-amyl methyl ether 5.11
    2,5,8-trioxanonane 49.29
    1-hexene 0.61
    2-isopropoxyethanol 21.09
    2,2,2-trifluoroethanol 18.37
    methyl butyrate 25.74

    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