(3R)-3,4-Dihydro-5,7-dimethoxy-2',2'-dimethyl-6-(3-methyl-2-buten-1-yl)(3,8'-bi-2H-1-benzopyran)-5'-ol

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  • Identifiers

    CAS number
    152546-94-6

    Molecular formula
    C27H32O5

    SMILES
    CC(=CCC1=C(C=C2C(=C1OC)C[C@@H](CO2)C3=C4C(=C(C=C3)O)C=CC(O4)(C)C)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 57.08%
    Sweet 37.75%
    Phenolic 36.28%
    Woody 32.74%
    Herbal 26.84%
    Balsamic 25.31%
    Smoky 24.78%
    Warm 23.95%
    Powdery 23.64%
    Floral 23.6%

     

    Flavor
    Bitter 76.14%
    Parsley 21.07%
    Cedarleaf 20.23%
    Lovage 19.67%
    Ripe apricot 18.91%
    Red fruit 18.63%
    Eugenol 18.57%
    Carrot 18.48%
    Heather 18.24%
    Green pepper 18.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.1

    pKa est.
    8.19 (weak base)

    Molecular weight
    436.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1042°C

    Flash point

    • 188.53 ˚C est.

  • Synonyms

    • 152546-94-6
    • (3R)-3,4-Dihydro-5,7-dimethoxy-2',2'-dimethyl-6-(3-methyl-2-buten-1-yl)(3,8'-bi-2H-1-benzopyran)-5'-ol
    • (3R)-3,4-Dihydro-5,7-dimethoxy-2',2'-dimethyl-6-(3-methyl-2-buten-1-yl)[3,8'-bi-2H-1-benzopyran]-5'-ol
    • RefChem:208050
    • Kanzonol I
    • CHEMBL4634824
    • CHEBI:175520
    • DTXSID001112739
    • BDBM50539736
    • (3R)-3,4-Dihydro-5,7-dimethoxy-2a(2),2a(2)-dimethyl-6-(3-methyl-2-buten-1-yl)[3,8a(2)-bi-2H-1-benzopyran]-5a(2)-ol
    • (3R)-5,7-Dimethoxy-2',2'-dimethyl-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,2'H-[3,8'-bi-1-benzopyran]-5'-ol
    • 8-[(3R)-5,7-dimethoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]-2,2-dimethylchromen-5-ol
    • 152546-94-6

  • Applications

    CAS 152546-94-6, the chemical name (3R)-3,4-Dihydro-5,7-dimethoxy-2',2'-dimethyl-6-(3-methyl-2-buten-1-yl)(3,8'-bi-2H-1-benzopyran)-5'-ol, is typically used as a synthetic intermediate and can serve as a specialty fragrance component in certain formulations. Real-world applications include its consideration as a fragrance ingredient in perfumery; as a fragrance or aroma additive in cosmetics and personal care; as a potential intermediate for pharmaceutical synthesis and as a precursor in agrochemical development; explored as a chiral scaffold for medicinal chemistry and related organic synthesis; and as a specialty chemical intermediate for industrial manufacturing and coatings/inks formulations. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.79
    methanol 3.4
    isopropanol 3.37
    water 0.0
    ethyl acetate 22.25
    n-propanol 6.4
    acetone 17.87
    n-butanol 7.41
    acetonitrile 8.15
    DMF 16.68
    toluene 25.8
    isobutanol 6.08
    1,4-dioxane 42.16
    methyl acetate 19.2
    THF 79.23
    2-butanone 31.04
    n-pentanol 10.26
    sec-butanol 4.98
    n-hexane 0.5
    ethylene glycol 0.56
    NMP 34.8
    cyclohexane 1.24
    DMSO 25.08
    n-butyl acetate 23.8
    n-octanol 9.5
    chloroform 200.6
    n-propyl acetate 22.65
    acetic acid 13.33
    dichloromethane 132.71
    cyclohexanone 51.08
    propylene glycol 1.3
    isopropyl acetate 15.34
    DMAc 55.17
    2-ethoxyethanol 20.02
    isopentanol 8.65
    n-heptane 0.72
    ethyl formate 12.18
    1,2-dichloroethane 56.22
    n-hexanol 10.09
    2-methoxyethanol 14.2
    isobutyl acetate 20.31
    tetrachloromethane 10.17
    n-pentyl acetate 26.53
    transcutol 63.46
    n-heptanol 9.5
    ethylbenzene 11.14
    MIBK 17.09
    2-propoxyethanol 33.09
    tert-butanol 5.34
    MTBE 10.19
    2-butoxyethanol 25.67
    propionic acid 8.27
    o-xylene 10.82
    formic acid 2.49
    diethyl ether 10.25
    m-xylene 11.6
    p-xylene 14.46
    chlorobenzene 39.94
    dimethyl carbonate 11.79
    n-octane 0.41
    formamide 4.12
    cyclopentanone 51.17
    2-pentanone 22.14
    anisole 27.56
    cyclopentyl methyl ether 24.76
    gamma-butyrolactone 41.17
    1-methoxy-2-propanol 12.82
    pyridine 60.18
    3-pentanone 23.31
    furfural 46.23
    n-dodecane 0.54
    diethylene glycol 12.74
    diisopropyl ether 3.58
    tert-amyl alcohol 6.58
    acetylacetone 27.69
    n-hexadecane 0.67
    acetophenone 29.24
    methyl propionate 19.72
    isopentyl acetate 26.86
    trichloroethylene 154.06
    n-nonanol 11.2
    cyclohexanol 9.25
    benzyl alcohol 21.42
    2-ethylhexanol 10.46
    isooctanol 9.43
    dipropyl ether 12.03
    1,2-dichlorobenzene 34.54
    ethyl lactate 11.22
    propylene carbonate 23.18
    n-methylformamide 7.41
    2-pentanol 4.19
    n-pentane 0.39
    1-propoxy-2-propanol 21.89
    1-methoxy-2-propyl acetate 31.58
    2-(2-methoxypropoxy) propanol 29.02
    mesitylene 5.43
    ε-caprolactone 43.85
    p-cymene 7.74
    epichlorohydrin 86.46
    1,1,1-trichloroethane 47.59
    2-aminoethanol 1.93
    morpholine-4-carbaldehyde 43.03
    sulfolane 48.54
    2,2,4-trimethylpentane 0.55
    2-methyltetrahydrofuran 38.15
    n-hexyl acetate 29.92
    isooctane 0.34
    2-(2-butoxyethoxy)ethanol 35.03
    sec-butyl acetate 17.57
    tert-butyl acetate 18.0
    decalin 1.21
    glycerin 2.74
    diglyme 64.95
    acrylic acid 8.14
    isopropyl myristate 12.78
    n-butyric acid 16.46
    acetyl acetate 19.42
    di(2-ethylhexyl) phthalate 18.29
    ethyl propionate 20.03
    nitromethane 26.9
    1,2-diethoxyethane 29.29
    benzonitrile 24.54
    trioctyl phosphate 11.03
    1-bromopropane 25.91
    gamma-valerolactone 74.61
    n-decanol 7.72
    triethyl phosphate 15.0
    4-methyl-2-pentanol 4.55
    propionitrile 11.71
    vinylene carbonate 26.11
    1,1,2-trichlorotrifluoroethane 54.17
    DMS 21.46
    cumene 7.47
    2-octanol 5.95
    2-hexanone 27.68
    octyl acetate 16.36
    limonene 8.44
    1,2-dimethoxyethane 41.65
    ethyl orthosilicate 15.59
    tributyl phosphate 12.85
    diacetone alcohol 18.56
    N,N-dimethylaniline 16.74
    acrylonitrile 14.26
    aniline 20.55
    1,3-propanediol 4.92
    bromobenzene 49.01
    dibromomethane 73.22
    1,1,2,2-tetrachloroethane 112.0
    2-methyl-cyclohexyl acetate 26.77
    tetrabutyl urea 17.68
    diisobutyl methanol 5.67
    2-phenylethanol 26.88
    styrene 13.79
    dioctyl adipate 21.68
    dimethyl sulfate 17.42
    ethyl butyrate 20.57
    methyl lactate 8.65
    butyl lactate 17.48
    diethyl carbonate 15.12
    propanediol butyl ether 15.22
    triethyl orthoformate 20.46
    p-tert-butyltoluene 6.57
    methyl 4-tert-butylbenzoate 28.91
    morpholine 41.36
    tert-butylamine 2.76
    n-dodecanol 5.36
    dimethoxymethane 23.13
    ethylene carbonate 22.25
    cyrene 32.98
    2-ethoxyethyl acetate 39.66
    2-ethylhexyl acetate 23.72
    1,2,4-trichlorobenzene 47.95
    4-methylpyridine 46.32
    dibutyl ether 11.82
    2,6-dimethyl-4-heptanol 5.67
    DEF 22.81
    dimethyl isosorbide 56.95
    tetrachloroethylene 54.99
    eugenol 27.34
    triacetin 30.9
    span 80 22.87
    1,4-butanediol 3.07
    1,1-dichloroethane 44.23
    2-methyl-1-pentanol 12.09
    methyl formate 7.1
    2-methyl-1-butanol 8.53
    n-decane 1.02
    butyronitrile 12.46
    3,7-dimethyl-1-octanol 10.76
    1-chlorooctane 7.17
    1-chlorotetradecane 2.77
    n-nonane 0.75
    undecane 0.71
    tert-butylcyclohexane 1.01
    cyclooctane 0.51
    cyclopentanol 9.23
    tetrahydropyran 36.46
    tert-amyl methyl ether 9.04
    2,5,8-trioxanonane 48.01
    1-hexene 3.34
    2-isopropoxyethanol 19.27
    2,2,2-trifluoroethanol 4.72
    methyl butyrate 25.07

    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