6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    13229-59-9

    Molecular formula
    C12H14O3

    SMILES
    CC1(CC(=O)C2=C(O1)C=CC(=C2)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 73.2%
    Phenolic 45.3%
    Herbal 44.2%
    Woody 43.61%
    Powdery 40.59%
    Tobacco 39.35%
    Spicy 38.76%
    Hay 37.98%
    Floral 35.03%
    Vanilla 34.68%

     

    Flavor
    Bitter 62.46%
    Woody 37.33%
    Herbal 33.09%
    Sweet 31.01%
    Minty 28.63%
    Tobacco 27.88%
    Spice 25.83%
    Camphor 24.83%
    Tonka 22.08%
    Balsam 21.75%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.34 (weak base)

    Molecular weight
    206.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    359°C

    Melting point expt.

    • 75 °C

    Flash point

    • 126.27 ˚C est.

  • Synonyms

    • 13229-59-9
    • 6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one
    • 6-methoxy-2,2-dimethylchroman-4-one
    • MFCD15527094
    • 6-methoxy-2,2-dimethyl-3H-chromen-4-one
    • 6-methoxy-2,2-dimethyl-4-chromanone
    • 2,3-Dihydro-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one
    • 64Z8NE44MC
    • CHEMBL450517
    • SCHEMBL6086511
    • CHEBI:166521
    • 6-Methoxy-2,2-dimethyl-2,3-dihydro-4H-1-benzopyran-4-one
    • DTXSID901202191
    • NAA22959
    • AC3818
    • 2,2-dimethyl-6-methoxy-4-chromanone
    • AKOS014026105
    • 6-methoxy-2,2-dimethyl-chroman-4-one
    • DA-12312
    • SY196144
    • CS-0218003
    • EN300-97196
    • Z1245753115
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-6-methoxy-2,2-dimethyl-
    • 13229-59-9

  • Applications

    6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one (CAS 13229-59-9) is a dihydrocoumarin-type compound primarily used as a fragrance ingredient in perfumery and cosmetics, offering a sweet, vanilla-like aroma. It may also serve as an intermediate in the synthesis of fragrance molecules and can be encountered in household products such as air fresheners and laundry detergents for scent enhancement. In addition, it may be evaluated for flavor/aroma applications in food-related formulations under strict regulatory controls, and could be used as a fragrance or odorant component in coatings, inks, and certain polymer formulations. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.56
    methanol 93.5
    isopropanol 48.89
    water 0.76
    ethyl acetate 240.66
    n-propanol 49.73
    acetone 347.9
    n-butanol 47.64
    acetonitrile 358.75
    DMF 538.55
    toluene 91.54
    isobutanol 42.37
    1,4-dioxane 373.87
    methyl acetate 353.15
    THF 478.46
    2-butanone 260.51
    n-pentanol 37.83
    sec-butanol 46.76
    n-hexane 5.55
    ethylene glycol 49.0
    NMP 519.54
    cyclohexane 11.77
    DMSO 591.33
    n-butyl acetate 155.59
    n-octanol 51.77
    chloroform 719.63
    n-propyl acetate 151.91
    acetic acid 182.82
    dichloromethane 736.94
    cyclohexanone 297.69
    propylene glycol 49.53
    isopropyl acetate 126.63
    DMAc 646.84
    2-ethoxyethanol 132.73
    isopentanol 54.59
    n-heptane 5.82
    ethyl formate 186.11
    1,2-dichloroethane 414.96
    n-hexanol 56.62
    2-methoxyethanol 231.17
    isobutyl acetate 94.26
    tetrachloromethane 65.07
    n-pentyl acetate 92.54
    transcutol 631.82
    n-heptanol 33.39
    ethylbenzene 66.02
    MIBK 106.03
    2-propoxyethanol 172.42
    tert-butanol 87.15
    MTBE 111.54
    2-butoxyethanol 89.31
    propionic acid 131.71
    o-xylene 78.41
    formic acid 94.78
    diethyl ether 110.7
    m-xylene 81.16
    p-xylene 94.07
    chlorobenzene 199.26
    dimethyl carbonate 190.89
    n-octane 3.81
    formamide 184.2
    cyclopentanone 410.91
    2-pentanone 165.23
    anisole 205.88
    cyclopentyl methyl ether 178.98
    gamma-butyrolactone 551.12
    1-methoxy-2-propanol 156.16
    pyridine 266.22
    3-pentanone 175.71
    furfural 532.39
    n-dodecane 5.44
    diethylene glycol 179.79
    diisopropyl ether 39.15
    tert-amyl alcohol 72.59
    acetylacetone 311.65
    n-hexadecane 6.47
    acetophenone 202.17
    methyl propionate 237.16
    isopentyl acetate 135.34
    trichloroethylene 883.32
    n-nonanol 45.9
    cyclohexanol 69.88
    benzyl alcohol 116.58
    2-ethylhexanol 49.97
    isooctanol 31.92
    dipropyl ether 66.62
    1,2-dichlorobenzene 218.94
    ethyl lactate 95.81
    propylene carbonate 323.36
    n-methylformamide 235.9
    2-pentanol 36.24
    n-pentane 4.34
    1-propoxy-2-propanol 113.65
    1-methoxy-2-propyl acetate 193.55
    2-(2-methoxypropoxy) propanol 161.03
    mesitylene 50.3
    ε-caprolactone 289.56
    p-cymene 47.5
    epichlorohydrin 609.54
    1,1,1-trichloroethane 341.11
    2-aminoethanol 55.41
    morpholine-4-carbaldehyde 538.23
    sulfolane 569.7
    2,2,4-trimethylpentane 5.66
    2-methyltetrahydrofuran 274.45
    n-hexyl acetate 163.84
    isooctane 4.39
    2-(2-butoxyethoxy)ethanol 180.79
    sec-butyl acetate 101.07
    tert-butyl acetate 140.4
    decalin 13.21
    glycerin 95.73
    diglyme 386.59
    acrylic acid 156.9
    isopropyl myristate 64.73
    n-butyric acid 124.14
    acetyl acetate 228.38
    di(2-ethylhexyl) phthalate 72.53
    ethyl propionate 153.91
    nitromethane 615.69
    1,2-diethoxyethane 190.7
    benzonitrile 205.87
    trioctyl phosphate 48.84
    1-bromopropane 129.61
    gamma-valerolactone 522.91
    n-decanol 35.55
    triethyl phosphate 87.15
    4-methyl-2-pentanol 30.92
    propionitrile 164.61
    vinylene carbonate 335.72
    1,1,2-trichlorotrifluoroethane 365.26
    DMS 252.79
    cumene 51.29
    2-octanol 27.81
    2-hexanone 131.79
    octyl acetate 86.15
    limonene 57.27
    1,2-dimethoxyethane 316.57
    ethyl orthosilicate 72.61
    tributyl phosphate 74.15
    diacetone alcohol 148.1
    N,N-dimethylaniline 130.88
    acrylonitrile 264.16
    aniline 125.3
    1,3-propanediol 79.08
    bromobenzene 219.41
    dibromomethane 373.56
    1,1,2,2-tetrachloroethane 593.43
    2-methyl-cyclohexyl acetate 110.23
    tetrabutyl urea 91.82
    diisobutyl methanol 32.76
    2-phenylethanol 119.04
    styrene 83.69
    dioctyl adipate 108.94
    dimethyl sulfate 340.41
    ethyl butyrate 120.82
    methyl lactate 137.37
    butyl lactate 84.97
    diethyl carbonate 117.34
    propanediol butyl ether 107.96
    triethyl orthoformate 88.23
    p-tert-butyltoluene 45.29
    methyl 4-tert-butylbenzoate 141.56
    morpholine 337.08
    tert-butylamine 46.49
    n-dodecanol 28.92
    dimethoxymethane 289.26
    ethylene carbonate 269.83
    cyrene 174.6
    2-ethoxyethyl acetate 176.85
    2-ethylhexyl acetate 111.21
    1,2,4-trichlorobenzene 270.85
    4-methylpyridine 285.81
    dibutyl ether 75.27
    2,6-dimethyl-4-heptanol 32.76
    DEF 221.8
    dimethyl isosorbide 298.42
    tetrachloroethylene 312.58
    eugenol 132.32
    triacetin 227.24
    span 80 107.66
    1,4-butanediol 38.59
    1,1-dichloroethane 327.76
    2-methyl-1-pentanol 47.07
    methyl formate 279.52
    2-methyl-1-butanol 50.16
    n-decane 8.15
    butyronitrile 126.28
    3,7-dimethyl-1-octanol 60.3
    1-chlorooctane 45.08
    1-chlorotetradecane 20.71
    n-nonane 7.43
    undecane 6.56
    tert-butylcyclohexane 11.92
    cyclooctane 5.0
    cyclopentanol 84.34
    tetrahydropyran 213.23
    tert-amyl methyl ether 91.86
    2,5,8-trioxanonane 280.21
    1-hexene 24.05
    2-isopropoxyethanol 100.88
    2,2,2-trifluoroethanol 136.94
    methyl butyrate 186.38

    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