6-Methoxy-2,2-dimethyl-2H-naphtho(1,2-b)pyran

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  • Identifiers

    CAS number
    573-13-7

    Molecular formula
    C16H16O2

    SMILES
    CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 51.22%
    Sweet 50.67%
    Fruity 42.38%
    Spicy 39.27%
    Powdery 38.5%
    Phenolic 34.76%
    Musk 30.82%
    Woody 30.32%
    Animal 26.95%
    Leathery 23.97%

     

    Flavor
    Bitter 74.11%
    Parsley 21.06%
    Camphor 21.03%
    Ripe apricot 20.2%
    Indole 20.05%
    Very strong 19.96%
    Red fruit 19.95%
    Lovage 19.67%
    Cedarleaf 19.59%
    Eugenol 19.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    7.63 (neutral)

    Molecular weight
    240.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    415°C

    Flash point

    • 164.98 ˚C est.

  • Synonyms

    • Lapachenole
    • Lapachenol
    • 573-13-7
    • 6-methoxy-2,2-dimethylbenzo[h]chromene
    • DTXSID20205914
    • 6-Methoxy-2,2-dimethyl-2H-naphtho[1,2-b]pyran
    • 6-methoxy-2,2-dimethylbenzo(h)chromene
    • 6-methoxy-2,2-dimethyl-benzo(h)chromene
    • 6-methoxy-2,2-dimethyl-benzo[h]chromene
    • 6-Methoxy-2,2-dimethyl-2H-naphtho(1,2-b)pyran
    • RefChem:914010
    • DTXCID50128405
    • CHEMBL461774
    • AC1L5BOW
    • CTK5A6658
    • CHEBI:6376
    • C09950
    • 2H-Naphtho(1,2-b)pyran, 6-methoxy-2,2-dimethyl-
    • Q27107180
    • 573-13-7

  • Applications

    6-Methoxy-2,2-dimethyl-2H-naphtho(1,2-b)pyran (CAS 573-13-7) is a naphthopyran derivative with potential applications in photochromic materials, such as UV-responsive colorants in coatings and specialty inks; it can also serve as an intermediate or building block in the synthesis of more complex heterocyclic compounds; in research contexts, it is explored as a component for molecular switches and other optoelectronic applications; and it may be evaluated for incorporation into polymer formulations to impart light-responsive behavior.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 75.05
    methanol 44.74
    isopropanol 55.19
    water 0.05
    ethyl acetate 259.92
    n-propanol 84.32
    acetone 270.93
    n-butanol 82.77
    acetonitrile 126.46
    DMF 358.0
    toluene 224.09
    isobutanol 67.41
    1,4-dioxane 477.53
    methyl acetate 380.57
    THF 674.89
    2-butanone 340.84
    n-pentanol 78.5
    sec-butanol 69.66
    n-hexane 36.47
    ethylene glycol 25.25
    NMP 362.99
    cyclohexane 74.24
    DMSO 280.08
    n-butyl acetate 272.79
    n-octanol 85.19
    chloroform 961.4
    n-propyl acetate 255.23
    acetic acid 94.8
    dichloromethane 933.81
    cyclohexanone 414.85
    propylene glycol 33.81
    isopropyl acetate 157.15
    DMAc 434.48
    2-ethoxyethanol 150.96
    isopentanol 80.02
    n-heptane 31.34
    ethyl formate 188.88
    1,2-dichloroethane 573.45
    n-hexanol 129.53
    2-methoxyethanol 167.57
    isobutyl acetate 200.43
    tetrachloromethane 111.16
    n-pentyl acetate 197.02
    transcutol 440.64
    n-heptanol 77.65
    ethylbenzene 163.3
    MIBK 132.64
    2-propoxyethanol 214.23
    tert-butanol 76.68
    MTBE 145.7
    2-butoxyethanol 136.79
    propionic acid 115.89
    o-xylene 139.27
    formic acid 18.95
    diethyl ether 201.23
    m-xylene 141.36
    p-xylene 196.4
    chlorobenzene 281.2
    dimethyl carbonate 179.64
    n-octane 21.71
    formamide 43.43
    cyclopentanone 513.21
    2-pentanone 219.48
    anisole 252.92
    cyclopentyl methyl ether 288.5
    gamma-butyrolactone 560.87
    1-methoxy-2-propanol 123.87
    pyridine 419.27
    3-pentanone 248.25
    furfural 410.58
    n-dodecane 20.17
    diethylene glycol 141.37
    diisopropyl ether 70.84
    tert-amyl alcohol 81.14
    acetylacetone 252.77
    n-hexadecane 23.6
    acetophenone 245.25
    methyl propionate 279.36
    isopentyl acetate 230.53
    trichloroethylene 999.06
    n-nonanol 83.6
    cyclohexanol 126.8
    benzyl alcohol 163.68
    2-ethylhexanol 112.5
    isooctanol 70.32
    dipropyl ether 137.76
    1,2-dichlorobenzene 250.14
    ethyl lactate 105.85
    propylene carbonate 324.76
    n-methylformamide 121.26
    2-pentanol 60.87
    n-pentane 23.26
    1-propoxy-2-propanol 144.85
    1-methoxy-2-propyl acetate 224.88
    2-(2-methoxypropoxy) propanol 149.01
    mesitylene 89.17
    ε-caprolactone 389.51
    p-cymene 90.45
    epichlorohydrin 637.7
    1,1,1-trichloroethane 398.17
    2-aminoethanol 43.91
    morpholine-4-carbaldehyde 421.84
    sulfolane 467.65
    2,2,4-trimethylpentane 18.75
    2-methyltetrahydrofuran 422.71
    n-hexyl acetate 253.84
    isooctane 13.27
    2-(2-butoxyethoxy)ethanol 180.16
    sec-butyl acetate 177.7
    tert-butyl acetate 152.14
    decalin 49.36
    glycerin 48.93
    diglyme 342.2
    acrylic acid 104.24
    isopropyl myristate 103.83
    n-butyric acid 136.2
    acetyl acetate 188.08
    di(2-ethylhexyl) phthalate 99.73
    ethyl propionate 213.84
    nitromethane 221.37
    1,2-diethoxyethane 251.34
    benzonitrile 212.47
    trioctyl phosphate 75.19
    1-bromopropane 299.67
    gamma-valerolactone 488.96
    n-decanol 68.71
    triethyl phosphate 116.55
    4-methyl-2-pentanol 49.98
    propionitrile 140.03
    vinylene carbonate 321.76
    1,1,2-trichlorotrifluoroethane 305.72
    DMS 315.23
    cumene 109.21
    2-octanol 63.89
    2-hexanone 225.39
    octyl acetate 133.51
    limonene 108.04
    1,2-dimethoxyethane 348.62
    ethyl orthosilicate 107.21
    tributyl phosphate 95.36
    diacetone alcohol 133.4
    N,N-dimethylaniline 169.67
    acrylonitrile 172.76
    aniline 174.56
    1,3-propanediol 66.34
    bromobenzene 341.85
    dibromomethane 618.35
    1,1,2,2-tetrachloroethane 754.21
    2-methyl-cyclohexyl acetate 176.55
    tetrabutyl urea 116.28
    diisobutyl methanol 62.22
    2-phenylethanol 182.79
    styrene 190.8
    dioctyl adipate 144.06
    dimethyl sulfate 226.93
    ethyl butyrate 193.05
    methyl lactate 102.67
    butyl lactate 121.44
    diethyl carbonate 162.56
    propanediol butyl ether 109.96
    triethyl orthoformate 136.7
    p-tert-butyltoluene 85.57
    methyl 4-tert-butylbenzoate 163.73
    morpholine 422.9
    tert-butylamine 54.35
    n-dodecanol 57.45
    dimethoxymethane 290.94
    ethylene carbonate 272.54
    cyrene 173.87
    2-ethoxyethyl acetate 267.25
    2-ethylhexyl acetate 212.62
    1,2,4-trichlorobenzene 310.8
    4-methylpyridine 369.37
    dibutyl ether 136.96
    2,6-dimethyl-4-heptanol 62.22
    DEF 254.51
    dimethyl isosorbide 253.92
    tetrachloroethylene 443.02
    eugenol 154.26
    triacetin 243.79
    span 80 123.04
    1,4-butanediol 41.27
    1,1-dichloroethane 419.92
    2-methyl-1-pentanol 93.76
    methyl formate 140.96
    2-methyl-1-butanol 82.04
    n-decane 30.25
    butyronitrile 131.73
    3,7-dimethyl-1-octanol 87.32
    1-chlorooctane 102.27
    1-chlorotetradecane 51.04
    n-nonane 29.38
    undecane 24.06
    tert-butylcyclohexane 40.71
    cyclooctane 30.51
    cyclopentanol 131.0
    tetrahydropyran 438.84
    tert-amyl methyl ether 129.84
    2,5,8-trioxanonane 232.39
    1-hexene 106.07
    2-isopropoxyethanol 132.23
    2,2,2-trifluoroethanol 50.07
    methyl butyrate 265.96

    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