1,4-Naphthalenedione, 2-methoxy-3-(3-methyl-2-butenyl)-

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  • Identifiers

    CAS number
    17241-45-1

    Molecular formula
    C16H16O3

    SMILES
    CC(=CCC1=C(C(=O)C2=CC=CC=C2C1=O)OC)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 57.03%
    Herbal 52.72%
    Spicy 45.36%
    Mint 42.62%
    Fruity 40.88%
    Floral 36.19%
    Woody 31.58%
    Green 31.22%
    Warm 29.65%
    Caramellic 29.19%

     

    Flavor
    Bitter 60.77%
    Lovage 21.54%
    Herbal 20.76%
    Basil 20.38%
    Minty 19.84%
    Heather 19.36%
    Parsley 19.36%
    Genet 19.29%
    Cedarleaf 19.16%
    Broom 19.04%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    7.28 (neutral)

    Molecular weight
    256.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    383°C

    Flash point

    • 160.28 ˚C est.

  • Synonyms

    • 17241-45-1
    • Lapachol methyl ether
    • 1,4-Naphthalenedione, 2-methoxy-3-(3-methyl-2-butenyl)-
    • Lapachol methylether
    • NSC95401
    • SCHEMBL8667704
    • CHEMBL3104831
    • 2-methoxy-3-prenylnaphthoquinone
    • DTXSID30938145
    • NSC 95401
    • NSC-95401
    • CCG-231536
    • 2-METHOXY-3-(3-METHYLBUT-2-EN-1-YL)NAPHTHALENE-1,4-DIONE
    • 17241-45-1

  • Applications

    1,4-Naphthalenedione, 2-methoxy-3-(3-methyl-2-butenyl)- (CAS 17241-45-1) is viewed as a synthetic intermediate for quinone-based compounds and is associated with real-world applications in dyes and pigments for coatings and inks, as well as potential use in the synthesis of pharmaceutical and agrochemical compounds. It may serve as a building block for polymer and coating formulations with redox-active features, and as a precursor for antioxidants or stabilizers in plastics and rubber. In the field of organic electronics, similar naphthoquinone derivatives are studied as electron-acceptor components for redox-active materials and small-molecule devices. Its specific use depends on formulation requirements and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 40.16
    methanol 40.62
    isopropanol 27.93
    water 0.05
    ethyl acetate 195.45
    n-propanol 46.3
    acetone 237.48
    n-butanol 51.09
    acetonitrile 172.37
    DMF 646.11
    toluene 262.12
    isobutanol 40.07
    1,4-dioxane 233.74
    methyl acetate 242.37
    THF 364.02
    2-butanone 250.6
    n-pentanol 38.3
    sec-butanol 37.61
    n-hexane 4.04
    ethylene glycol 14.77
    NMP 652.06
    cyclohexane 14.02
    DMSO 159.25
    n-butyl acetate 112.19
    n-octanol 18.52
    chloroform 901.96
    n-propyl acetate 106.35
    acetic acid 126.22
    dichloromethane 846.69
    cyclohexanone 401.3
    propylene glycol 17.55
    isopropyl acetate 119.62
    DMAc 524.32
    2-ethoxyethanol 87.12
    isopentanol 64.09
    n-heptane 2.77
    ethyl formate 114.38
    1,2-dichloroethane 631.56
    n-hexanol 47.32
    2-methoxyethanol 160.36
    isobutyl acetate 71.64
    tetrachloromethane 65.39
    n-pentyl acetate 67.74
    transcutol 248.32
    n-heptanol 28.44
    ethylbenzene 82.65
    MIBK 120.09
    2-propoxyethanol 121.2
    tert-butanol 53.81
    MTBE 70.13
    2-butoxyethanol 72.76
    propionic acid 85.52
    o-xylene 110.48
    formic acid 41.13
    diethyl ether 96.29
    m-xylene 127.4
    p-xylene 101.0
    chlorobenzene 322.61
    dimethyl carbonate 174.0
    n-octane 1.62
    formamide 118.81
    cyclopentanone 538.77
    2-pentanone 203.75
    anisole 163.16
    cyclopentyl methyl ether 206.51
    gamma-butyrolactone 517.61
    1-methoxy-2-propanol 115.58
    pyridine 498.89
    3-pentanone 191.64
    furfural 482.57
    n-dodecane 1.56
    diethylene glycol 96.87
    diisopropyl ether 30.27
    tert-amyl alcohol 53.8
    acetylacetone 259.26
    n-hexadecane 1.96
    acetophenone 181.48
    methyl propionate 226.87
    isopentyl acetate 113.75
    trichloroethylene 1352.14
    n-nonanol 19.36
    cyclohexanol 91.54
    benzyl alcohol 130.3
    2-ethylhexanol 37.16
    isooctanol 27.71
    dipropyl ether 37.18
    1,2-dichlorobenzene 280.69
    ethyl lactate 58.68
    propylene carbonate 262.66
    n-methylformamide 207.91
    2-pentanol 38.53
    n-pentane 3.69
    1-propoxy-2-propanol 72.78
    1-methoxy-2-propyl acetate 138.31
    2-(2-methoxypropoxy) propanol 80.99
    mesitylene 58.8
    ε-caprolactone 307.86
    p-cymene 36.69
    epichlorohydrin 716.79
    1,1,1-trichloroethane 425.52
    2-aminoethanol 31.19
    morpholine-4-carbaldehyde 443.5
    sulfolane 463.78
    2,2,4-trimethylpentane 4.84
    2-methyltetrahydrofuran 246.82
    n-hexyl acetate 81.9
    isooctane 3.23
    2-(2-butoxyethoxy)ethanol 92.97
    sec-butyl acetate 82.49
    tert-butyl acetate 129.87
    decalin 10.94
    glycerin 42.08
    diglyme 234.2
    acrylic acid 112.42
    isopropyl myristate 33.11
    n-butyric acid 124.05
    acetyl acetate 160.77
    di(2-ethylhexyl) phthalate 43.9
    ethyl propionate 114.37
    nitromethane 393.66
    1,2-diethoxyethane 89.7
    benzonitrile 203.48
    trioctyl phosphate 26.98
    1-bromopropane 194.55
    gamma-valerolactone 516.41
    n-decanol 14.45
    triethyl phosphate 56.04
    4-methyl-2-pentanol 33.12
    propionitrile 140.58
    vinylene carbonate 271.89
    1,1,2-trichlorotrifluoroethane 367.62
    DMS 144.74
    cumene 46.27
    2-octanol 18.47
    2-hexanone 106.7
    octyl acetate 40.62
    limonene 46.11
    1,2-dimethoxyethane 194.81
    ethyl orthosilicate 49.53
    tributyl phosphate 35.43
    diacetone alcohol 138.47
    N,N-dimethylaniline 101.13
    acrylonitrile 253.61
    aniline 239.34
    1,3-propanediol 56.34
    bromobenzene 357.87
    dibromomethane 461.58
    1,1,2,2-tetrachloroethane 915.43
    2-methyl-cyclohexyl acetate 83.51
    tetrabutyl urea 49.11
    diisobutyl methanol 26.11
    2-phenylethanol 115.15
    styrene 118.69
    dioctyl adipate 56.25
    dimethyl sulfate 254.51
    ethyl butyrate 81.58
    methyl lactate 102.25
    butyl lactate 56.57
    diethyl carbonate 69.54
    propanediol butyl ether 49.26
    triethyl orthoformate 60.59
    p-tert-butyltoluene 34.87
    methyl 4-tert-butylbenzoate 103.48
    morpholine 295.33
    tert-butylamine 30.75
    n-dodecanol 11.36
    dimethoxymethane 276.23
    ethylene carbonate 203.6
    cyrene 131.81
    2-ethoxyethyl acetate 112.29
    2-ethylhexyl acetate 91.78
    1,2,4-trichlorobenzene 343.24
    4-methylpyridine 504.48
    dibutyl ether 29.65
    2,6-dimethyl-4-heptanol 26.11
    DEF 285.45
    dimethyl isosorbide 193.55
    tetrachloroethylene 529.07
    eugenol 103.44
    triacetin 101.53
    span 80 59.91
    1,4-butanediol 20.67
    1,1-dichloroethane 442.66
    2-methyl-1-pentanol 54.0
    methyl formate 185.49
    2-methyl-1-butanol 59.32
    n-decane 2.42
    butyronitrile 114.48
    3,7-dimethyl-1-octanol 27.57
    1-chlorooctane 19.73
    1-chlorotetradecane 8.7
    n-nonane 2.01
    undecane 1.88
    tert-butylcyclohexane 8.03
    cyclooctane 4.33
    cyclopentanol 92.56
    tetrahydropyran 210.29
    tert-amyl methyl ether 70.23
    2,5,8-trioxanonane 149.45
    1-hexene 24.27
    2-isopropoxyethanol 68.29
    2,2,2-trifluoroethanol 76.2
    methyl butyrate 142.15

    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