Xanthoxyletin

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  • Identifiers

    CAS number
    84-99-1

    Molecular formula
    C15H14O4

    SMILES
    CC1(C=CC2=C(O1)C=C3C(=C2OC)C=CC(=O)O3)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 50.99%
    Coumarinic 35.33%
    Herbal 34.64%
    Phenolic 34.37%
    Spicy 33.83%
    Powdery 32.53%
    Tobacco 31.97%
    Hay 28.02%
    Woody 27.5%
    Coconut 26.51%

     

    Flavor
    Bitter 82.96%
    Parsley 20.47%
    Ripe apricot 19.81%
    Red fruit 19.57%
    Lovage 19.52%
    Cedarleaf 19.51%
    Eugenol 18.44%
    Aniseed 18.27%
    Naphthalic 18.15%
    Ethyl benzoate 18.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    7.1 (neutral)

    Molecular weight
    258.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    434°C

    Melting point expt.

    • 133 °C

    Flash point

    • 185.18 ˚C est.

    Solubility expt.

    • 40 mg/L @ 25 °C (exp)

  • Synonyms

    • Xanthoxyletin
    • 84-99-1
    • Xanthoxylin N
    • 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
    • 69MPX4M5VD
    • NSC-35542
    • 5-Methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one
    • DTXSID70232891
    • 5-methoxy-2,2-dimethylpyrano(3,2-g)chromen-8-one
    • 5-Methoxy-8,8-dimethyl-2H,8H-pyrano(3,2-g)chromen-2-one
    • RefChem:195187
    • DTXCID00155382
    • Xanthoxyloin
    • NSC 35542; Xanthoxylin N
    • UNII-69MPX4M5VD
    • NSC 35542
    • XANTHOXYLETIN [MI]
    • MLS000876794
    • CHEMBL501358
    • MEGxp0_001370
    • orb1681459
    • SCHEMBL5793283
    • ACon1_000545
    • CHEBI:69929
    • HMS2269F07
    • HY-N1065
    • NSC35542
    • 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one
    • BDBM50428432
    • AKOS032962595
    • FS-8762
    • NCGC00168976-01
    • DA-59179
    • NCI60_003203
    • SMR000440571
    • XX163678
    • CS-0016348
    • 5-methoxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one
    • BRD-K28556256-001-01-3
    • Q27138273
    • 2H,2-b:5,4-b']dipyran-2-one, 5-methoxy-8,8-dimethyl-
    • 2-Propenoic acid,2-dimethyl-2H-1-benzopyran-6-yl)-, .delta.-lactone
    • 2H,8H-Benzo(1,2-b:5,4-b')dipyran-2-one, 5-methoxy-8,8-dimethyl-
    • 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one,9CI
    • NCGC00168976-02!5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
    • 7-HYDROXY-5-METHOXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE
    • 84-99-1

  • Applications

    Xanthoxyletin (CAS 84-99-1) is a natural furanocoumarin that is evaluated for multiple industrial applications. In fragrance and cosmetics/personal care, it may be used as an odorant or fragrance ingredient. It is commonly considered as an intermediate in industrial chemical synthesis and can serve as a synthetic precursor in pharmaceutical research. Additionally, it may be investigated as an intermediate for coatings/inks and related materials science applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.11
    methanol 15.67
    isopropanol 9.28
    water 0.1
    ethyl acetate 52.34
    n-propanol 12.57
    acetone 62.62
    n-butanol 11.95
    acetonitrile 41.22
    DMF 219.44
    toluene 18.84
    isobutanol 12.58
    1,4-dioxane 88.28
    methyl acetate 72.08
    THF 162.97
    2-butanone 54.43
    n-pentanol 10.21
    sec-butanol 9.51
    n-hexane 0.69
    ethylene glycol 16.12
    NMP 291.18
    cyclohexane 1.68
    DMSO 164.85
    n-butyl acetate 40.16
    n-octanol 8.61
    chloroform 154.95
    n-propyl acetate 36.5
    acetic acid 69.05
    dichloromethane 144.91
    cyclohexanone 90.45
    propylene glycol 14.04
    isopropyl acetate 36.79
    DMAc 322.16
    2-ethoxyethanol 41.98
    isopentanol 16.26
    n-heptane 0.82
    ethyl formate 38.02
    1,2-dichloroethane 98.0
    n-hexanol 13.17
    2-methoxyethanol 80.04
    isobutyl acetate 32.88
    tetrachloromethane 11.24
    n-pentyl acetate 24.93
    transcutol 192.42
    n-heptanol 9.11
    ethylbenzene 10.7
    MIBK 35.35
    2-propoxyethanol 64.07
    tert-butanol 16.7
    MTBE 21.58
    2-butoxyethanol 33.66
    propionic acid 39.12
    o-xylene 15.86
    formic acid 35.26
    diethyl ether 20.44
    m-xylene 16.77
    p-xylene 17.18
    chlorobenzene 40.02
    dimethyl carbonate 72.11
    n-octane 0.5
    formamide 50.97
    cyclopentanone 135.06
    2-pentanone 42.45
    anisole 39.23
    cyclopentyl methyl ether 61.4
    gamma-butyrolactone 181.76
    1-methoxy-2-propanol 55.0
    pyridine 70.22
    3-pentanone 42.46
    furfural 154.95
    n-dodecane 0.81
    diethylene glycol 72.05
    diisopropyl ether 8.89
    tert-amyl alcohol 15.41
    acetylacetone 82.23
    n-hexadecane 0.98
    acetophenone 51.19
    methyl propionate 68.37
    isopentyl acetate 42.56
    trichloroethylene 239.99
    n-nonanol 9.49
    cyclohexanol 21.08
    benzyl alcohol 32.82
    2-ethylhexanol 13.67
    isooctanol 9.8
    dipropyl ether 15.87
    1,2-dichlorobenzene 47.32
    ethyl lactate 34.08
    propylene carbonate 99.21
    n-methylformamide 69.41
    2-pentanol 8.04
    n-pentane 0.66
    1-propoxy-2-propanol 41.38
    1-methoxy-2-propyl acetate 69.88
    2-(2-methoxypropoxy) propanol 59.63
    mesitylene 10.72
    ε-caprolactone 97.09
    p-cymene 12.02
    epichlorohydrin 211.89
    1,1,1-trichloroethane 62.58
    2-aminoethanol 16.64
    morpholine-4-carbaldehyde 230.16
    sulfolane 219.26
    2,2,4-trimethylpentane 1.33
    2-methyltetrahydrofuran 81.85
    n-hexyl acetate 35.54
    isooctane 0.95
    2-(2-butoxyethoxy)ethanol 60.01
    sec-butyl acetate 29.33
    tert-butyl acetate 43.36
    decalin 2.25
    glycerin 42.32
    diglyme 124.93
    acrylic acid 53.0
    isopropyl myristate 17.51
    n-butyric acid 42.08
    acetyl acetate 54.91
    di(2-ethylhexyl) phthalate 27.11
    ethyl propionate 39.3
    nitromethane 161.9
    1,2-diethoxyethane 43.89
    benzonitrile 44.11
    trioctyl phosphate 16.91
    1-bromopropane 25.02
    gamma-valerolactone 202.3
    n-decanol 7.63
    triethyl phosphate 31.89
    4-methyl-2-pentanol 9.45
    propionitrile 28.28
    vinylene carbonate 105.59
    1,1,2-trichlorotrifluoroethane 155.8
    DMS 77.78
    cumene 10.18
    2-octanol 6.19
    2-hexanone 33.29
    octyl acetate 22.57
    limonene 14.7
    1,2-dimethoxyethane 85.33
    ethyl orthosilicate 28.3
    tributyl phosphate 23.73
    diacetone alcohol 53.44
    N,N-dimethylaniline 31.8
    acrylonitrile 47.82
    aniline 35.22
    1,3-propanediol 26.59
    bromobenzene 39.48
    dibromomethane 70.98
    1,1,2,2-tetrachloroethane 164.29
    2-methyl-cyclohexyl acetate 38.82
    tetrabutyl urea 31.32
    diisobutyl methanol 10.35
    2-phenylethanol 35.0
    styrene 13.05
    dioctyl adipate 32.64
    dimethyl sulfate 141.45
    ethyl butyrate 34.2
    methyl lactate 57.3
    butyl lactate 28.4
    diethyl carbonate 33.19
    propanediol butyl ether 32.26
    triethyl orthoformate 32.92
    p-tert-butyltoluene 11.4
    methyl 4-tert-butylbenzoate 47.92
    morpholine 99.55
    tert-butylamine 8.17
    n-dodecanol 6.38
    dimethoxymethane 109.6
    ethylene carbonate 84.34
    cyrene 71.15
    2-ethoxyethyl acetate 54.41
    2-ethylhexyl acetate 36.66
    1,2,4-trichlorobenzene 66.06
    4-methylpyridine 76.52
    dibutyl ether 13.18
    2,6-dimethyl-4-heptanol 10.35
    DEF 76.27
    dimethyl isosorbide 106.33
    tetrachloroethylene 88.54
    eugenol 46.71
    triacetin 59.97
    span 80 37.02
    1,4-butanediol 10.91
    1,1-dichloroethane 58.15
    2-methyl-1-pentanol 14.8
    methyl formate 72.13
    2-methyl-1-butanol 15.44
    n-decane 1.08
    butyronitrile 25.33
    3,7-dimethyl-1-octanol 12.36
    1-chlorooctane 6.48
    1-chlorotetradecane 3.74
    n-nonane 0.87
    undecane 0.92
    tert-butylcyclohexane 1.99
    cyclooctane 0.71
    cyclopentanol 28.27
    tetrahydropyran 50.54
    tert-amyl methyl ether 22.17
    2,5,8-trioxanonane 98.4
    1-hexene 3.37
    2-isopropoxyethanol 32.64
    2,2,2-trifluoroethanol 44.67
    methyl butyrate 47.06

    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