Xanthotoxol acetate

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  • Identifiers

    CAS number
    10386-19-3

    Molecular formula
    C13H8O5

    SMILES
    CC(=O)OC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2

    Safety labels

  • Odor profile

    Fragrance
    Fruity 59.63%
    Berry 41.42%
    Burnt 37.61%
    Tropical 32.54%
    Caramellic 31.22%
    Floral 30.96%
    Phenolic 30.96%
    Strawberry 30.1%
    Powdery 29.39%
    Odorless 29.29%

     

    Flavor
    Bitter 69.3%
    Sweet 38.14%
    Odorless 23.91%
    Powdery 23.03%
    Tonka 21.59%
    Heliotropin 21.49%
    Balsam 21.23%
    Mild 20.59%
    Balsamic 20.36%
    Orange blossom 20.03%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    5.62 (weak acid)

    Molecular weight
    244.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    400°C

    Flash point

    • 215.66 ˚C est.

  • Synonyms

    • Xanthotoxol acetate
    • 9-Acetoxypsoralen
    • 8-Acetoxypsoralene
    • 10386-19-3
    • (7-oxofuro[3,2-g]chromen-9-yl) acetate
    • LRU60UW29D
    • MLS000113113
    • NSC331793
    • NSC-331793
    • SMR000109020
    • 7-Oxo-7H-furo[3,2-g]chromen-9-yl acetate
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-(acetyloxy)-
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-, acetate
    • 9-Acetoxyfuro(3,2-g)coumarin
    • NSC 331793
    • Opera_ID_940
    • UNII-LRU60UW29D
    • CHEMBL1288936
    • 7H-Furo[3, 9-(acetyloxy)-
    • DTXSID40146113
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-(acetyloxy)- (9CI)
    • 9-Acetoxyfuro-(3,2-g)-coumarin
    • HMS2185B05
    • 7H-Furo[3, 9-hydroxy-, acetate
    • 9-Acetoxyfuro-(3, 2-g)-coumarin
    • AKOS000277011
    • CCG-327594
    • DS-009202
    • 7-Oxo-7H-furo[3,2-g][1]benzopyran-9-yl acetate
    • 7H-furo[3,2-g][1]benzopyran-7-one,9-(acetyloxy)-
    • {7H-Furo[3,2-g][1]benzopyran-7-one,} 9-(acetyloxy)-
    • 9-(ACETYLOXY)-7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE
    • {7H-Furo[3,2-g][1]benzopyran-7-one,} 9-hydroxy-, acetate
    • 5-BENZOFURANACRYLIC ACID, 6,7-DIHYDROXY-, .DELTA.-LACTONE, ACETATE
    • 10386-19-3

  • Applications

    Xanthotoxol acetate is primarily an organic synthesis intermediate used to access xanthotoxol and related flavonoid-type derivatives; it can also function as a protecting group for phenolic hydroxyl in multi-step sequences. In fragrance and flavor chemistry, it may be employed as a precursor or building block for odor-active compounds. In coatings, inks, and polymer formulations, it serves as a specialty intermediate enabling functionalization of phenolic structures. In pharmaceutical and agrochemical R&D, it can act as a starting material for synthesizing more complex intermediates and analogs. Its exact use depends on local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.8
    methanol 31.97
    isopropanol 11.63
    water 0.58
    ethyl acetate 41.68
    n-propanol 14.13
    acetone 94.49
    n-butanol 11.67
    acetonitrile 39.87
    DMF 196.09
    toluene 29.78
    isobutanol 10.6
    1,4-dioxane 93.96
    methyl acetate 75.43
    THF 127.55
    2-butanone 76.68
    n-pentanol 11.36
    sec-butanol 12.58
    n-hexane 0.46
    ethylene glycol 12.71
    NMP 199.87
    cyclohexane 1.81
    DMSO 257.57
    n-butyl acetate 32.09
    n-octanol 10.84
    chloroform 21.3
    n-propyl acetate 40.56
    acetic acid 31.69
    dichloromethane 51.18
    cyclohexanone 88.75
    propylene glycol 5.44
    isopropyl acetate 22.41
    DMAc 271.6
    2-ethoxyethanol 46.7
    isopentanol 12.6
    n-heptane 0.76
    ethyl formate 41.31
    1,2-dichloroethane 47.46
    n-hexanol 11.45
    2-methoxyethanol 72.12
    isobutyl acetate 18.01
    tetrachloromethane 2.47
    n-pentyl acetate 21.58
    transcutol 79.26
    n-heptanol 8.79
    ethylbenzene 17.57
    MIBK 20.68
    2-propoxyethanol 40.25
    tert-butanol 14.88
    MTBE 12.18
    2-butoxyethanol 26.74
    propionic acid 22.23
    o-xylene 21.52
    formic acid 27.49
    diethyl ether 20.89
    m-xylene 12.76
    p-xylene 25.52
    chlorobenzene 24.41
    dimethyl carbonate 45.97
    n-octane 0.57
    formamide 78.37
    cyclopentanone 105.11
    2-pentanone 38.35
    anisole 43.96
    cyclopentyl methyl ether 36.27
    gamma-butyrolactone 109.31
    1-methoxy-2-propanol 33.58
    pyridine 102.4
    3-pentanone 43.95
    furfural 109.44
    n-dodecane 0.95
    diethylene glycol 42.76
    diisopropyl ether 4.28
    tert-amyl alcohol 16.19
    acetylacetone 55.15
    n-hexadecane 1.12
    acetophenone 54.4
    methyl propionate 52.1
    isopentyl acetate 26.27
    trichloroethylene 61.8
    n-nonanol 11.18
    cyclohexanol 20.55
    benzyl alcohol 38.76
    2-ethylhexanol 11.01
    isooctanol 7.91
    dipropyl ether 12.98
    1,2-dichlorobenzene 21.91
    ethyl lactate 21.06
    propylene carbonate 50.63
    n-methylformamide 76.73
    2-pentanol 6.69
    n-pentane 0.37
    1-propoxy-2-propanol 24.14
    1-methoxy-2-propyl acetate 34.93
    2-(2-methoxypropoxy) propanol 38.28
    mesitylene 6.34
    ε-caprolactone 71.63
    p-cymene 10.48
    epichlorohydrin 110.81
    1,1,1-trichloroethane 14.22
    2-aminoethanol 14.48
    morpholine-4-carbaldehyde 148.02
    sulfolane 131.7
    2,2,4-trimethylpentane 0.47
    2-methyltetrahydrofuran 65.23
    n-hexyl acetate 25.01
    isooctane 0.19
    2-(2-butoxyethoxy)ethanol 41.1
    sec-butyl acetate 22.75
    tert-butyl acetate 21.33
    decalin 1.57
    glycerin 16.01
    diglyme 82.33
    acrylic acid 26.31
    isopropyl myristate 12.49
    n-butyric acid 21.38
    acetyl acetate 26.1
    di(2-ethylhexyl) phthalate 15.81
    ethyl propionate 37.53
    nitromethane 102.23
    1,2-diethoxyethane 33.27
    benzonitrile 39.97
    trioctyl phosphate 11.09
    1-bromopropane 18.21
    gamma-valerolactone 132.48
    n-decanol 9.5
    triethyl phosphate 21.64
    4-methyl-2-pentanol 5.1
    propionitrile 30.8
    vinylene carbonate 50.52
    1,1,2-trichlorotrifluoroethane 52.13
    DMS 36.66
    cumene 10.99
    2-octanol 6.82
    2-hexanone 38.58
    octyl acetate 17.45
    limonene 12.17
    1,2-dimethoxyethane 119.44
    ethyl orthosilicate 18.52
    tributyl phosphate 14.86
    diacetone alcohol 29.81
    N,N-dimethylaniline 33.82
    acrylonitrile 46.49
    aniline 39.45
    1,3-propanediol 22.23
    bromobenzene 22.79
    dibromomethane 27.01
    1,1,2,2-tetrachloroethane 41.57
    2-methyl-cyclohexyl acetate 25.52
    tetrabutyl urea 24.77
    diisobutyl methanol 6.19
    2-phenylethanol 29.64
    styrene 22.03
    dioctyl adipate 21.35
    dimethyl sulfate 69.22
    ethyl butyrate 28.29
    methyl lactate 26.96
    butyl lactate 17.45
    diethyl carbonate 25.43
    propanediol butyl ether 19.72
    triethyl orthoformate 22.79
    p-tert-butyltoluene 7.6
    methyl 4-tert-butylbenzoate 27.65
    morpholine 85.45
    tert-butylamine 6.38
    n-dodecanol 7.91
    dimethoxymethane 100.9
    ethylene carbonate 44.82
    cyrene 44.35
    2-ethoxyethyl acetate 34.49
    2-ethylhexyl acetate 23.22
    1,2,4-trichlorobenzene 29.73
    4-methylpyridine 91.32
    dibutyl ether 14.55
    2,6-dimethyl-4-heptanol 6.19
    DEF 76.9
    dimethyl isosorbide 53.55
    tetrachloroethylene 31.04
    eugenol 31.99
    triacetin 29.19
    span 80 21.43
    1,4-butanediol 11.28
    1,1-dichloroethane 19.63
    2-methyl-1-pentanol 14.12
    methyl formate 77.34
    2-methyl-1-butanol 12.86
    n-decane 1.3
    butyronitrile 21.57
    3,7-dimethyl-1-octanol 10.49
    1-chlorooctane 6.18
    1-chlorotetradecane 3.43
    n-nonane 1.0
    undecane 1.09
    tert-butylcyclohexane 0.94
    cyclooctane 0.6
    cyclopentanol 21.82
    tetrahydropyran 51.0
    tert-amyl methyl ether 15.31
    2,5,8-trioxanonane 63.54
    1-hexene 4.12
    2-isopropoxyethanol 29.69
    2,2,2-trifluoroethanol 21.5
    methyl butyrate 52.08

    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