Xanthotoxol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    2009-24-7

    Molecular formula
    C11H6O4

    SMILES
    C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 54.06%
    Burnt 41.07%
    Sweet 39.56%
    Caramellic 38.38%
    Berry 31.81%
    Phenolic 28.99%
    Strawberry 28.58%
    Odorless 25.73%
    Vanilla 24.97%
    Creamy 24.08%

     

    Flavor
    Bitter 92.84%
    Very strong 19.64%
    Indole 19.19%
    Moth ball 18.85%
    Cedarleaf 18.76%
    Sweet-like 18.74%
    Bread crust 18.65%
    Naphthalic 18.63%
    Nitrile 18.59%
    Naphthelene 18.49%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    6.56 (neutral)

    Molecular weight
    202.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    406°C

    Melting point expt.

    • 251 - 252 °C

    Flash point

    • 199.76 ˚C est.

  • Synonyms

    • Xanthotoxol
    • 2009-24-7
    • 8-Hydroxypsoralen
    • Psoralen, 8-hydroxy-
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-
    • 9-hydroxyfuro[3,2-g]chromen-7-one
    • 8-Hydroxyfuranocoumarin
    • 9-Hydroxy-7H-furo(3,2-g)(1)benzopyran-7-one
    • 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-
    • 8RL486L8A5
    • NSC-401269
    • CHEBI:15709
    • DTXSID50173910
    • 9-hydroxyfuro(3,2-g)chromen-7-one
    • 9-hydroxy-2H-furo(3,2-g)chromen-2-one
    • 9-hydroxy-2H-furo[3,2-g]chromen-2-one
    • RefChem:195184
    • DTXCID8096401
    • 217-923-1
    • 8-Hydroxypsoralene
    • 9-Hydroxy-7H-furo[3,2-g]chromen-7-one
    • XANTHOTOL
    • MFCD00017408
    • NSC401269
    • 6,7-Dihydroxy-5-benzofuranacrylic acid gamma-lactone
    • 5-Benzofuranacrylic acid, 6,7-dihydroxy-, gamma-lactone
    • 5-Benzofuranacrylic acid, 6,7-dihydroxy-, .delta.-lactone
    • 2-Propenoic acid, 3-(6,7-dihydroxy-5-benzofuranyl)-, .delta.-lactone
    • NSC 401269
    • Xanthotoxol (6CI)
    • EINECS 217-923-1
    • BRN 0189491
    • 8-hydroxy-psoralen
    • 7H-Furo[3,2-g][1]benzopyran-7-one,9-hydroxy-
    • 8-Hydroxyanthotoxol
    • 8-hydroxyfurocoumarin
    • 8-hydroxyfurocoumarins
    • 9-hydroxy-furo[3,2-g]chromen-7-one
    • Xanthotol; Xanthotoxol
    • Xanthotoxol (Standard)
    • 8-hydroxyfuranocoumarins
    • an 8-hydroxyfurocoumarin
    • 7H-Furo[3, 9-hydroxy-
    • CHEMBL1192
    • 5-19-06-00014 (Beilstein Handbook Reference)
    • MLS002472938
    • SCHEMBL499269
    • UNII-8RL486L8A5
    • orb1302307
    • MSK9199
    • HMS2267B05
    • HMS3886P18
    • HMS6018F06
    • BDBM50361378
    • HY-30152R
    • s9174
    • 9-hydroxyfurano[3,2-g]chromen-2-one
    • AKOS000276803
    • CCG-266594
    • CS-8023
    • EBC-251202
    • FX09864
    • NCGC00247457-01
    • AC-12979
    • AC-34294
    • BS-21947
    • HY-30152
    • SMR001397046
    • DB-045082
    • NS00026515
    • ST50308995
    • 9-Hydroxy-7H-furo[3,2-g]chromen-7-one #
    • C00841
    • H10450
    • AN-308/21259007
    • F862163
    • Q4021722
    • 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI
    • 2-Propenoic acid,7-dihydroxy-5-benzofuranyl)-, .delta.-lactone
    • InChI=1/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13
    • 2009-24-7

  • Applications

    Xanthotoxol (CAS 2009-24-7) is a furanocoumarin derivative that is typically used as an intermediate in the synthesis of psoralen-related compounds and other furanocoumarins for pharmaceutical and agrochemical research. It may be explored as a photosensitive reagent in photochemical studies and light-activated reactions. In cosmetics and fragrance chemistry, it may be considered as a fragrance precursor or structural motif for fragrance components. In analytical chemistry, it can serve as a reference material or analytical standard for methods targeting furanocoumarins. Depending on formulation goals and local regulations, it could also be evaluated for use in polymer or coating formulations that rely on UV-active components.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 47.13
    methanol 62.45
    isopropanol 31.19
    water 1.14
    ethyl acetate 56.41
    n-propanol 29.23
    acetone 96.34
    n-butanol 24.16
    acetonitrile 33.68
    DMF 235.98
    toluene 20.29
    isobutanol 19.49
    1,4-dioxane 79.69
    methyl acetate 69.47
    THF 151.78
    2-butanone 79.43
    n-pentanol 20.81
    sec-butanol 30.98
    n-hexane 0.81
    ethylene glycol 46.54
    NMP 152.47
    cyclohexane 1.35
    DMSO 292.12
    n-butyl acetate 36.11
    n-octanol 19.95
    chloroform 5.58
    n-propyl acetate 35.16
    acetic acid 30.55
    dichloromethane 17.31
    cyclohexanone 48.85
    propylene glycol 19.74
    isopropyl acetate 39.78
    DMAc 204.62
    2-ethoxyethanol 92.62
    isopentanol 27.91
    n-heptane 2.5
    ethyl formate 25.8
    1,2-dichloroethane 29.33
    n-hexanol 25.21
    2-methoxyethanol 160.1
    isobutyl acetate 11.98
    tetrachloromethane 2.43
    n-pentyl acetate 31.41
    transcutol 252.6
    n-heptanol 18.49
    ethylbenzene 14.02
    MIBK 35.58
    2-propoxyethanol 77.37
    tert-butanol 43.46
    MTBE 38.27
    2-butoxyethanol 47.62
    propionic acid 27.15
    o-xylene 20.55
    formic acid 42.06
    diethyl ether 54.58
    m-xylene 17.43
    p-xylene 13.01
    chlorobenzene 12.0
    dimethyl carbonate 50.1
    n-octane 1.37
    formamide 134.06
    cyclopentanone 84.27
    2-pentanone 58.95
    anisole 41.17
    cyclopentyl methyl ether 56.84
    gamma-butyrolactone 90.77
    1-methoxy-2-propanol 103.89
    pyridine 60.95
    3-pentanone 51.91
    furfural 82.57
    n-dodecane 1.36
    diethylene glycol 96.26
    diisopropyl ether 16.39
    tert-amyl alcohol 43.57
    acetylacetone 75.89
    n-hexadecane 1.57
    acetophenone 44.94
    methyl propionate 64.16
    isopentyl acetate 28.17
    trichloroethylene 30.02
    n-nonanol 19.01
    cyclohexanol 23.61
    benzyl alcohol 35.2
    2-ethylhexanol 17.73
    isooctanol 14.9
    dipropyl ether 24.03
    1,2-dichlorobenzene 13.41
    ethyl lactate 30.12
    propylene carbonate 33.69
    n-methylformamide 97.3
    2-pentanol 24.43
    n-pentane 1.42
    1-propoxy-2-propanol 54.9
    1-methoxy-2-propyl acetate 57.76
    2-(2-methoxypropoxy) propanol 59.72
    mesitylene 10.48
    ε-caprolactone 52.41
    p-cymene 13.61
    epichlorohydrin 100.12
    1,1,1-trichloroethane 9.07
    2-aminoethanol 40.62
    morpholine-4-carbaldehyde 139.72
    sulfolane 126.24
    2,2,4-trimethylpentane 1.43
    2-methyltetrahydrofuran 77.16
    n-hexyl acetate 36.99
    isooctane 0.97
    2-(2-butoxyethoxy)ethanol 75.21
    sec-butyl acetate 24.47
    tert-butyl acetate 41.69
    decalin 1.71
    glycerin 48.2
    diglyme 149.23
    acrylic acid 29.55
    isopropyl myristate 17.41
    n-butyric acid 25.11
    acetyl acetate 28.51
    di(2-ethylhexyl) phthalate 14.87
    ethyl propionate 40.47
    nitromethane 102.2
    1,2-diethoxyethane 64.62
    benzonitrile 26.99
    trioctyl phosphate 12.61
    1-bromopropane 13.59
    gamma-valerolactone 92.62
    n-decanol 15.32
    triethyl phosphate 19.67
    4-methyl-2-pentanol 16.76
    propionitrile 28.22
    vinylene carbonate 27.28
    1,1,2-trichlorotrifluoroethane 57.74
    DMS 43.59
    cumene 9.87
    2-octanol 15.39
    2-hexanone 35.16
    octyl acetate 22.34
    limonene 16.27
    1,2-dimethoxyethane 126.32
    ethyl orthosilicate 17.88
    tributyl phosphate 14.95
    diacetone alcohol 67.62
    N,N-dimethylaniline 32.64
    acrylonitrile 41.13
    aniline 33.6
    1,3-propanediol 53.94
    bromobenzene 9.81
    dibromomethane 9.94
    1,1,2,2-tetrachloroethane 23.59
    2-methyl-cyclohexyl acetate 22.23
    tetrabutyl urea 24.14
    diisobutyl methanol 13.0
    2-phenylethanol 34.81
    styrene 14.6
    dioctyl adipate 23.06
    dimethyl sulfate 79.87
    ethyl butyrate 29.79
    methyl lactate 53.78
    butyl lactate 27.57
    diethyl carbonate 21.24
    propanediol butyl ether 41.99
    triethyl orthoformate 22.66
    p-tert-butyltoluene 12.38
    methyl 4-tert-butylbenzoate 37.4
    morpholine 91.46
    tert-butylamine 18.94
    n-dodecanol 11.71
    dimethoxymethane 153.48
    ethylene carbonate 23.67
    cyrene 50.88
    2-ethoxyethyl acetate 52.25
    2-ethylhexyl acetate 22.98
    1,2,4-trichlorobenzene 17.94
    4-methylpyridine 52.91
    dibutyl ether 23.26
    2,6-dimethyl-4-heptanol 13.0
    DEF 87.02
    dimethyl isosorbide 82.36
    tetrachloroethylene 20.82
    eugenol 42.3
    triacetin 43.37
    span 80 33.07
    1,4-butanediol 24.01
    1,1-dichloroethane 12.24
    2-methyl-1-pentanol 22.65
    methyl formate 68.51
    2-methyl-1-butanol 25.84
    n-decane 2.21
    butyronitrile 21.44
    3,7-dimethyl-1-octanol 18.75
    1-chlorooctane 8.95
    1-chlorotetradecane 4.08
    n-nonane 1.91
    undecane 1.75
    tert-butylcyclohexane 1.48
    cyclooctane 1.14
    cyclopentanol 28.89
    tetrahydropyran 47.58
    tert-amyl methyl ether 43.36
    2,5,8-trioxanonane 103.28
    1-hexene 5.03
    2-isopropoxyethanol 58.13
    2,2,2-trifluoroethanol 23.88
    methyl butyrate 40.67

    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