Bergaptol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    486-60-2

    Molecular formula
    C11H6O4

    SMILES
    C1=CC(=O)OC2=CC3=C(C=CO3)C(=C21)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 49.73%
    Phenolic 41.15%
    Burnt 38.0%
    Coconut 28.89%
    Odorless 28.78%
    Nutty 28.62%
    Caramellic 28.53%
    Vanilla 27.41%
    Balsamic 26.45%
    Coumarinic 26.42%

     

    Flavor
    Bitter 88.59%
    Tonka 20.44%
    Very strong 19.47%
    Moth ball 19.32%
    Indole 19.1%
    Bread crust 19.05%
    Naphthelene 18.91%
    Naphthalic 18.83%
    Urine 18.77%
    Cedarleaf 18.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.74 (neutral)

    Molecular weight
    202.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    382°C

    Flash point

    • 193.48 ˚C est.

  • Synonyms

    • Bergaptol
    • 486-60-2
    • 5-Hydroxypsoralen
    • 4-Hydroxy-7H-furo[3,2-g]chromen-7-one
    • 5-Hydroxyfuranocoumarin
    • 4-Hydroxybergapten
    • Psoralin, 5-hydroxy-
    • 4-hydroxyfuro[3,2-g]chromen-7-one
    • 7H-Furo[3,2-g][1]benzopyran-7-one, 4-hydroxy-
    • Bergaptols
    • UNII-KTC8ANI30F
    • KTC8ANI30F
    • 5-Hydroxy-Psoralen
    • NSC 341958
    • CHEBI:17377
    • NSC341958
    • 5-HYDROXY-PSORALIN
    • NSC-341958
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-hydroxy-
    • CHEMBL242711
    • DTXSID40197564
    • 5-Hydroxypsoralen;4-Hydroxybergapten
    • 4-oxidanylfuro[3,2-g]chromen-7-one
    • 5-hydroxy-2H-furo[3,2-g]chromen-2-one
    • 4-Hydroxy-7H-furo(3,2-g)chromen-7-one
    • 4-Hydroxy-7H-furo[3,2-g]chromen-7-one (ACD/Name 4.0)
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-hydroxy- (8CI)(9CI)
    • 4-hydroxyfuro(3,2-g)chromen-7-one
    • 5-hydroxy-2H-furo(3,2-g)chromen-2-one
    • 4-Hydroxy-7H-furo(3,2-g)chromen-7-one (acd/name 4.0)
    • 5-Hydroxy-6,7-furanocoumarin
    • MFCD00210479
    • 5-Hydroxyfurocoumarin
    • Bergaptol (Standard)
    • 7H-Furo[3, 4-hydroxy-
    • BSPBio_002390
    • MLS002472898
    • Bergaptol, analytical standard
    • SCHEMBL194016
    • SPECTRUM1505137
    • DTXCID00120055
    • HMS2270B20
    • BCP30863
    • CS-M0862
    • BDBM50209569
    • HY-76316R
    • s9442
    • 4-Hydroxybergapten; 5-Hydroxypsoralen
    • AKOS022646985
    • CCG-266595
    • FB18556
    • NCGC00096026-01
    • NCGC00096026-02
    • NCGC00178678-01
    • AC-34217
    • AS-56064
    • DA-05525
    • HY-76316
    • SMR001397009
    • 4-Hydroxy-7H-furo[3,2-g]chromen-7-one #
    • 4-Hydroxy7H-furo[3,2-g][1]benzopyran-7-one
    • C00758
    • SR-05000002443
    • Q3638533
    • SR-05000002443-1
    • BRD-K36383661-001-01-1
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-hydroxy-(8CI)
    • Z1509594645
    • {7H-Furo[3,} {2-g][1]benzopyran-7-one,} 4-hydroxy-
    • 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-hydroxy-(8CI)(9CI)
    • 4-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one;4-Hydroxybergapten;5-Hydroxy-6,7-furanocoumarin
    • 8B6

  • Applications

    Bergaptol (CAS 486-60-2) is principally used as an intermediate and building block in the synthesis of furanocoumarin derivatives for pharmaceutical and chemical research, and serves as a starting material for related synthetic pathways; in analytical workflows, it serves as a reference standard for chromatographic methods (HPLC/GC) to quantify furanocoumarins in plant extracts and essential oils; it may occur as a minor constituent in citrus-type essential oils and is evaluated in fragrance profiling; it is studied in photochemical research to investigate light-induced reactions of furanocoumarins. Applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.45
    methanol 26.13
    isopropanol 13.7
    water 0.5
    ethyl acetate 38.05
    n-propanol 13.03
    acetone 59.38
    n-butanol 10.55
    acetonitrile 20.13
    DMF 150.54
    toluene 5.39
    isobutanol 9.87
    1,4-dioxane 51.39
    methyl acetate 47.72
    THF 113.95
    2-butanone 55.19
    n-pentanol 9.4
    sec-butanol 13.79
    n-hexane 0.29
    ethylene glycol 22.46
    NMP 180.95
    cyclohexane 0.33
    DMSO 329.05
    n-butyl acetate 22.65
    n-octanol 6.32
    chloroform 2.33
    n-propyl acetate 24.87
    acetic acid 23.06
    dichloromethane 7.04
    cyclohexanone 44.79
    propylene glycol 15.28
    isopropyl acetate 24.48
    DMAc 186.01
    2-ethoxyethanol 57.15
    isopentanol 11.68
    n-heptane 0.7
    ethyl formate 19.14
    1,2-dichloroethane 11.96
    n-hexanol 9.5
    2-methoxyethanol 98.56
    isobutyl acetate 9.53
    tetrachloromethane 0.85
    n-pentyl acetate 16.3
    transcutol 228.1
    n-heptanol 6.72
    ethylbenzene 4.31
    MIBK 22.32
    2-propoxyethanol 51.44
    tert-butanol 17.99
    MTBE 15.2
    2-butoxyethanol 27.34
    propionic acid 21.84
    o-xylene 6.56
    formic acid 26.34
    diethyl ether 18.55
    m-xylene 5.86
    p-xylene 5.26
    chlorobenzene 5.16
    dimethyl carbonate 38.77
    n-octane 0.24
    formamide 80.78
    cyclopentanone 74.26
    2-pentanone 37.98
    anisole 21.78
    cyclopentyl methyl ether 30.92
    gamma-butyrolactone 94.14
    1-methoxy-2-propanol 70.14
    pyridine 28.1
    3-pentanone 34.2
    furfural 75.41
    n-dodecane 0.32
    diethylene glycol 70.81
    diisopropyl ether 6.18
    tert-amyl alcohol 18.5
    acetylacetone 62.67
    n-hexadecane 0.37
    acetophenone 30.32
    methyl propionate 46.56
    isopentyl acetate 18.99
    trichloroethylene 15.67
    n-nonanol 6.61
    cyclohexanol 11.64
    benzyl alcohol 20.05
    2-ethylhexanol 8.18
    isooctanol 6.15
    dipropyl ether 13.23
    1,2-dichlorobenzene 6.86
    ethyl lactate 27.51
    propylene carbonate 37.9
    n-methylformamide 70.16
    2-pentanol 9.32
    n-pentane 0.29
    1-propoxy-2-propanol 38.31
    1-methoxy-2-propyl acetate 47.87
    2-(2-methoxypropoxy) propanol 49.02
    mesitylene 3.69
    ε-caprolactone 44.59
    p-cymene 5.7
    epichlorohydrin 83.24
    1,1,1-trichloroethane 4.15
    2-aminoethanol 21.85
    morpholine-4-carbaldehyde 146.05
    sulfolane 152.03
    2,2,4-trimethylpentane 0.45
    2-methyltetrahydrofuran 52.45
    n-hexyl acetate 19.84
    isooctane 0.29
    2-(2-butoxyethoxy)ethanol 53.07
    sec-butyl acetate 16.85
    tert-butyl acetate 26.09
    decalin 0.67
    glycerin 42.8
    diglyme 104.67
    acrylic acid 25.12
    isopropyl myristate 9.51
    n-butyric acid 19.11
    acetyl acetate 23.96
    di(2-ethylhexyl) phthalate 11.68
    ethyl propionate 28.2
    nitromethane 91.91
    1,2-diethoxyethane 40.38
    benzonitrile 15.92
    trioctyl phosphate 8.1
    1-bromopropane 4.52
    gamma-valerolactone 103.78
    n-decanol 5.34
    triethyl phosphate 16.41
    4-methyl-2-pentanol 6.49
    propionitrile 15.11
    vinylene carbonate 28.97
    1,1,2-trichlorotrifluoroethane 55.02
    DMS 36.69
    cumene 3.9
    2-octanol 4.85
    2-hexanone 25.99
    octyl acetate 12.69
    limonene 7.21
    1,2-dimethoxyethane 89.37
    ethyl orthosilicate 13.68
    tributyl phosphate 10.82
    diacetone alcohol 47.9
    N,N-dimethylaniline 18.15
    acrylonitrile 23.81
    aniline 14.24
    1,3-propanediol 30.34
    bromobenzene 3.95
    dibromomethane 3.57
    1,1,2,2-tetrachloroethane 13.03
    2-methyl-cyclohexyl acetate 17.4
    tetrabutyl urea 16.93
    diisobutyl methanol 6.08
    2-phenylethanol 18.7
    styrene 4.63
    dioctyl adipate 16.99
    dimethyl sulfate 80.77
    ethyl butyrate 20.75
    methyl lactate 49.17
    butyl lactate 20.82
    diethyl carbonate 17.21
    propanediol butyl ether 30.57
    triethyl orthoformate 18.08
    p-tert-butyltoluene 4.7
    methyl 4-tert-butylbenzoate 27.32
    morpholine 60.94
    tert-butylamine 6.35
    n-dodecanol 4.19
    dimethoxymethane 90.61
    ethylene carbonate 24.87
    cyrene 48.51
    2-ethoxyethyl acetate 35.86
    2-ethylhexyl acetate 15.52
    1,2,4-trichlorobenzene 10.38
    4-methylpyridine 26.3
    dibutyl ether 8.91
    2,6-dimethyl-4-heptanol 6.08
    DEF 59.25
    dimethyl isosorbide 71.02
    tetrachloroethylene 8.76
    eugenol 29.69
    triacetin 35.75
    span 80 25.91
    1,4-butanediol 13.39
    1,1-dichloroethane 4.68
    2-methyl-1-pentanol 10.45
    methyl formate 51.23
    2-methyl-1-butanol 11.39
    n-decane 0.47
    butyronitrile 11.53
    3,7-dimethyl-1-octanol 7.63
    1-chlorooctane 2.47
    1-chlorotetradecane 1.32
    n-nonane 0.37
    undecane 0.39
    tert-butylcyclohexane 0.55
    cyclooctane 0.26
    cyclopentanol 17.46
    tetrahydropyran 23.56
    tert-amyl methyl ether 17.19
    2,5,8-trioxanonane 77.58
    1-hexene 1.74
    2-isopropoxyethanol 37.36
    2,2,2-trifluoroethanol 20.74
    methyl butyrate 30.36

    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