3-Hydroxycoumarin

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  • Identifiers

    CAS number
    939-19-5

    Molecular formula
    C9H6O3

    SMILES
    C1=CC=C2C(=C1)C=C(C(=O)O2)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 63.47%
    Sweet 62.69%
    Caramellic 50.53%
    Burnt 42.05%
    Phenolic 39.76%
    Berry 37.8%
    Strawberry 36.78%
    Vanilla 31.63%
    Balsamic 29.96%
    Bitter 26.9%

     

    Flavor
    Bitter 79.86%
    Sweet 57.81%
    Almond 34.79%
    Tonka 32.61%
    Balsam 26.3%
    Fruity 25.82%
    Green 24.82%
    Medical 24.1%
    Balsamic 22.27%
    Creamy 22.2%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.07 (neutral)

    Molecular weight
    162.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    295°C

    Flash point

    • 148.2 ˚C est.

  • Synonyms

    • 3-Hydroxycoumarin
    • 939-19-5
    • 3-hydroxychromen-2-one
    • 2H-1-Benzopyran-2-one, 3-hydroxy-
    • COUMARIN, 3-HYDROXY-
    • RQX0CMD9PN
    • NSC-74691
    • DTXSID50239863
    • RefChem:502539
    • DTXCID00162354
    • 213-355-3
    • 3-hydroxy-2H-chromen-2-one
    • 3-Hydroxy-2-benzopyrone
    • hydroxycoumarin
    • 3 Hydroxycoumarin
    • 3-Hydroxy-2H-1-benzopyran-2-one
    • MFCD00017490
    • 3-Hydroxy-chromen-2-one
    • CHEMBL150372
    • 43070-85-5
    • UNII-RQX0CMD9PN
    • EINECS 213-355-3
    • NSC 74691
    • BRN 0128032
    • 3-hydroxy-coumarin
    • 3-hydroxychromenone
    • 2H-1-Benzopyran-2-one, hydroxy-
    • NSC74691
    • 2H-1-Benzopyran-2-one,3-hydroxy-
    • Spectrum_000476
    • 3-COUMARINOL
    • SpecPlus_000860
    • Spectrum2_000805
    • Spectrum3_001267
    • Spectrum4_001576
    • Spectrum5_000232
    • hydroxy-2H-chromen-2-one
    • SCHEMBL76090
    • BSPBio_002834
    • KBioGR_002132
    • KBioSS_000956
    • SPECTRUM211538
    • 5-18-01-00376 (Beilstein Handbook Reference)
    • DivK1c_006956
    • SPBio_000669
    • orb1299309
    • SCHEMBL4632815
    • SCHEMBL27486518
    • SCHEMBL29397603
    • KBio1_001900
    • KBio2_000956
    • KBio2_003524
    • KBio2_006092
    • KBio3_002334
    • CHEBI:113542
    • o-Hydroxyphenylpyruvic acid lactone
    • BDBM50206007
    • CCG-39664
    • SBB056328
    • AKOS015916452
    • EBC-616238
    • FH67288
    • SDCCGMLS-0066523.P001
    • NCGC00095536-01
    • NCGC00095536-02
    • NCGC00178445-01
    • MS-22894
    • PD002122
    • SY234850
    • DB-057448
    • DB-294344
    • HY-127170
    • CS-0094421
    • H1585
    • NS00039762
    • ST50331499
    • T73087
    • AN-829/40355682
    • BRD-K92019075-001-02-0
    • Q27194434
    • 939-19-5

  • Applications

    3-Hydroxycoumarin (CAS 939-19-5) is commonly used as a chemical building block and intermediate in organic synthesis. In industry it serves as a precursor for the preparation of diverse coumarin derivatives, including pharmacologically relevant scaffolds, and as a starting point for fragrance and cosmetic ingredient development. It is often evaluated as a dye/pigment precursor for coatings and inks, and as a building block in polymer and materials chemistry. Its chromophoric structure also makes it useful in analytical applications as a fluorescent probe for metal ions and other analytes in research and sensor development. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.85
    methanol 92.31
    isopropanol 44.92
    water 1.06
    ethyl acetate 36.54
    n-propanol 41.51
    acetone 118.95
    n-butanol 32.81
    acetonitrile 44.34
    DMF 403.76
    toluene 13.95
    isobutanol 25.17
    1,4-dioxane 47.2
    methyl acetate 48.97
    THF 98.25
    2-butanone 74.78
    n-pentanol 27.92
    sec-butanol 32.34
    n-hexane 0.75
    ethylene glycol 32.87
    NMP 130.87
    cyclohexane 1.12
    DMSO 309.71
    n-butyl acetate 29.97
    n-octanol 35.17
    chloroform 10.53
    n-propyl acetate 24.73
    acetic acid 44.62
    dichloromethane 36.24
    cyclohexanone 47.12
    propylene glycol 16.79
    isopropyl acetate 24.37
    DMAc 245.4
    2-ethoxyethanol 80.45
    isopentanol 29.14
    n-heptane 3.81
    ethyl formate 39.53
    1,2-dichloroethane 46.75
    n-hexanol 27.74
    2-methoxyethanol 140.79
    isobutyl acetate 10.63
    tetrachloromethane 2.09
    n-pentyl acetate 38.3
    transcutol 220.92
    n-heptanol 29.98
    ethylbenzene 10.14
    MIBK 29.45
    2-propoxyethanol 67.92
    tert-butanol 52.56
    MTBE 28.65
    2-butoxyethanol 62.56
    propionic acid 25.36
    o-xylene 16.0
    formic acid 36.5
    diethyl ether 28.91
    m-xylene 14.42
    p-xylene 11.85
    chlorobenzene 13.14
    dimethyl carbonate 30.24
    n-octane 2.73
    formamide 121.27
    cyclopentanone 81.11
    2-pentanone 49.93
    anisole 26.07
    cyclopentyl methyl ether 26.86
    gamma-butyrolactone 83.81
    1-methoxy-2-propanol 80.33
    pyridine 54.04
    3-pentanone 32.74
    furfural 81.31
    n-dodecane 3.27
    diethylene glycol 67.3
    diisopropyl ether 8.88
    tert-amyl alcohol 38.5
    acetylacetone 63.61
    n-hexadecane 3.65
    acetophenone 35.79
    methyl propionate 41.88
    isopentyl acetate 27.01
    trichloroethylene 48.62
    n-nonanol 33.47
    cyclohexanol 17.72
    benzyl alcohol 31.27
    2-ethylhexanol 18.89
    isooctanol 23.85
    dipropyl ether 22.87
    1,2-dichlorobenzene 15.79
    ethyl lactate 20.04
    propylene carbonate 32.89
    n-methylformamide 143.38
    2-pentanol 22.14
    n-pentane 1.38
    1-propoxy-2-propanol 49.04
    1-methoxy-2-propyl acetate 41.27
    2-(2-methoxypropoxy) propanol 60.41
    mesitylene 9.87
    ε-caprolactone 40.96
    p-cymene 14.53
    epichlorohydrin 103.38
    1,1,1-trichloroethane 13.08
    2-aminoethanol 39.26
    morpholine-4-carbaldehyde 121.04
    sulfolane 105.93
    2,2,4-trimethylpentane 1.36
    2-methyltetrahydrofuran 45.99
    n-hexyl acetate 48.01
    isooctane 1.21
    2-(2-butoxyethoxy)ethanol 89.09
    sec-butyl acetate 14.04
    tert-butyl acetate 27.89
    decalin 1.48
    glycerin 31.03
    diglyme 162.07
    acrylic acid 26.99
    isopropyl myristate 22.69
    n-butyric acid 30.71
    acetyl acetate 20.55
    di(2-ethylhexyl) phthalate 20.29
    ethyl propionate 21.94
    nitromethane 118.56
    1,2-diethoxyethane 61.12
    benzonitrile 32.22
    trioctyl phosphate 18.65
    1-bromopropane 16.88
    gamma-valerolactone 94.75
    n-decanol 27.49
    triethyl phosphate 14.15
    4-methyl-2-pentanol 13.78
    propionitrile 32.58
    vinylene carbonate 32.39
    1,1,2-trichlorotrifluoroethane 51.43
    DMS 29.63
    cumene 9.02
    2-octanol 24.96
    2-hexanone 32.43
    octyl acetate 31.68
    limonene 16.21
    1,2-dimethoxyethane 115.9
    ethyl orthosilicate 13.63
    tributyl phosphate 18.86
    diacetone alcohol 55.1
    N,N-dimethylaniline 27.89
    acrylonitrile 54.87
    aniline 19.73
    1,3-propanediol 56.33
    bromobenzene 11.14
    dibromomethane 17.18
    1,1,2,2-tetrachloroethane 32.38
    2-methyl-cyclohexyl acetate 20.05
    tetrabutyl urea 34.72
    diisobutyl methanol 15.51
    2-phenylethanol 31.92
    styrene 9.95
    dioctyl adipate 30.63
    dimethyl sulfate 48.21
    ethyl butyrate 22.92
    methyl lactate 32.46
    butyl lactate 31.41
    diethyl carbonate 15.34
    propanediol butyl ether 57.55
    triethyl orthoformate 17.21
    p-tert-butyltoluene 13.75
    methyl 4-tert-butylbenzoate 47.35
    morpholine 59.99
    tert-butylamine 23.84
    n-dodecanol 22.0
    dimethoxymethane 126.51
    ethylene carbonate 24.36
    cyrene 46.39
    2-ethoxyethyl acetate 56.52
    2-ethylhexyl acetate 19.09
    1,2,4-trichlorobenzene 18.64
    4-methylpyridine 43.57
    dibutyl ether 29.72
    2,6-dimethyl-4-heptanol 15.51
    DEF 77.04
    dimethyl isosorbide 80.51
    tetrachloroethylene 22.34
    eugenol 49.92
    triacetin 42.03
    span 80 40.23
    1,4-butanediol 25.94
    1,1-dichloroethane 21.15
    2-methyl-1-pentanol 24.49
    methyl formate 97.44
    2-methyl-1-butanol 25.57
    n-decane 4.79
    butyronitrile 28.64
    3,7-dimethyl-1-octanol 27.78
    1-chlorooctane 17.47
    1-chlorotetradecane 8.4
    n-nonane 4.09
    undecane 3.95
    tert-butylcyclohexane 1.5
    cyclooctane 0.79
    cyclopentanol 23.34
    tetrahydropyran 28.12
    tert-amyl methyl ether 25.07
    2,5,8-trioxanonane 110.13
    1-hexene 4.76
    2-isopropoxyethanol 47.77
    2,2,2-trifluoroethanol 17.96
    methyl butyrate 30.9

    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