8-Hydroxy-4-(2-hydroxyacetyl)-1H-2-benzopyran-1-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    146-04-3

    Molecular formula
    C11H8O5

    SMILES
    C1=CC2=C(C(=C1)O)C(=O)OC=C2C(=O)CO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.28%
    Sweet 41.95%
    Caramellic 36.23%
    Vanilla 32.7%
    Burnt 31.15%
    Phenolic 30.7%
    Creamy 28.65%
    Bitter 27.16%
    Milky 25.53%
    Balsamic 25.52%

     

    Flavor
    Bitter 72.51%
    Odorless 39.58%
    Mild 24.57%
    Very mild 23.54%
    Bland 22.38%
    Sweet-like 21.62%
    Orange flower 20.15%
    Fenugreek 20.1%
    Lovage 20.02%
    Nitrile 19.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    6.9 (neutral)

    Molecular weight
    220.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    517°C

    Flash point

    • 219.67 ˚C est.

  • Synonyms

    • Oosponol
    • 146-04-3
    • 8-hydroxy-4-(2-hydroxyacetyl)isochromen-1-one
    • 8-Hydroxy-4-(hydroxyacetyl)-1H-2-benzopyran-1-one
    • SJ73CZU3LE
    • DTXSID80163248
    • 8-Hydroxy-4-(2-hydroxyacetyl)-1H-2-benzopyran-1-one
    • RefChem:914571
    • DTXCID6085739
    • Lenzitin
    • 4-glycoloyl-8-hydroxy-1H-isochromen-1-one
    • 1H-2-benzopyran-1-one, 8-hydroxy-4-(hydroxyacetyl)-
    • 4-Glycolyl-8-hydroxy-isocoumarin
    • BRN 1287762
    • 4-GLYCOLYL-8-HYDROXYISOCOUMARIN
    • ISOCOUMARIN, 4-GLYCOLYL-8-HYDROXY-
    • 5-18-04-00407 (Beilstein Handbook Reference)
    • 8-hydroxy-4-(2-hydroxyacetyl)-1H-isochromen-1-one
    • orb1701845
    • SCHEMBL3366415
    • CHEBI:212421
    • Glycolyl-8-hydroxyisocoumarin, 4-
    • AKOS040747235
    • 4-(2-Hydroxyacetyl)-8-hydroxyisocoumarin
    • DA-76437
    • HY-116158
    • CS-0064190
    • 1H-2-Benzopyran-1-one, 8-hydroxy-4-(2-hydroxyacetyl)-
    • InChI=1/C11H8O5/c12-4-9(14)7-5-16-11(15)10-6(7)2-1-3-8(10)13/h1-3,5,12-13H,4H
    • 146-04-3

  • Applications

    8-Hydroxy-4-(2-hydroxyacetyl)-1H-2-benzopyran-1-one (CAS 146-04-3) is a hydroxy-substituted coumarin derivative used as a fragrance intermediate and odorant in perfumery and personal care, where it can contribute vanilla-like notes and may function as a fragrance fixative. It also serves as a building block in organic synthesis for pharmaceuticals and specialty polymers or coatings, enabling further functionalization. In analytical chemistry and related research, such coumarin derivatives are often explored as fluorescent probes or labeling reagents due to their photophysical properties. Additionally, it may be present in household products as a fragrance ingredient or scent-carrier within regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.43
    methanol 14.18
    isopropanol 5.51
    water 0.1
    ethyl acetate 4.86
    n-propanol 6.09
    acetone 14.07
    n-butanol 5.67
    acetonitrile 4.64
    DMF 132.42
    toluene 0.68
    isobutanol 3.68
    1,4-dioxane 9.01
    methyl acetate 6.99
    THF 47.87
    2-butanone 12.7
    n-pentanol 4.71
    sec-butanol 4.66
    n-hexane 0.03
    ethylene glycol 11.85
    NMP 107.61
    cyclohexane 0.04
    DMSO 379.4
    n-butyl acetate 5.17
    n-octanol 3.77
    chloroform 0.07
    n-propyl acetate 4.11
    acetic acid 6.68
    dichloromethane 0.51
    cyclohexanone 16.57
    propylene glycol 5.04
    isopropyl acetate 3.32
    DMAc 104.37
    2-ethoxyethanol 27.27
    isopentanol 6.01
    n-heptane 0.14
    ethyl formate 4.94
    1,2-dichloroethane 1.8
    n-hexanol 5.72
    2-methoxyethanol 64.74
    isobutyl acetate 1.24
    tetrachloromethane 0.08
    n-pentyl acetate 4.6
    transcutol 35.91
    n-heptanol 4.84
    ethylbenzene 0.72
    MIBK 5.67
    2-propoxyethanol 28.65
    tert-butanol 8.43
    MTBE 2.08
    2-butoxyethanol 15.54
    propionic acid 5.14
    o-xylene 1.12
    formic acid 13.17
    diethyl ether 1.98
    m-xylene 1.01
    p-xylene 0.88
    chlorobenzene 0.51
    dimethyl carbonate 6.62
    n-octane 0.06
    formamide 42.74
    cyclopentanone 33.11
    2-pentanone 9.84
    anisole 2.94
    cyclopentyl methyl ether 8.05
    gamma-butyrolactone 37.2
    1-methoxy-2-propanol 34.28
    pyridine 7.09
    3-pentanone 6.23
    furfural 29.92
    n-dodecane 0.09
    diethylene glycol 37.01
    diisopropyl ether 0.57
    tert-amyl alcohol 6.76
    acetylacetone 13.61
    n-hexadecane 0.11
    acetophenone 6.98
    methyl propionate 9.71
    isopentyl acetate 4.39
    trichloroethylene 1.66
    n-nonanol 3.73
    cyclohexanol 4.99
    benzyl alcohol 5.56
    2-ethylhexanol 3.52
    isooctanol 3.59
    dipropyl ether 2.91
    1,2-dichlorobenzene 0.86
    ethyl lactate 6.8
    propylene carbonate 8.92
    n-methylformamide 42.66
    2-pentanol 3.28
    n-pentane 0.03
    1-propoxy-2-propanol 16.22
    1-methoxy-2-propyl acetate 12.09
    2-(2-methoxypropoxy) propanol 15.13
    mesitylene 0.67
    ε-caprolactone 15.67
    p-cymene 1.41
    epichlorohydrin 33.54
    1,1,1-trichloroethane 0.36
    2-aminoethanol 12.27
    morpholine-4-carbaldehyde 61.64
    sulfolane 100.08
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 13.73
    n-hexyl acetate 5.95
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 19.95
    sec-butyl acetate 2.08
    tert-butyl acetate 4.82
    decalin 0.09
    glycerin 22.77
    diglyme 37.6
    acrylic acid 6.27
    isopropyl myristate 2.26
    n-butyric acid 5.85
    acetyl acetate 2.32
    di(2-ethylhexyl) phthalate 3.49
    ethyl propionate 4.51
    nitromethane 27.15
    1,2-diethoxyethane 6.47
    benzonitrile 4.05
    trioctyl phosphate 3.18
    1-bromopropane 0.59
    gamma-valerolactone 47.76
    n-decanol 2.74
    triethyl phosphate 3.83
    4-methyl-2-pentanol 2.32
    propionitrile 4.3
    vinylene carbonate 6.36
    1,1,2-trichlorotrifluoroethane 25.07
    DMS 5.75
    cumene 0.73
    2-octanol 2.67
    2-hexanone 6.17
    octyl acetate 3.49
    limonene 1.94
    1,2-dimethoxyethane 34.89
    ethyl orthosilicate 3.11
    tributyl phosphate 3.11
    diacetone alcohol 20.56
    N,N-dimethylaniline 3.88
    acrylonitrile 8.93
    aniline 3.01
    1,3-propanediol 20.41
    bromobenzene 0.34
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 1.56
    2-methyl-cyclohexyl acetate 4.36
    tetrabutyl urea 6.54
    diisobutyl methanol 2.15
    2-phenylethanol 6.52
    styrene 0.56
    dioctyl adipate 3.89
    dimethyl sulfate 24.91
    ethyl butyrate 4.74
    methyl lactate 14.08
    butyl lactate 6.76
    diethyl carbonate 2.91
    propanediol butyl ether 12.36
    triethyl orthoformate 3.91
    p-tert-butyltoluene 1.19
    methyl 4-tert-butylbenzoate 9.83
    morpholine 21.43
    tert-butylamine 2.14
    n-dodecanol 1.84
    dimethoxymethane 37.2
    ethylene carbonate 5.09
    cyrene 22.92
    2-ethoxyethyl acetate 8.11
    2-ethylhexyl acetate 3.13
    1,2,4-trichlorobenzene 1.45
    4-methylpyridine 7.2
    dibutyl ether 2.34
    2,6-dimethyl-4-heptanol 2.15
    DEF 24.79
    dimethyl isosorbide 26.62
    tetrachloroethylene 1.27
    eugenol 11.27
    triacetin 6.81
    span 80 9.43
    1,4-butanediol 7.03
    1,1-dichloroethane 0.35
    2-methyl-1-pentanol 4.62
    methyl formate 20.92
    2-methyl-1-butanol 5.04
    n-decane 0.15
    butyronitrile 3.96
    3,7-dimethyl-1-octanol 3.1
    1-chlorooctane 0.87
    1-chlorotetradecane 0.36
    n-nonane 0.11
    undecane 0.12
    tert-butylcyclohexane 0.08
    cyclooctane 0.03
    cyclopentanol 7.91
    tetrahydropyran 4.88
    tert-amyl methyl ether 2.98
    2,5,8-trioxanonane 25.96
    1-hexene 0.26
    2-isopropoxyethanol 13.94
    2,2,2-trifluoroethanol 5.77
    methyl butyrate 6.91

    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