4-Hydroxyisobenzofuran-1(3H)-one

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  • Identifiers

    CAS number
    13161-32-5

    Molecular formula
    C8H6O3

    SMILES
    C1C2=C(C=CC=C2O)C(=O)O1

    Safety labels

  • Odor profile

    Fragrance
    Sweet 66.92%
    Phenolic 66.81%
    Coumarinic 45.52%
    Coconut 44.2%
    Spicy 41.21%
    Vanilla 40.03%
    Nutty 36.05%
    Hay 33.03%
    Balsamic 31.75%
    Bitter 31.48%

     

    Flavor
    Bitter 84.67%
    Tonka 26.06%
    Lovage 21.8%
    Coconut 21.05%
    Fenugreek 20.19%
    Parsley 20.02%
    Ripe apricot 19.89%
    Red fruit 19.79%
    Seedy 19.72%
    Sweet-like 19.71%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.44 (weak base)

    Molecular weight
    150.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    352°C

    Melting point expt.

    • 255 - 256 °C

    Flash point

    • 173.67 ˚C est.

  • Synonyms

    • 4-Hydroxyisobenzofuran-1(3H)-one
    • 13161-32-5
    • 4-hydroxyphthalide
    • 4-hydroxy-3H-2-benzofuran-1-one
    • 4-hydroxy-1,3-dihydro-2-benzofuran-1-one
    • 1(3H)-Isobenzofuranone, 4-hydroxy-
    • MFCD15143974
    • 4-hydroxy-3H-isobenzofuran-1-one
    • 4-hydroxyphthalid
    • 4-hydroxy-2-benzofuran-1(3H)-one
    • RH7XK8BCC3
    • SCHEMBL78594
    • SCHEMBL29793269
    • DTXSID60506053
    • CHEBI:178339
    • 4-hydroxy-3H-2-benzouran-1-one
    • 4-Hydroxy-1(3H)-isobenzofuranone
    • NAA16132
    • 4-Oxidanyl-3H-2-benzofuran-1-one
    • AKOS005166872
    • 4-Hydroxy-1(3H)-isobenzofuranone, 9CI
    • SY274862
    • WS-01368
    • DB-332340
    • CS-0324557
    • 13161-32-5

  • Applications

    4-Hydroxyisobenzofuran-1(3H)-one is primarily used as a chemical intermediate in organic synthesis, providing a benzofuranone-based scaffold for generating substituted derivatives. In fragrance and cosmetics, it is commonly evaluated as a fragrance intermediate or odorant precursor due to its lactone ring and potential for derivatization into aroma compounds. In pharmaceuticals and medicinal chemistry, it can serve as a building block for access to benzofuranone-containing heterocycles and related intermediates. In industrial manufacturing, it may be used as a starting material for the preparation of specialty chemicals and functional materials after suitable derivatization. Additionally, its lactone core can be leveraged in polymer and plastics chemistry as a precursor to functionalized monomers; all uses are subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 35.66
    methanol 50.02
    isopropanol 37.73
    water 2.73
    ethyl acetate 48.89
    n-propanol 30.95
    acetone 51.22
    n-butanol 28.28
    acetonitrile 45.34
    DMF 189.2
    toluene 5.9
    isobutanol 21.87
    1,4-dioxane 126.98
    methyl acetate 56.5
    THF 128.78
    2-butanone 42.3
    n-pentanol 27.11
    sec-butanol 27.87
    n-hexane 0.47
    ethylene glycol 47.74
    NMP 45.05
    cyclohexane 0.46
    DMSO 140.49
    n-butyl acetate 22.41
    n-octanol 23.35
    chloroform 19.68
    n-propyl acetate 29.65
    acetic acid 38.31
    dichloromethane 19.62
    cyclohexanone 29.67
    propylene glycol 22.88
    isopropyl acetate 37.63
    DMAc 135.72
    2-ethoxyethanol 142.34
    isopentanol 35.23
    n-heptane 1.37
    ethyl formate 28.75
    1,2-dichloroethane 20.59
    n-hexanol 27.1
    2-methoxyethanol 202.92
    isobutyl acetate 16.94
    tetrachloromethane 5.04
    n-pentyl acetate 23.42
    transcutol 482.13
    n-heptanol 21.47
    ethylbenzene 6.04
    MIBK 42.84
    2-propoxyethanol 99.31
    tert-butanol 78.75
    MTBE 32.61
    2-butoxyethanol 65.29
    propionic acid 26.62
    o-xylene 8.18
    formic acid 57.83
    diethyl ether 34.54
    m-xylene 9.12
    p-xylene 8.87
    chlorobenzene 8.59
    dimethyl carbonate 49.01
    n-octane 1.1
    formamide 151.76
    cyclopentanone 43.7
    2-pentanone 43.93
    anisole 37.2
    cyclopentyl methyl ether 32.15
    gamma-butyrolactone 60.66
    1-methoxy-2-propanol 146.4
    pyridine 30.63
    3-pentanone 27.08
    furfural 69.28
    n-dodecane 1.53
    diethylene glycol 140.57
    diisopropyl ether 13.63
    tert-amyl alcohol 43.14
    acetylacetone 72.32
    n-hexadecane 1.73
    acetophenone 34.86
    methyl propionate 44.03
    isopentyl acetate 24.4
    trichloroethylene 36.64
    n-nonanol 23.22
    cyclohexanol 16.4
    benzyl alcohol 29.46
    2-ethylhexanol 16.23
    isooctanol 19.61
    dipropyl ether 18.52
    1,2-dichlorobenzene 13.19
    ethyl lactate 29.24
    propylene carbonate 28.15
    n-methylformamide 91.5
    2-pentanol 25.56
    n-pentane 0.49
    1-propoxy-2-propanol 56.36
    1-methoxy-2-propyl acetate 49.44
    2-(2-methoxypropoxy) propanol 78.48
    mesitylene 7.53
    ε-caprolactone 30.67
    p-cymene 7.85
    epichlorohydrin 87.61
    1,1,1-trichloroethane 17.79
    2-aminoethanol 50.32
    morpholine-4-carbaldehyde 136.95
    sulfolane 66.2
    2,2,4-trimethylpentane 0.84
    2-methyltetrahydrofuran 41.95
    n-hexyl acetate 34.38
    isooctane 1.23
    2-(2-butoxyethoxy)ethanol 124.71
    sec-butyl acetate 23.09
    tert-butyl acetate 54.5
    decalin 1.08
    glycerin 71.94
    diglyme 221.85
    acrylic acid 28.88
    isopropyl myristate 19.11
    n-butyric acid 32.16
    acetyl acetate 33.94
    di(2-ethylhexyl) phthalate 17.95
    ethyl propionate 31.14
    nitromethane 147.01
    1,2-diethoxyethane 84.9
    benzonitrile 25.26
    trioctyl phosphate 14.76
    1-bromopropane 7.18
    gamma-valerolactone 87.82
    n-decanol 18.75
    triethyl phosphate 18.09
    4-methyl-2-pentanol 24.76
    propionitrile 31.08
    vinylene carbonate 29.44
    1,1,2-trichlorotrifluoroethane 69.35
    DMS 39.34
    cumene 6.49
    2-octanol 16.36
    2-hexanone 30.25
    octyl acetate 22.84
    limonene 8.83
    1,2-dimethoxyethane 180.15
    ethyl orthosilicate 17.31
    tributyl phosphate 17.08
    diacetone alcohol 88.64
    N,N-dimethylaniline 28.21
    acrylonitrile 49.45
    aniline 17.53
    1,3-propanediol 79.21
    bromobenzene 6.71
    dibromomethane 9.55
    1,1,2,2-tetrachloroethane 32.03
    2-methyl-cyclohexyl acetate 20.15
    tetrabutyl urea 26.13
    diisobutyl methanol 16.22
    2-phenylethanol 32.97
    styrene 6.39
    dioctyl adipate 25.65
    dimethyl sulfate 71.44
    ethyl butyrate 24.01
    methyl lactate 48.93
    butyl lactate 26.32
    diethyl carbonate 19.99
    propanediol butyl ether 62.7
    triethyl orthoformate 21.52
    p-tert-butyltoluene 8.72
    methyl 4-tert-butylbenzoate 41.84
    morpholine 105.13
    tert-butylamine 27.46
    n-dodecanol 14.78
    dimethoxymethane 194.08
    ethylene carbonate 24.96
    cyrene 54.36
    2-ethoxyethyl acetate 52.77
    2-ethylhexyl acetate 16.48
    1,2,4-trichlorobenzene 15.82
    4-methylpyridine 25.24
    dibutyl ether 23.7
    2,6-dimethyl-4-heptanol 16.22
    DEF 55.18
    dimethyl isosorbide 100.46
    tetrachloroethylene 23.9
    eugenol 54.19
    triacetin 46.63
    span 80 43.2
    1,4-butanediol 39.55
    1,1-dichloroethane 15.1
    2-methyl-1-pentanol 26.38
    methyl formate 72.15
    2-methyl-1-butanol 23.31
    n-decane 2.09
    butyronitrile 23.44
    3,7-dimethyl-1-octanol 24.99
    1-chlorooctane 9.48
    1-chlorotetradecane 5.31
    n-nonane 1.62
    undecane 1.75
    tert-butylcyclohexane 1.3
    cyclooctane 0.43
    cyclopentanol 20.72
    tetrahydropyran 32.85
    tert-amyl methyl ether 26.16
    2,5,8-trioxanonane 160.71
    1-hexene 2.7
    2-isopropoxyethanol 89.15
    2,2,2-trifluoroethanol 41.37
    methyl butyrate 33.88

    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