Isocoumarin

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  • Identifiers

    CAS number
    491-31-6

    Molecular formula
    C9H6O2

    SMILES
    C1=CC=C2C(=C1)C=COC2=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 91.2%
    Coumarinic 64.19%
    Coconut 49.52%
    Powdery 47.54%
    Balsamic 42.73%
    Hay 42.08%
    Almond 42.07%
    Nutty 41.85%
    Phenolic 40.66%
    Vanilla 36.89%

     

    Flavor
    Bitter 78.28%
    Sweet 78.04%
    Green 55.34%
    Tonka 48.73%
    Balsam 42.5%
    Almond 40.62%
    New mown hay 34.07%
    Balsamic 27.58%
    Herbal 26.28%
    Anise 25.85%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    6.29 (neutral)

    Molecular weight
    146.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    267°C

    Flash point

    • 118.09 ˚C est.

  • Synonyms

    • Isocoumarin
    • 1H-2-Benzopyran-1-one
    • 1H-isochromen-1-one
    • isochromen-1-one
    • 3,4-Benzo-2-pyrone
    • UNII-SR89982S3E
    • SR89982S3E
    • DTXSID8060080
    • CHEBI:38759
    • Benzoic acid, 2-(2-hydroxyethenyl)-, delta-lactone
    • RefChem:149215
    • DTXCID6040666
    • 835-104-2
    • 491-31-6
    • MFCD08061387
    • Isocoumarins
    • SCHEMBL62806
    • SCHEMBL76183
    • CHEMBL457811
    • SCHEMBL1261253
    • SCHEMBL2110261
    • SCHEMBL2979159
    • SCHEMBL7330865
    • SCHEMBL31031794
    • AKOS006285714
    • EBC-618230
    • AS-76786
    • N10038
    • EN300-6487432
    • Q412756
    • Z1198175817
    • 491-31-6

  • Applications

    Isocoumarin (CAS 491-31-6) is a versatile synthetic building block used in organic synthesis to access lactone-containing frameworks; in industrial manufacturing it serves as an intermediate for pharmaceuticals and agrochemicals and as a precursor for specialty polymers and resins; in fragrance chemistry it is explored as an aroma-related intermediate or fragrance ingredient; in coatings and inks it provides a reactive lactone-containing building block for resin systems; in medicinal chemistry and related R&D, it acts as a scaffold for the development of drug-like molecules.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 45.96
    methanol 46.5
    isopropanol 36.15
    water 0.97
    ethyl acetate 79.78
    n-propanol 39.65
    acetone 146.08
    n-butanol 35.06
    acetonitrile 79.03
    DMF 447.34
    toluene 32.05
    isobutanol 32.51
    1,4-dioxane 448.97
    methyl acetate 109.84
    THF 311.96
    2-butanone 117.08
    n-pentanol 42.06
    sec-butanol 32.52
    n-hexane 7.02
    ethylene glycol 18.66
    NMP 263.15
    cyclohexane 4.73
    DMSO 437.09
    n-butyl acetate 93.73
    n-octanol 51.65
    chloroform 137.02
    n-propyl acetate 104.27
    acetic acid 74.61
    dichloromethane 183.22
    cyclohexanone 163.0
    propylene glycol 9.04
    isopropyl acetate 61.81
    DMAc 220.66
    2-ethoxyethanol 108.02
    isopentanol 39.33
    n-heptane 8.72
    ethyl formate 63.9
    1,2-dichloroethane 197.87
    n-hexanol 57.23
    2-methoxyethanol 146.14
    isobutyl acetate 68.07
    tetrachloromethane 23.07
    n-pentyl acetate 87.49
    transcutol 436.66
    n-heptanol 46.75
    ethylbenzene 33.45
    MIBK 77.08
    2-propoxyethanol 146.79
    tert-butanol 52.47
    MTBE 61.84
    2-butoxyethanol 116.23
    propionic acid 52.02
    o-xylene 29.9
    formic acid 30.44
    diethyl ether 79.52
    m-xylene 32.31
    p-xylene 48.78
    chlorobenzene 65.25
    dimethyl carbonate 66.61
    n-octane 6.58
    formamide 94.08
    cyclopentanone 249.13
    2-pentanone 95.5
    anisole 96.45
    cyclopentyl methyl ether 108.95
    gamma-butyrolactone 291.24
    1-methoxy-2-propanol 101.81
    pyridine 197.06
    3-pentanone 77.26
    furfural 236.68
    n-dodecane 6.47
    diethylene glycol 119.02
    diisopropyl ether 27.51
    tert-amyl alcohol 44.34
    acetylacetone 142.1
    n-hexadecane 7.65
    acetophenone 94.79
    methyl propionate 80.18
    isopentyl acetate 79.29
    trichloroethylene 295.6
    n-nonanol 49.01
    cyclohexanol 36.91
    benzyl alcohol 58.23
    2-ethylhexanol 41.45
    isooctanol 42.14
    dipropyl ether 57.61
    1,2-dichlorobenzene 68.28
    ethyl lactate 44.88
    propylene carbonate 119.11
    n-methylformamide 141.45
    2-pentanol 28.07
    n-pentane 4.08
    1-propoxy-2-propanol 90.78
    1-methoxy-2-propyl acetate 97.51
    2-(2-methoxypropoxy) propanol 101.51
    mesitylene 24.6
    ε-caprolactone 144.88
    p-cymene 25.88
    epichlorohydrin 391.5
    1,1,1-trichloroethane 96.99
    2-aminoethanol 30.71
    morpholine-4-carbaldehyde 362.88
    sulfolane 353.69
    2,2,4-trimethylpentane 4.07
    2-methyltetrahydrofuran 159.28
    n-hexyl acetate 118.84
    isooctane 4.39
    2-(2-butoxyethoxy)ethanol 161.43
    sec-butyl acetate 62.43
    tert-butyl acetate 78.11
    decalin 7.42
    glycerin 27.95
    diglyme 330.47
    acrylic acid 54.15
    isopropyl myristate 48.54
    n-butyric acid 63.25
    acetyl acetate 59.14
    di(2-ethylhexyl) phthalate 36.96
    ethyl propionate 81.16
    nitromethane 234.43
    1,2-diethoxyethane 148.74
    benzonitrile 91.61
    trioctyl phosphate 34.18
    1-bromopropane 66.63
    gamma-valerolactone 318.55
    n-decanol 38.79
    triethyl phosphate 39.76
    4-methyl-2-pentanol 27.07
    propionitrile 69.04
    vinylene carbonate 114.99
    1,1,2-trichlorotrifluoroethane 140.7
    DMS 103.73
    cumene 27.0
    2-octanol 38.34
    2-hexanone 112.69
    octyl acetate 60.04
    limonene 31.07
    1,2-dimethoxyethane 290.35
    ethyl orthosilicate 37.02
    tributyl phosphate 38.51
    diacetone alcohol 98.27
    N,N-dimethylaniline 66.42
    acrylonitrile 110.57
    aniline 47.34
    1,3-propanediol 52.43
    bromobenzene 60.54
    dibromomethane 105.6
    1,1,2,2-tetrachloroethane 190.08
    2-methyl-cyclohexyl acetate 55.41
    tetrabutyl urea 58.99
    diisobutyl methanol 30.69
    2-phenylethanol 73.76
    styrene 37.53
    dioctyl adipate 61.86
    dimethyl sulfate 133.06
    ethyl butyrate 65.22
    methyl lactate 44.8
    butyl lactate 63.91
    diethyl carbonate 46.0
    propanediol butyl ether 85.97
    triethyl orthoformate 45.46
    p-tert-butyltoluene 25.61
    methyl 4-tert-butylbenzoate 96.27
    morpholine 311.44
    tert-butylamine 31.18
    n-dodecanol 30.34
    dimethoxymethane 215.32
    ethylene carbonate 93.03
    cyrene 88.53
    2-ethoxyethyl acetate 132.0
    2-ethylhexyl acetate 64.88
    1,2,4-trichlorobenzene 80.01
    4-methylpyridine 138.77
    dibutyl ether 69.29
    2,6-dimethyl-4-heptanol 30.69
    DEF 135.33
    dimethyl isosorbide 173.5
    tetrachloroethylene 128.2
    eugenol 109.19
    triacetin 101.62
    span 80 76.94
    1,4-butanediol 28.21
    1,1-dichloroethane 101.4
    2-methyl-1-pentanol 39.97
    methyl formate 116.37
    2-methyl-1-butanol 31.27
    n-decane 9.88
    butyronitrile 61.34
    3,7-dimethyl-1-octanol 46.22
    1-chlorooctane 40.58
    1-chlorotetradecane 18.65
    n-nonane 9.15
    undecane 7.92
    tert-butylcyclohexane 8.11
    cyclooctane 2.79
    cyclopentanol 53.41
    tetrahydropyran 158.67
    tert-amyl methyl ether 49.06
    2,5,8-trioxanonane 206.54
    1-hexene 27.48
    2-isopropoxyethanol 84.9
    2,2,2-trifluoroethanol 45.39
    methyl butyrate 107.91

    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