[(2S)-7-Hydroxy-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]acetic acid

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  • Identifiers

    CAS number
    94356-37-3

    Molecular formula
    C12H12O5

    SMILES
    C[C@H]1CC(=O)C2=C(C=C(C=C2O1)O)CC(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 54.05%
    Nutty 29.98%
    Creamy 28.39%
    Phenolic 27.76%
    Sweet 26.95%
    Milky 25.85%
    Vanilla 25.77%
    Burnt 24.13%
    Roasted 22.96%
    Caramellic 21.53%

     

    Flavor
    Odorless 40.19%
    Bitter 40.01%
    Mild 28.96%
    Very mild 23.4%
    Bland 23.36%
    Cotton candy 20.91%
    Seedy 20.84%
    Extremely sweet 20.7%
    Cadaverous 20.52%
    Ethyl benzoate 20.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    8.9 (weak base)

    Molecular weight
    236.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    469°C

    Flash point

    • 230.56 ˚C est.

  • Synonyms

    • DTXSID401145095
    • [(2S)-7-Hydroxy-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]acetic acid
    • 2H-1-Benzopyran-5-acetic acid, 3,4-dihydro-7-hydroxy-2-methyl-4-oxo-, (S)-
    • 94356-37-3
    • 94356-37-3

  • Applications

    [(2S)-7-Hydroxy-2-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]acetic acid (CAS 94356-37-3) is a chiral coumarin-like arylacetic acid that is primarily considered an intermediate in pharmaceutical and fine-chemical synthesis; its functional groups enable use as a versatile building block for asymmetric synthesis and access to diverse bioactive scaffolds; in fragrance science it may be evaluated as a fragrance intermediate or odorant precursor; in cosmetics and personal care it could be used in fragrance formulations subject to regulatory limits; in materials and electronics research it serves as a scaffold for fluorescent dyes and sensor materials; and as a functionalized building block for polymer and coating formulations in specialized materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.48
    methanol 134.94
    isopropanol 18.37
    water 15.4
    ethyl acetate 73.36
    n-propanol 21.25
    acetone 179.88
    n-butanol 15.49
    acetonitrile 112.57
    DMF 928.77
    toluene 2.46
    isobutanol 14.97
    1,4-dioxane 147.99
    methyl acetate 106.35
    THF 224.71
    2-butanone 52.93
    n-pentanol 14.89
    sec-butanol 11.34
    n-hexane 0.18
    ethylene glycol 105.35
    NMP 650.51
    cyclohexane 0.12
    DMSO 786.46
    n-butyl acetate 32.33
    n-octanol 18.08
    chloroform 4.63
    n-propyl acetate 55.28
    acetic acid 220.08
    dichloromethane 13.51
    cyclohexanone 71.77
    propylene glycol 81.66
    isopropyl acetate 35.05
    DMAc 536.65
    2-ethoxyethanol 162.61
    isopentanol 16.28
    n-heptane 0.34
    ethyl formate 88.31
    1,2-dichloroethane 13.58
    n-hexanol 9.55
    2-methoxyethanol 349.7
    isobutyl acetate 27.28
    tetrachloromethane 0.61
    n-pentyl acetate 26.64
    transcutol 506.07
    n-heptanol 10.23
    ethylbenzene 2.29
    MIBK 30.68
    2-propoxyethanol 145.32
    tert-butanol 27.39
    MTBE 8.93
    2-butoxyethanol 59.57
    propionic acid 93.77
    o-xylene 3.72
    formic acid 286.12
    diethyl ether 11.15
    m-xylene 4.34
    p-xylene 3.55
    chlorobenzene 5.93
    dimethyl carbonate 183.84
    n-octane 0.23
    formamide 412.73
    cyclopentanone 196.99
    2-pentanone 45.9
    anisole 24.85
    cyclopentyl methyl ether 37.24
    gamma-butyrolactone 473.22
    1-methoxy-2-propanol 231.63
    pyridine 31.52
    3-pentanone 28.17
    furfural 284.86
    n-dodecane 0.47
    diethylene glycol 232.81
    diisopropyl ether 3.52
    tert-amyl alcohol 14.78
    acetylacetone 163.22
    n-hexadecane 0.54
    acetophenone 43.47
    methyl propionate 121.17
    isopentyl acetate 23.63
    trichloroethylene 25.66
    n-nonanol 17.33
    cyclohexanol 12.01
    benzyl alcohol 29.22
    2-ethylhexanol 8.04
    isooctanol 9.6
    dipropyl ether 14.22
    1,2-dichlorobenzene 9.09
    ethyl lactate 83.31
    propylene carbonate 175.88
    n-methylformamide 454.16
    2-pentanol 8.62
    n-pentane 0.14
    1-propoxy-2-propanol 88.75
    1-methoxy-2-propyl acetate 91.21
    2-(2-methoxypropoxy) propanol 118.8
    mesitylene 3.06
    ε-caprolactone 113.41
    p-cymene 3.54
    epichlorohydrin 230.84
    1,1,1-trichloroethane 5.58
    2-aminoethanol 96.82
    morpholine-4-carbaldehyde 639.25
    sulfolane 461.54
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 55.18
    n-hexyl acetate 44.77
    isooctane 0.22
    2-(2-butoxyethoxy)ethanol 156.14
    sec-butyl acetate 23.94
    tert-butyl acetate 37.47
    decalin 0.39
    glycerin 226.55
    diglyme 261.15
    acrylic acid 144.09
    isopropyl myristate 15.49
    n-butyric acid 68.88
    acetyl acetate 69.82
    di(2-ethylhexyl) phthalate 26.42
    ethyl propionate 57.55
    nitromethane 976.32
    1,2-diethoxyethane 63.33
    benzonitrile 30.79
    trioctyl phosphate 18.77
    1-bromopropane 2.63
    gamma-valerolactone 475.82
    n-decanol 13.42
    triethyl phosphate 24.73
    4-methyl-2-pentanol 8.23
    propionitrile 41.02
    vinylene carbonate 166.68
    1,1,2-trichlorotrifluoroethane 168.41
    DMS 86.96
    cumene 2.52
    2-octanol 7.76
    2-hexanone 32.65
    octyl acetate 25.34
    limonene 4.13
    1,2-dimethoxyethane 237.73
    ethyl orthosilicate 19.32
    tributyl phosphate 24.98
    diacetone alcohol 88.61
    N,N-dimethylaniline 20.02
    acrylonitrile 103.1
    aniline 12.11
    1,3-propanediol 92.28
    bromobenzene 4.03
    dibromomethane 3.95
    1,1,2,2-tetrachloroethane 16.13
    2-methyl-cyclohexyl acetate 25.11
    tetrabutyl urea 39.35
    diisobutyl methanol 6.84
    2-phenylethanol 22.29
    styrene 2.47
    dioctyl adipate 37.34
    dimethyl sulfate 298.89
    ethyl butyrate 34.65
    methyl lactate 173.94
    butyl lactate 52.46
    diethyl carbonate 29.68
    propanediol butyl ether 109.7
    triethyl orthoformate 27.95
    p-tert-butyltoluene 3.46
    methyl 4-tert-butylbenzoate 57.38
    morpholine 166.94
    tert-butylamine 6.39
    n-dodecanol 9.67
    dimethoxymethane 388.75
    ethylene carbonate 124.04
    cyrene 149.61
    2-ethoxyethyl acetate 71.95
    2-ethylhexyl acetate 16.16
    1,2,4-trichlorobenzene 13.78
    4-methylpyridine 34.25
    dibutyl ether 14.08
    2,6-dimethyl-4-heptanol 6.84
    DEF 114.54
    dimethyl isosorbide 197.76
    tetrachloroethylene 7.83
    eugenol 75.93
    triacetin 95.31
    span 80 73.7
    1,4-butanediol 47.8
    1,1-dichloroethane 6.14
    2-methyl-1-pentanol 12.56
    methyl formate 516.51
    2-methyl-1-butanol 13.63
    n-decane 0.68
    butyronitrile 27.22
    3,7-dimethyl-1-octanol 14.78
    1-chlorooctane 3.87
    1-chlorotetradecane 2.01
    n-nonane 0.52
    undecane 0.56
    tert-butylcyclohexane 0.41
    cyclooctane 0.13
    cyclopentanol 27.87
    tetrahydropyran 23.27
    tert-amyl methyl ether 10.58
    2,5,8-trioxanonane 210.38
    1-hexene 0.98
    2-isopropoxyethanol 85.26
    2,2,2-trifluoroethanol 128.04
    methyl butyrate 68.83

    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