(Z)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    147710-51-8

    Molecular formula
    C15H12O7

    SMILES
    C1C(=CC2=C(O1)C=C(C=C2)O)/C(=C/C(=O)O)/C(=O)CC(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 48.66%
    Sweet 31.86%
    Caramellic 29.55%
    Burnt 27.92%
    Nutty 27.61%
    Balsamic 27.22%
    Fruity 24.47%
    Savory 23.06%
    Cooked 22.71%
    Roasted 22.54%

     

    Flavor
    Odorless 51.09%
    Bitter 40.34%
    Very mild 33.8%
    Nutty 27.34%
    Mild 26.04%
    Bland 22.5%
    Faint 21.55%
    Yeast 21.34%
    Bread crust 20.8%
    Taco 20.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.55 (neutral)

    Molecular weight
    304.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    552°C

    Flash point

    • 298.92 ˚C est.

  • Synonyms

    • Pratenol B
    • CHEBI:174905
    • DTXSID401172018
    • (Z)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid
    • (2Z)-3-(7-Hydroxy-2H-1-benzopyran-3-yl)-4-oxo-2-hexenedioic acid
    • (2Z)-3-(7-Hydroxy-2H-1-benzopyran-3-yl)-4-oxohex-2-enedioic acid
    • 147710-51-8
    • 147710-51-8

  • Applications

    (Z)-3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid (CAS 147710-51-8) is viewed as an organic synthesis intermediate, particularly for coumarin-based derivatives and dicarboxylate systems; given its dicarboxyl functionality and vinyl-like double bond, it may function as a monomer or crosslinking component in specialty polymers, coatings, and inks; the coumarin moiety provides potential for fragrance or personal care applications as a fragrance precursor; the diacid functionality allows exploration as a chelating or binding agent in niche formulations; in addition, it may be considered as a building block for pharmaceutical or agrochemical research and development under applicable regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.57
    methanol 27.64
    isopropanol 6.08
    water 0.19
    ethyl acetate 2.14
    n-propanol 6.48
    acetone 37.21
    n-butanol 4.93
    acetonitrile 9.66
    DMF 191.39
    toluene 0.08
    isobutanol 2.94
    1,4-dioxane 8.92
    methyl acetate 7.35
    THF 81.29
    2-butanone 18.77
    n-pentanol 2.21
    sec-butanol 3.76
    n-hexane 0.01
    ethylene glycol 8.56
    NMP 61.84
    cyclohexane 0.01
    DMSO 982.49
    n-butyl acetate 1.6
    n-octanol 0.92
    chloroform 0.31
    n-propyl acetate 2.48
    acetic acid 10.34
    dichloromethane 0.39
    cyclohexanone 11.33
    propylene glycol 7.28
    isopropyl acetate 1.14
    DMAc 196.62
    2-ethoxyethanol 35.83
    isopentanol 3.56
    n-heptane 0.01
    ethyl formate 7.97
    1,2-dichloroethane 0.73
    n-hexanol 0.79
    2-methoxyethanol 98.76
    isobutyl acetate 0.67
    tetrachloromethane 0.07
    n-pentyl acetate 0.72
    transcutol 15.33
    n-heptanol 0.75
    ethylbenzene 0.1
    MIBK 2.47
    2-propoxyethanol 18.21
    tert-butanol 6.92
    MTBE 1.2
    2-butoxyethanol 6.1
    propionic acid 4.12
    o-xylene 0.12
    formic acid 20.09
    diethyl ether 1.09
    m-xylene 0.08
    p-xylene 0.16
    chlorobenzene 0.09
    dimethyl carbonate 4.75
    n-octane 0.01
    formamide 53.45
    cyclopentanone 36.15
    2-pentanone 6.78
    anisole 1.7
    cyclopentyl methyl ether 2.28
    gamma-butyrolactone 28.45
    1-methoxy-2-propanol 38.1
    pyridine 3.13
    3-pentanone 3.23
    furfural 17.61
    n-dodecane 0.02
    diethylene glycol 21.89
    diisopropyl ether 0.14
    tert-amyl alcohol 4.16
    acetylacetone 8.89
    n-hexadecane 0.02
    acetophenone 2.43
    methyl propionate 4.9
    isopentyl acetate 1.38
    trichloroethylene 1.07
    n-nonanol 0.95
    cyclohexanol 1.31
    benzyl alcohol 2.14
    2-ethylhexanol 0.45
    isooctanol 0.57
    dipropyl ether 1.02
    1,2-dichlorobenzene 0.15
    ethyl lactate 4.01
    propylene carbonate 4.32
    n-methylformamide 66.12
    2-pentanol 1.23
    n-pentane 0.01
    1-propoxy-2-propanol 8.07
    1-methoxy-2-propyl acetate 3.81
    2-(2-methoxypropoxy) propanol 10.38
    mesitylene 0.07
    ε-caprolactone 7.42
    p-cymene 0.12
    epichlorohydrin 24.97
    1,1,1-trichloroethane 0.28
    2-aminoethanol 12.18
    morpholine-4-carbaldehyde 46.69
    sulfolane 71.48
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 7.05
    n-hexyl acetate 1.27
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 10.7
    sec-butyl acetate 0.89
    tert-butyl acetate 1.7
    decalin 0.01
    glycerin 22.05
    diglyme 23.79
    acrylic acid 4.73
    isopropyl myristate 0.66
    n-butyric acid 4.06
    acetyl acetate 1.08
    di(2-ethylhexyl) phthalate 1.4
    ethyl propionate 2.77
    nitromethane 54.85
    1,2-diethoxyethane 2.36
    benzonitrile 1.14
    trioctyl phosphate 0.98
    1-bromopropane 0.32
    gamma-valerolactone 53.98
    n-decanol 0.72
    triethyl phosphate 1.82
    4-methyl-2-pentanol 0.7
    propionitrile 5.84
    vinylene carbonate 3.6
    1,1,2-trichlorotrifluoroethane 15.4
    DMS 1.75
    cumene 0.09
    2-octanol 0.44
    2-hexanone 4.37
    octyl acetate 1.02
    limonene 0.15
    1,2-dimethoxyethane 66.64
    ethyl orthosilicate 1.38
    tributyl phosphate 1.32
    diacetone alcohol 8.94
    N,N-dimethylaniline 1.19
    acrylonitrile 9.62
    aniline 0.67
    1,3-propanediol 20.47
    bromobenzene 0.05
    dibromomethane 0.18
    1,1,2,2-tetrachloroethane 1.18
    2-methyl-cyclohexyl acetate 1.42
    tetrabutyl urea 3.23
    diisobutyl methanol 0.38
    2-phenylethanol 1.22
    styrene 0.1
    dioctyl adipate 1.79
    dimethyl sulfate 15.47
    ethyl butyrate 1.89
    methyl lactate 9.76
    butyl lactate 1.96
    diethyl carbonate 1.58
    propanediol butyl ether 4.99
    triethyl orthoformate 1.87
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 3.18
    morpholine 20.7
    tert-butylamine 1.0
    n-dodecanol 0.51
    dimethoxymethane 48.53
    ethylene carbonate 3.15
    cyrene 12.34
    2-ethoxyethyl acetate 1.71
    2-ethylhexyl acetate 0.83
    1,2,4-trichlorobenzene 0.28
    4-methylpyridine 2.52
    dibutyl ether 0.84
    2,6-dimethyl-4-heptanol 0.38
    DEF 13.46
    dimethyl isosorbide 14.58
    tetrachloroethylene 0.55
    eugenol 4.28
    triacetin 2.4
    span 80 4.08
    1,4-butanediol 6.33
    1,1-dichloroethane 0.3
    2-methyl-1-pentanol 1.64
    methyl formate 35.99
    2-methyl-1-butanol 2.9
    n-decane 0.03
    butyronitrile 4.38
    3,7-dimethyl-1-octanol 0.7
    1-chlorooctane 0.15
    1-chlorotetradecane 0.08
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 3.6
    tetrahydropyran 3.01
    tert-amyl methyl ether 1.23
    2,5,8-trioxanonane 20.16
    1-hexene 0.09
    2-isopropoxyethanol 9.85
    2,2,2-trifluoroethanol 4.43
    methyl butyrate 5.38

    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